Wittman, MD, United States Accommodations

Accommodations in Wittman

Bed & Breakfast
Bed & Breakfast
  • Wifi
Spectacular waterfront Inn with fabulous sunsets! This lovely, historic Inn offers a unique experience of timelessness, peace and beauty. If you prefer more modern amenities, choose our Kemp Guest House (circa 1990). 24 of our 26 rooms overlook the Chesapeake Bay. Situated on 120 acres with ponds for kayaking, a one-mile nature trail, dock for fishing & crabbing; go swimming, float on rafts or just do nothing & enjoy the day. It's not unusual to see deer, bald eagles, rare birds and more. Kayaks and bicycles available; wi-fi in all rooms. Enjoy a home-style breakfast buffet using fresh, local produce. Interesting shops, fine dining, the famed Chesapeake Bay Maritime Museum and other attractions are just 5 minutes away. Come stay and relax with us for awhile - your home away from home.
Home/Apartment
5br Home/Apartment
  • Wifi
  • Pets Allowed
  • Parking
  • Swimming Pool
The SpaceWe are now taking reservations for fall and winter. Email Us. Comfortable - Spacious - Relaxing... You are renting the complete house. 6500 Sq/ft. 4 Master Suites each with luxury bath plus 1 Bedroom and separate bathroom - All Water-views. Wheelchair Accessible. Private. Rent in Spring, Summer, Fall and Winter! Pool, Shoreline, Small Private Beach, Acreage, Barbecue, Nature. 4 Master Suites with Attached Bathrooms and Each with King Bed, Day Bed and Trundle Bed. 1 Bedroom with Double Bed. Contact us for special off season rates! Health/Wellness/Team building gatherings...contact us. Let other tell you better of our home. See our reviews on AirBnB or for more reviews search online for "Watermark spacious comfortable relaxing". You can book online with us! Online reservations booked have priority in booking as we receive several interested parties for the same period. Gather your friends and family at Watermark, your waterfront vacation home. Perfect for holidays, family gatherings, anniversaries, birthdays, reunions, weekend escapes, romantic getaways, friends get-togethers, wedding attendees or festive occasions! Create wonderful memories. Enjoy large and generous open spaces indoors and 6 private acres of outdoors for a wonderful place to relax and enjoy. Delight at having a complete and private spacious home at a fraction of the cost of staying at a hotel or inn. Watermark is a safe haven for all ages. Only a short seven minute drive from picturesque St. Michaels, Watermark delights with views of the blue waters of the open bay with sail boats racing the breeze, punctuated by the oohs and aahs of seeing massive ships traversing in the distance. Watermark, the house, is well over 6000 square feet of comfort. Enter into a wall of windows overlooking the Chesapeake bay, grounds and pool. Enjoy the spacious layout. There are over three thousand square feet in common area with nooks and crannies that will accommodate all. Watermark is fully wheelchair accessible on the first floor. A large glass walled dining area opens right into the gourmet kitchen with professional AGA stove. Eat in or alfresco under the covered outdoor deck, making for many relaxing family dinners and extended scrabble games. Step into the high ceiling living room to enjoy a fire or watch entertainment on the 65” HD TV. Entertain at the bar with fridge and dishwasher. Of the five bedrooms, four are large master suites each enjoying luxury bathrooms with separate showers and jacuzzi tubs. Each master bedroom is furnished with king size beds with luxury mattresses and pillows, and twin daybeds with trundle. Take your pick from Fox Den, Eagles Nest, Herons Hideaway, Turtle Cove, and Falcons Perch. Enjoy high-speed WiFi, large 65” high definition TV, movies, Xbox 360 with games as well as the game area with Foosball, chess/backgammon, card/poker table, board games and reading from our stash of books! Outdoors, enjoy the sparkling swimming pool, relaxing on the hammock, eating al fresco on the patio, barbecuing (propane), or gathering around the fire pit. Hang out at the dock. At low tide, enjoy the private small beach where the shallow drop-off makes it perfect for kids to play in the sand and water. Unlike the ocean beaches, our shore on the Bay is a natural living shore adjacent to the wetlands that provide breeding grounds and great diversity for fish, birds and other species that inhabit the beautiful Eastern shore. Depending on the wind and tide cycles, our low-tide shoreline varies from very small to very large sandy strips. It is great fun to wade out and watch the thousands of baby fish, net crabs in season and explore shallow bay. You crab at low tide by walking out to the sea grasses with crabbing nets. As the tide rises, use the included four kayaks to explore the surrounding waters or rent the sunfish sailboat (additional cost). Unlike creeks, the open bay provides long stretches of shallow water ideal for kids, kayaking, windsurfing and kite surfing. Enjoy a cooling rinse in our refreshing outdoor shower. Bring your bikes! Both St. Michaels and Tilghman Island are wonderful destination bike rides on large dedicated bike paths on Tilghman Island road. This area is well known for it flat and scenic biking. For those who enjoy nature, your morning sightings may easily include bald eagles flying overhead, regular visits by osprey or the resident heron peering into one of three ponds hunting for fish. Enjoy the cool breeze at the dock. Watermark is a Maryland natural habitat. Part-time caretaker/woodworking atelier in outbuilding. Please note that the property is not suitable for hunting parties. Upon request (additional charge), we can arrange for an expert naturalist or fishing guide. We welcome travelers who are attending weddings, receptions, retreats at other locations around nearby St. Michaels. However our license does not allow weddings and receptions. If you are looking for an small retreat to inspire, brainstorm or solve vexing issues away from the office, Watermark welcomes you. We can also connect you directly to a: - Family photographer - so everyone is in the photo and it's done right. - Private Chef - so you can enjoy your evening and have a gourmet meal We can also provide full corporate service including maid service, chef, tours, and more. Fully WiFi enabled in the building. Our 65" screen is great for movies, sports and provides almost there video conferencing. Guest AccessPool, shoreline, dock, small private beach, acreage, ponds, barbecue, nature. Dark skies are amazing for star gazing. Interaction with GuestsProperty manager will meet at arrival. Periodic contact to see if anything is needed. Departure checkout. The NeighborhoodBring your bikes! Both st. Michaels and Tilghman Island are wonderful destination bike rides on large dedicated bike paths on Tilghman island road. This area is well known for it flat and scenic biking. For those who enjoy nature, your morning sightings may easily include bald eagles flying overhead or the resident heron peering into one of three ponds hunting for fish. Enjoy the cool breeze at the dock. Watermark is a Maryland natural habitat. Please note that the property is not suited for hunting or hunting parties. Upon request (additional charge), we can arrange for an expert naturalist or fishing guide. Getting AroundAn easy 7 minute drive to St. Michaels. Other Things to NoteSeparate signed vacation rental agreement will be provided by property manager. Minimum 3 day rental. Memorial Day weekend, Independence Day weekend and Labor Day weekend are weekly rentals only. Cleaning fee $275, Refundable security deposit $1000, Taxes 10% (Talbot county hospitality tax 4.00%, Maryland sales tax 6.00%). Approved pet fee $100 per pet.
Home/Apartment
Excellent
26 reviews
2br Home/Apartment
  • Wifi
The SpaceShipwright Cottage is a fully-renovated 2 bedroom, 1 1/2 bath house that is a perfect getaway for couples or small families. Upstairs features two sleeping areas - a bedroom with two extra long twin beds that can be combined to make a king and an open, loft-style bedroom with a queen bed and reading nook. The living room offers a pull out sofa. The full bath features a luxurious glass shower and water views accent every room. A screened porch offers space to relax and enjoy the views. The cottage is fully equipped with a fabulous kitchen, WiFi, DVD player, washer-dryer, and charcoal grill. Linens and bath towels are included. Two kayaks, Two adult bicycles, one child's bike, and one bike trailer are available for your use. The NeighborhoodShipwright Cottage is located on Cummings Creek, just a short drive to St. Michaels, Tilghman Island, Oxford, and Easton. Other Things to NoteVisit our (email hidden) for additional information and area recommendations.
house
3br house
    Beautiful like new waterfront home on the Chesapeake Bay, 5 minute drive to Historic St. Michaels. Minutes to many quaint watermen villages. Shared waterside pool, beach, kayaks, small boat, childrens playset. The property was designed to take advantage of the incredible views of the Chesapeake Bay. Every bedroom walks out onto a deck/porch with comfortable rocking chairs. Great outdoor dining area. Direct waterfront views and awesome sunsets!! Beds: 1 Queen Bed, 1 Double Bed, 2 Twin Beds, 2 Sofa Beds Lodging tax: 4% Deposits: 50% with reservation (non-refundable) with balance due 30 days prior to arrival. SEPARATE check for security deposit, $250 (refundable as per lease). $150.00 Cleaning Fee. If less than 30 days prior to reservation, payment in full is required. Call for details. Payment Options: Cashier's Check, Money Order, Personal Check Other Fees: If using credit card, 3.5% fee (of total amount charged)as per fees we are charged by bank. Beautiful like new waterfront home on the Chesapeake Bay, 5 minute drive to Historic St. Michaels. Minutes to many quaint watermen villages. Shared waterside pool, beach, kayaks, small boat, childrens playset. The property was designed to take advantage of the incredible views of the Chesapeake Bay. Every bedroom walks out onto a deck/porch with comfortable rocking chairs. Great outdoor dining area. Direct waterfront views and awesome sunsets!! Beds: 1 Queen Bed, 1 Double Bed, 2 Twin Beds, 2 Sofa Beds
    Home/Apartment
    2br Home/Apartment
    • Parking
    • Swimming Pool
    The SpaceTwo story waterfront bungalow with wrap around porch directly on Eastern Bay with swimming pool and fishing pier. Sleeps up to 8, 1 bedroom downstairs, sleeper sofa in living room and second floor dormitory bedroom. Guest AccessSwimming pool, sauna, fishing pier, gas grill,awesome sunsets! Interaction with GuestsCaretaker on the property to provide any assistance that may be needed. The NeighborhoodJust outside St. Michaels on the road to Tilghman Island, Misty Point is in a perfect, private location to relax while viewing some of the best sunsets on the East Coast! Other Things to NoteLinens not provided, 3 double beds (including sleeper sofa in LR) 3 twin, no smoking, no pets Boat, kayak, jet ski rentals nearby in Tilghman Island.
    house
    5br house
      Pool, Shoreline, Small Private Beach, Acreage, Lawn, Barbecue, and Nature. Spacious 6000+ square foot home. Up-to-date Gourmet Kitchen. Large and Open Common Spaces. Wall of Glass Overlooking the Chesapeake. 4 Master Suites with Attached Bathrooms and Each with King Bed, Day Bed and Trundle Bed. 1 Bedroom with Double Bed. All with Views of the Chesapeake. 6 miles (6 minutes) from St. Michaels and Tilghman Island shops, restaurants, docks, museum, golf, winery, and more! Gather your friends and family at Watermark, your waterfront vacation home. Perfect for holidays, family gatherings, anniversaries, birthdays, reunions, weekend escapes, romantic getaways, reunions, friends get-togethers, wedding attendees or festive occasions! Create wonderful memories. Enjoy large and generous open spaces indoors and 6 private acres of outdoors for a wonderful place to relax and enjoy. Delight at having a complete and private spacious home at a fraction of the cost of staying at a hotel or inn. Watermark is a safe haven for all ages. Workshops, retreats and reunions. Watermark is a great location close to Washington DC, but just far enough away! *** Leaf Peepers! Saint Michaels peak is expected October - November 15th. **** Watermark, the house, is well over 6000 square feet of comfort. Enter into a wall of windows overlooking the Chesapeake bay, grounds and pool. Enjoy the spacious layout. There are over three thousand square feet in common area with nooks and crannies that will accommodate all. Watermark is fully wheelchair accessible on the first floor. Only a short seven minute drive from picturesque St. Michaels, Watermark delights with views of the blue waters of the open bay with sail boats racing the breeze, punctuated by the oohs and aahs of seeing massive ships traversing in the distance. A large glass walled dining area opens right into the gourmet kitchen with professional AGA stove. Eat in or alfresco under the covered outdoor deck, making for many relaxing family dinners and extended scrabble games. Step into the high ceiling living room to enjoy a fire or watch entertainment on the 65” HD TV. Entertain at the bar with fridge and dishwasher. Of the five bedrooms, four are large master suites each enjoying luxury bathrooms with separate showers and jacuzzi tubs. Each master bedroom is furnished with king size beds with luxury mattresses and pillows, and twin daybeds with trundle. Take your pick from Fox Den, Eagles Nest, Herons Hideaway, Turtle Cove, and Falcons Perch. Enjoy high-speed WiFi, large 65” high definition TV, movies, Xbox 360 with games as well as the game area with Foosball, chess/backgammon, card/poker table, board games and reading from our stash of books! Outdoors, enjoy the sparkling swimming pool, relaxing on the hammock, eating al fresco on the patio, barbecuing (propane), or gathering around the fire pit. Hang out at the dock. At low tide, enjoy the private small beach where the shallow drop-off makes it perfect for kids to play in the sand and water. Unlike the ocean beaches, our shore on the Bay is a natural living shore adjacent to the wetlands that provide breeding grounds and great diversity for fish, birds and other species that inhabit the beautiful Eastern shore. Depending on the wind and tide cycles, our low-tide shoreline varies from very small to very large sandy strips. It is great fun to wade out and watch the thousands of baby fish, net crabs in season and explore shallow bay. You crab at low tide by walking out to the sea grasses with crabbing nets. As the tide rises, use the included four kayaks to explore the surrounding waters or rent the sunfish sailboat (additional cost). Unlike creeks, the open bay provides long stretches of shallow water ideal for kids, kayaking, windsurfing and kite surfing. Enjoy a cooling rinse in our refreshing outdoor shower. Bring your bikes! Both St. Michaels and Tilghman Island are wonderful destination bike rides on large dedicated bike paths on Tilghman Island road. This area is well known for it flat and scenic biking. For those who enjoy nature, your morning sightings may easily include bald eagles flying overhead, regular visits by osprey or the resident heron peering into one of three ponds hunting for fish. Enjoy the cool breeze at the dock. Watermark is a Maryland natural habitat. Part-time caretaker/woodworking atelier in outbuilding. Please note that the property is not suitable for hunting parties. Upon request (additional charge), we can arrange for an expert naturalist or fishing guide. If you are looking for an small retreat to inspire, brainstorm or solve vexing issues away from work, Watermark welcomes you. We can also arrange for (at an extra cost): - Family photographer - so everyone is in the photo and it's done right. - Private Chef - so you can enjoy your evening and have a gourmet meal - Full corporate service including maid service, chef, tours, and more. Fully wifi enabled in the building. Our 65" screen can provide almost there video conferencing. We welcome travelers who are attending weddings, receptions, retreats at other locations around nearby St. Michaels. However our license does not allow weddings and receptions. Watermark is leased to individuals 25 year of age or more using a separate signed lease. $1000 refundable damage deposit. $250 cleaning fee. ------------------- The St. Michaels area is an amazing leaf peeping gem right close to the Washington, DC area. You will be stunned by the colors rivaling Vermont and surprised at the beautiful interplay with the Chesapeake Bay waters. Come and have a look! Peak colors are in October up to mid-November. Waterfowl Festival in Easton is November 13 – 15. Easton, one of the top 10 cities to live in the United States host this event which turns the community into a gallery dedicated to the Chesapeake Bay. There are also activities for children and dogs. -------------------
      Home/Apartment
      4br Home/Apartment
      • Pets Allowed
      The SpaceFor Weekly Reservations, please contact us for a discounted rate. With elbow room for all Mallards Point Cottage provides spacious private bedrooms for sleeping in while a more adventurous early riser might brew a pot for a quiet cup of coffee watching the waterfront sunrise. Two kayaks for paddling off your private dock allows for a bit of exercise and waterside exploring. Crabbing might provide appropriate fare to accompany a bucket of beers. Crabs not running, no worries, a bushel to go from Chesapeake Landing in St. Michaels is less than 6 miles down the road. As you head into fall`s oyster season Mallards Point continues to delight with beautiful fall colors, warming fireplace and billiards room to enjoy some gamesmanship. For once, finish your vacation relaxed and not in need of another one to recover. Guest AccessInterior Linens/Towels provided Central Air Conditioning Washer/Dryer Landline Wireless Internet Satellite/Cable TV Tournament Quality Billiards Table Wood Burning Fireplace (wood not provided) Screened Porch Exterior Private Dock 4` MLW; 100` Dock Body of Water - Harris Creek Access Acreage - 1.42 Acres Charcoal Grill Screened PorchPrivate Dock (2) Kayaks Provided (3) Adult Town Bikes Provided Interaction with GuestsProperty is professionally managed. Property care manager is available in case of emergencies, but does not reside on the property. Getting AroundCar is necessary. Public transportation and taxi service is extremely limited. Other Things to NoteCleaning fee includes bed and bath linens and beds made upon arrival. Please contact us for exact quote, pricing does not reflect all combinations of seasons and lengths of stay.
      Home/Apartment
      3br Home/Apartment
      • Pets Allowed
      • Parking
      • Swimming Pool
      This property was deactivated by the owner. We have found several other available options for your stay.
      Home/Apartment
      3br Home/Apartment
      • Pets Allowed
      The SpaceEnjoy the single and tandem kayaks provided to explore the shoreline. Enjoy the built-in seating at the dock while watching the boat go by. You`ll find the many activities of Saint Michaels within a short drive, and restaurants, shops, chartered boat rides, fishing trips and more are also close by. Make your Eastern Shore vacation memorable and choose Sunset Retreat as your destination. Guest AccessBedding: 2 Kings, 1 Bunk Bed Interior Linens/Towels Provided Air Conditioning Washer/Dryer Landline Provided Wireless Internet Cable/Satellite TV Exterior Waterfront: Chesapeake Bay Private Dock: 105`, 18" MLW 1 single and 1 tandem kayak provided Interaction with GuestsProperty is professionally managed, owner typically not present during stay. The NeighborhoodConveniently located outside of St. Michaels to take advantage of shopping, dining and local attractions. Also close to Tilghman Island and Claiborne Beach. Getting AroundCar is necessary; there is no public transportation and limited taxi/Uber services. Other Things to NotePlease contact us for exact quote, pricing does not reflect all combinations of seasons and lengths of stay. All pricing includes bed and bath linens and all other fees.
      Home/Apartment
      5br Home/Apartment
      • Parking
      • Swimming Pool
      The SpaceThis property is beautifully landscaped, has a waterfront pool, pool house with bathroom, boat dock (with water and electric, 4ft. MLW), and floating dock for kayaks, not to mention the scenic pond and horse stable. Enjoy the sunset from the pool as you also view the stunning horse paddocks. Make this tranquil home on your own private estate a part of your next vacation. Stunning peaceful water views with abundant waterfowl and wildlife make this a perfect vacation retreat. Posted on July 3, 2016 by admin Halo’s Haven Rescue now offers a sanctuary pony excursion. a) The story surrounding Halo’s Haven Rescue b) The story of the rescue Pony c) Grooming of the rescue Pony d) Saddling and Riding the Pony Halo’s Haven Rescue is a 501c3 Non-Profit so your donation will be tax deductible. We look forward to seeing you at the farm! Sincerely, Halo’s Haven Rescue Guest AccessThis lovely private waterfront estate is conveniently located 7 miles from Historic St. Michaels and 30 minutes by car to Easton and Oxford. Interaction with GuestsI am the owner of the property and will be available at any time if guests need anything or would like to see and experience the horses. If the guests would like holiday decoration please let me know and I will provide... Hope to see you soon. The NeighborhoodThis lovely private waterfront estate is conveniently located 7 miles from Historic St. Michaels and 30 minutes by car to Easton and Oxford. An easy 1 hour drive East of Annapolis, MD. Other Things to NoteThree night minimum stay- nightly price includes tax. Check-In Time is 3pm, Check Out Time is 10am.
      Home/Apartment
      3br Home/Apartment
      • Wifi
      • Parking
      • Swimming Pool
      The SpaceThe moment you arrive, you’ll instantly fall in love with this gorgeous home, offering 3 spacious bedrooms, 4.5 bathrooms, and enough sleeping arrangements for 8 guests, making it ideal for families or a group of friends traveling together. The house itself feels peaceful and inviting, boasting tasteful furnishings throughout 6,000 square of beautifully appointed living space. In the living room, a wall of expansive windows will allow you to enjoy tranquil beachfront views from the comfort of indoors. You’ll love preparing delicious home-cooked meals in the large kitchen, fully equipped with granite countertops and all the necessary appliances. If you’d prefer that smoky barbeque flavor, step outside to the expansive patio, which features a charcoal grill, dining area, and outdoor speakers. Look forward to spending your downtime relaxing by the alluring private swimming pool*. Gather in the game room, where you can play a round of pool, watch your favorite shows on the flat screen TV, and mix your favorite cocktails at the wet bar. Additionally, the front living room offers a foosball table for more entertainment. At the end of the night, you’ll find it easy to unwind in the wonderful master bedroom, complete with a beautiful fireplace, plush king-sized bed, and master bath with jetted tub. All the other amenities you’d want in your ultimate home-away-from home are here as well, including air conditioning and an in-unit washer and dryer for your laundry needs. Interaction with GuestsEvolve Vacation Rental Network is on a mission to make vacation rental easy for travelers. Every property in our network has been vetted and verified so you can book with confidence. If you have questions prior to your trip, we are happy to assist you 7 days a week. During your stay, your local contact will be available 24/7 to help with any issues that may arise. The NeighborhoodYou certainly won’t have to venture far from this house to experience the best of Stevensville! From here, you’ll be mere steps from swimming and kayaking at a sandy beach, situated just beyond the backyard. The marina is only 10-15 minutes away, offering easy water access for boating and crabbing. The golfers in your group will be delighted by tee time spent at the pristine golf course just 10 minutes from the property. If you’re in the mood for a little retail therapy, drive 15 minutes over to the Queenstown Premium Outlets. No matter how you choose to spend your time here, this spectacular Stevensville vacation rental house will quickly become a place you want to return to year after year! Other Things to NoteKey Residence Features: - Amenities include a fully equipped kitchen, wirless internet connection, charcoal grill, private swimming pool*, foosball table, pool table, 2 flat screen TVs with cable, multiple fireplaces, and so much more - Prime location with a sandy beach situated just past the backyard - Easy access to the marina, golf course, shopping, and many other attractions! Bedroom Configuration: - Master Bedroom: King-sized Bed - Bedroom 2: Full-sized Bed - Bedroom 3: 2 Full-sized Beds Additional Sleeping: - Queen-sized Sleeper Sofa - 2 Twin-sized Rollaway Beds
      bed and breakfast
      20br bed and breakfast
      • Breakfast
      • Gym
      • Parking
      • Pets Allowed
      • Swimming Pool
      • Wifi
      Situated in McDaniel, this bed & breakfast is within 9 mi (15 km) of Chesapeake Bay Maritime Museum, St. Michaels Museum, and Tilghman Watermen’s Museum. Avalon Theatre and River House Golf are also within 20 mi (32 km).
      hotel
      10br hotel
      • Breakfast
      • Gym
      • Parking
      • Pets Allowed
      • Swimming Pool
      • Wifi
      Situated on the waterfront, this inn is 4.4 mi (7.1 km) from Tilghman Watermen’s Museum and within 12 mi (20 km) of Chesapeake Bay Maritime Museum and St. Michaels Museum. Avalon Theatre and River House Golf are also within 25 mi (40 km).
      hotel
      111br hotel
      • Breakfast
      • Gym
      • Parking
      • Pets Allowed
      • Swimming Pool
      • Wifi
      Located in the heart of St. Michaels, this golf resort is 2.7 mi (4.3 km) from Chesapeake Bay Maritime Museum and 2.9 mi (4.6 km) from St. Michaels Museum. Historical Society of Talbot County and Avalon Theatre are also within 16 mi (25 km).
      Home/Apartment
      Excellent
      7 reviews
      3br Home/Apartment
      • Wifi
      • Pets Allowed
      • Parking
      The SpaceClose to DC - Baltimore - Annapolis but nestled in quiet Kent Island at the end of the island overlooking the Chesapeake bay Guest AccessWhole house - bike - fishing equipment - hot tub - internet - community beach Interaction with GuestsMostly we will be out of town - sometimes we will be there to cut grass - sometimes we will be there a night or two in our apartment our back. Other Things to NoteWhile some of you have never heard of it, Kent Island was just named the best tourist attraction in Maryland. Our little town offers so many things to do. You can hike along the wooden trails or take a walk on the beach at the Terrapin Nature Park. You can also head over to the train depot, which dates back to 1902. Be sure to check out the Stevensville Historic District for local shops and good eats. Kent Island also has amazing, picture-worthy sunsets. Just take a walk down to our pier and find out for yourself!
      Home/Apartment
      3br Home/Apartment
        Beautiful like new waterfront home on the Chesapeake Bay, 5 minute drive to Historic St. Michaels. Minutes to many quaint watermen villages. Shared waterside pool, beach, kayaks, small boat, childrens playset. The property was designed to take advantage of the incredible views of the Chesapeake Bay. Every bedroom walks out onto a deck/porch with comfortable rocking chairs. Great outdoor dining area. Direct waterfront views and awesome sunsets!! Beds: 1 Queen Bed, 1 Double Bed, 2 Twin Beds, 2 Sofa Beds
        Other
        5br Other
        • Pets Allowed
        Pool, Shoreline, Small Private Beach, Acreage, Lawn, Barbecue, and Nature. Spacious 6000+ square foot home. Up-to-date Gourmet Kitchen. Large and Open Common Spaces. Wall of Glass Overlooking the Chesapeake. 4 Master Suites with Attached Bathrooms and Each with King Bed, Day Bed and Trundle Bed. 1 Bedroom with Double Bed. All with Views of the Chesapeake. 6 miles (6 minutes) from St. Michaels and Tilghman Island shops, restaurants, docks, museum, golf, winery, and more! Gather your friends and family at Watermark, your waterfront vacation home. Perfect for holidays, family gatherings, anniversaries, birthdays, reunions, weekend escapes, romantic getaways, reunions, friends get-togethers, wedding attendees or festive occasions! Create wonderful memories. Enjoy large and generous open spaces indoors and 6 private acres of outdoors for a wonderful place to relax and enjoy. Delight at having a complete and private spacious home at a fraction of the cost of staying at a hotel or inn. Watermark is a safe haven for all ages. Workshops, retreats and reunions. Watermark is a great location close to Washington DC, but just far enough away! *** Leaf Peepers! Saint Michaels peak is expected October - November 15th. **** Watermark, the house, is well over 6000 square feet of comfort. Enter into a wall of windows overlooking the Chesapeake bay, grounds and pool. Enjoy the spacious layout. There are over three thousand square feet in common area with nooks and crannies that will accommodate all. Watermark is fully wheelchair accessible on the first floor. Only a short seven minute drive from picturesque St. Michaels, Watermark delights with views of the blue waters of the open bay with sail boats racing the breeze, punctuated by the oohs and aahs of seeing massive ships traversing in the distance. A large glass walled dining area opens right into the gourmet kitchen with professional AGA stove. Eat in or alfresco under the covered outdoor deck, making for many relaxing family dinners and extended scrabble games. Step into the high ceiling living room to enjoy a fire or watch entertainment on the 65” HD TV. Entertain at the bar with fridge and dishwasher. Of the five bedrooms, four are large master suites each enjoying luxury bathrooms with separate showers and jacuzzi tubs. Each master bedroom is furnished with king size beds with luxury mattresses and pillows, and twin daybeds with trundle. Take your pick from Fox Den, Eagles Nest, Herons Hideaway, Turtle Cove, and Falcons Perch. Enjoy high-speed WiFi, large 65” high definition TV, movies, Xbox 360 with games as well as the game area with Foosball, chess/backgammon, card/poker table, board games and reading from our stash of books! Outdoors, enjoy the sparkling swimming pool, relaxing on the hammock, eating al fresco on the patio, barbecuing (propane), or gathering around the fire pit. Hang out at the dock. At low tide, enjoy the private small beach where the shallow drop-off makes it perfect for kids to play in the sand and water. Unlike the ocean beaches, our shore on the Bay is a natural living shore adjacent to the wetlands that provide breeding grounds and great diversity for fish, birds and other species that inhabit the beautiful Eastern shore. Depending on the wind and tide cycles, our low-tide shoreline varies from very small to very large sandy strips. It is great fun to wade out and watch the thousands of baby fish, net crabs in season and explore shallow bay. You crab at low tide by walking out to the sea grasses with crabbing nets. As the tide rises, use the included four kayaks to explore the surrounding waters or rent the sunfish sailboat (additional cost). Unlike creeks, the open bay provides long stretches of shallow water ideal for kids, kayaking, windsurfing and kite surfing. Enjoy a cooling rinse in our refreshing outdoor shower. Bring your bikes! Both St. Michaels and Tilghman Island are wonderful destination bike rides on large dedicated bike paths on Tilghman Island road. This area is well known for it flat and scenic biking. For those who enjoy nature, your morning sightings may easily include bald eagles flying overhead, regular visits by osprey or the resident heron peering into one of three ponds hunting for fish. Enjoy the cool breeze at the dock. Watermark is a Maryland natural habitat. Part-time caretaker/woodworking atelier in outbuilding. Please note that the property is not suitable for hunting parties. Upon request (additional charge), we can arrange for an expert naturalist or fishing guide. If you are looking for an small retreat to inspire, brainstorm or solve vexing issues away from work, Watermark welcomes you. We can also arrange for (at an extra cost): - Family photographer - so everyone is in the photo and it's done right. - Private Chef - so you can enjoy your evening and have a gourmet meal - Full corporate service including maid service, chef, tours, and more. Fully wifi enabled in the building. Our 65" screen can provide almost there video conferencing. We welcome travelers who are attending weddings, receptions, retreats at other locations around nearby St. Michaels. However our license does not allow weddings and receptions. Watermark is leased to individuals 25 year of age or more using a separate signed lease. $1000 refundable damage deposit. $250 cleaning fee. ------------------- The St. Michaels area is an amazing leaf peeping gem right close to the Washington, DC area. You will be stunned by the colors rivaling Vermont and surprised at the beautiful interplay with the Chesapeake Bay waters. Come and have a look! Peak colors are in October up to mid-November. Waterfowl Festival in Easton is November 13 – 15. Easton, one of the top 10 cities to live in the United States host this event which turns the community into a gallery dedicated to the Chesapeake Bay. There are also activities for children and dogs. -------------------
        Home/Apartment
        3br Home/Apartment
          Have the ultimate Maryland getaway by staying at this remarkable Stevensville vacation rental home, surrounded by approximately 20 breathtaking acres of open space with picturesque Eastern Shore views. Whether you're in the mood for a relaxing escape in the great outdoors or a vacation filled with exciting beach adventures, this incredible residence will not disappoint!  The moment you arrive, you’ll instantly fall in love with this gorgeous home, offering 3 spacious bedrooms, 4.5 bathrooms, and enough sleeping arrangements for 8 guests, making it ideal for families or a group of friends traveling together. The house itself feels peaceful and inviting, boasting tasteful furnishings throughout 6,000 square of beautifully appointed living space. In the living room, a wall of expansive windows will allow you to enjoy tranquil beachfront views from the comfort of indoors. You’ll love preparing delicious home-cooked meals in the large kitchen, fully equipped with granite countertops and all the necessary appliances. If you’d prefer that smoky barbeque flavor, step outside to the expansive patio, which features a charcoal grill, dining area, and outdoor speakers.  Look forward to spending your downtime relaxing by the alluring private swimming pool*. Gather in the game room, where you can play a round of pool, watch your favorite shows on the flat screen TV, and mix your favorite cocktails at the wet bar. Additionally, the front living room offers a foosball table for more entertainment. At the end of the night, you’ll find it easy to unwind in the wonderful master bedroom, complete with a beautiful fireplace, plush king-sized bed, and master bath with jetted tub. All the other amenities you’d want in your ultimate home-away-from home are here as well, including air conditioning and an in-unit washer and dryer for your laundry needs. You certainly won’t have to venture far from this house to experience the best of Stevensville! From here, you’ll be mere steps from swimming and kayaking at a sandy beach, situated just beyond the backyard. The marina is only 10-15 minutes away, offering easy water access for boating and crabbing. The golfers in your group will be delighted by tee time spent at the pristine golf course just 10 minutes from the property. If you’re in the mood for a little retail therapy, drive 15 minutes over to the Queenstown Premium Outlets. No matter how you choose to spend your time here, this spectacular Stevensville vacation rental house will quickly become a place you want to return to year after year!  Key Residence Features: - Amenities include a fully equipped kitchen, wirless internet connection, charcoal grill, private swimming pool*, foosball table, pool table, 2 flat screen TVs with cable, multiple fireplaces, and so much more - Prime location with a sandy beach situated just past the backyard - Easy access to the marina, golf course, shopping, and many other attractions!  Bedroom Configuration: - Master Bedroom: King-sized Bed - Bedroom 2: Full-sized Bed - Bedroom 3: 2 Full-sized Beds Additional Sleeping: - Queen-sized Sleeper Sofa - 2 Twin-sized Rollaway Beds  Policies: - No smoking  - No pets allowed - NO events, parties or large gatherings (Policy strictly enforced)   - Must be at least 30 years old to book  - Additional fees and taxes may apply *Please note that the pool is availalble seasonally from June 1st - September 30th.
          Home/Apartment
          3br Home/Apartment
          • Smoking Allowed
          • Pets Allowed
          • Parking
          • Swimming Pool
          This property was deactivated by the owner. We have found several other available options for your stay.
          house
          5br house
            Halo's Haven is a true piece of Heaven!! Bring your boat and your bathing suit. Twenty picturesque acres on a beautiful point of land off of the Chesapeake Bay near historic St. Michael's, Maryland. This property is beautifully landscaped, has a waterfront pool, pool house with bathroom, boat dock (with water and electric, 4ft. MLW), and floating dock for kayaks, not to mention the scenic pond and horse stable with rescues from Halo's Haven Rescue. Enjoy the sunset from the pool as you also view the stunning horse paddocks. Wake in the morning to the sounds of a flowing waterfall outside your window. Brand new furniture (and some antiques) throughout the home. Activities abound!! Game room includes slate pool table and ping pong table.. Please inquire about long-term off-season special rental fees. Kayaking, boating, and biking are some of the many activities available on the premises and are inclusive with your stay. A no hassle holiday!!!!!!
            Home/Apartment
            5br Home/Apartment
              Halo's Haven is a true piece of Heaven!! Bring your boat and your bathing suit. Twenty picturesque acres on a beautiful point of land off of the Chesapeake Bay near historic St. Michael's, Maryland. This property is beautifully landscaped, has a waterfront pool, pool house with bathroom, boat dock (with water and electric, 4ft. MLW), and floating dock for kayaks, not to mention the scenic pond and horse stable with rescues from Halo's Haven Rescue. Enjoy the sunset from the pool as you also view the stunning horse paddocks. Wake in the morning to the sounds of a flowing waterfall outside your window. Brand new furniture (and some antiques) throughout the home. Activities abound!! Game room includes slate pool table and ping pong table.. Please inquire about long-term off-season special rental fees. Kayaking, boating, and biking are some of the many activities available on the premises and are inclusive with your stay. A no hassle holiday!!!!!!
              Home/Apartment
              3br Home/Apartment
              • Parking
              • Wifi
              Welcome to Pot Pie House! Immerse yourself in Eastern Shore culture in this newly renovated historic cottage located in the quaint waterfront village of Wittman, just minutes from St. Michaels. According to locals, this charming nineteenth century home was a transplant from Hooper’s Island in Dorchester County, Maryland. It did not come to be known as “Pot Pie House” until it was later relocated to Wittman. As the story goes, Pot Pie Road was named for the oyster pot pies that the local women would make for traveling pastors. The house soon became a landmark for passing wayfarers and weary travelers in need of direction or a home-cooked meal. The home is situated in a small, secluded neighborhood off Harris Creek. Sip your morning coffee on the front porch and savor the slow-paced Eastern Shore way of life or take a stroll down to the water’s edge to enjoy the peace and serenity offered by the calm backwaters of the Bay. Don’t forget to grab your binoculars—eagles, heron, and several waterfowl species make their home in the area, too. Newly renovated in 2015, Pot Pie House features 3 bedrooms and 1 ½ bathrooms making it an ideal choice for a large family or even for two families to share. Two bedrooms are furnished with queen beds, and the third with twin bunk beds. There is also a full-size sofa bed in the living room, which sleeps an additional two guests. The kitchen is fully equipped (there is also a gas and charcoal grill outside) so you can cook at home. Or, if you prefer, you can sample one of the area’s many great restaurants specializing in everything from barbeque to pizza and, of course, locally sourced, fresh seafood. If you have your own boat, bring it along! We have two boat slips available for your use (at a nominal additional charge) located at a small public pier within walking distance of the house. Don’t have a boat? Borrow one of our two kayaks to explore Harris Creek and some of the other surrounding waterways. The many quiet creeks that branch off the Chesapeake Bay are ideal for fishing, crabbing, birdwatching, waterskiing, and tubing. If you want to see more of the Bay, we can recommend several fishing charters or sightseeing tours. The Eastern Shore terrain is flat and perfect for biking or walking. We’ve provided two bikes, but don’t hesitate to bring your own! Enjoy a leisurely bike ride down rural roads. St. Michaels is only 7 miles in one direction, and neighboring Tilghman Island is only 8 in the other. If you have kids, the Wittman Community Park includes a playground, basketball court and baseball diamond and is a short, 2-minute walk from the house. Rain put a damper on your plans? Take a quick ride up the road to enjoy the many shops, restaurants, and bars St. Michaels has to offer or visit the Chesapeake Bay Maritime Museum to learn about Maryland’s oyster and crabbing industries. For the beer and wine connoisseurs, St. Michaels also boasts a brewery, a winery, and even a distillery. If you are not from the area, you may also opt to take a day trip to Annapolis, Washington D.C., Baltimore, or one of the sandy beaches of Maryland or Delaware—all within 2-3 hours of Wittman. We hope you choose Pot Pie House to enjoy your Eastern Shore vacation!
              Cottage
              3br Cottage
                Bedding: 2 Kings, 1 Bunk Bed Pet Policy: Dog Friendly, Dogs Travel Free (2 dog limit please) NEWLY RENOVATED AND NEW TO PORTFOLIO FOR 2016 Evening fun abounds when everyone gathers around the outdoor fire pit for the sunsets or when simply relaxing in the Adirondack chairs with the sounds of the Bay to sooth away all cares. Enjoy the single and tandem kayaks provided to explore the shoreline. Enjoy the built-in seating at the dock while watching the boat go by. You'll find the many activities of Saint Michaels within a short drive, and restaurants, shops, chartered boat rides, fishing trips and more are also close by. Make your Eastern Shore vacation memorable and choose Sunset Retreat as your destination. Interior Linens/Towels Provided Air Conditioning Washer/Dryer Landline Provided Wireless Internet Cable/Satellite TV Exterior Waterfront: Chesapeake Bay Private Dock: 105', 18" MLW 1 single and 1 tandem kayak provided
                Cottage
                4br Cottage
                • Pets Allowed
                We love this cottage for what it is not - it isn't busy, cluttered or noisy. Mallards Point Cottage is serene, well appointed and provides guests with an immediate sense of calm upon entry with the only thoughts of how many hours of lazy vacationing lie ahead. The large shaded screened porch with water views serves many functions - cozy reading nook, alfresco dining area or ultimate napping territory. With elbow room for all Mallards Point Cottage provides spacious private bedrooms for sleeping in while a more adventurous early riser might brew a pot for a quiet cup of coffee watching the waterfront sunrise. Two kayaks for paddling off your private dock allows for a bit of exercise and waterside exploring. Crabbing from your private dock might provide appropriate fare to accompany a bucket of beers. Crabs not running, no worries, a bushel to go from Chesapeake Landing in St. Michaels is less than 6 miles down the road. As you head into fall's oyster season Mallards Point continues to delight with beautiful fall colors, warming fireplace and billiards room to enjoy some gamesmanship. For once, finish your vacation relaxed and not in need of another one to recover.
                Home/Apartment
                4br Home/Apartment
                • Parking
                • Wifi
                Four bedroom, 3.5 bath, large craftsman style home with high end furnishings and a gourmet kitchen. Large, farm-style dining table that can easily accommodate at least 10 people. Kitchen bar area provides additional seating. Sandy beach as well as a 100 foot long dock make great days of swimming, fishing, and crabbing. Outdoor firepit to roast marshmallows as you watch the sunset. Walk along the beach for up to a mile and find great sea-glass as well as shells. All this and only one hour from Washington DC and 30 minutes from Annapolis.
                Hotel
                5br Hotel
                • Parking
                • Pets Allowed
                • Swimming Pool
                • Wifi
                ***Watermark At a Glance: Spacious 6000+ square foot home. Up-to-date Gourmet Kitchen. Large and Open Common Spaces. Wall of Glass Overlooking the Chesapeake. 4 Master Suites with Attached Bathrooms and Each with King Bed, Day Bed and Trundle Bed. Luxury Mattresses. ALL with Water-views of the Chesapeake. Wheelchair Accessible. Pool, Shoreline, Small Private Beach, Acreage, Lawn, Barbecue, and Nature. Sorry...no weddings due to Talbot County regulations. 6 miles (6 minutes) from St. Michaels and Tilghman Island shops, restaurants, docks, museum, golf, winery, and more! Renting in Spring - Summer - Fall - Winter! 2015 was our first year with Homeaway. We are glad that so many renters enjoyed staying at Watermark. You can book online with us! Online reservations booked have priority in booking as we can receive several interested parties for the same period. Gather your friends and family at Watermark, your waterfront vacation home. Perfect for holidays, family gatherings, anniversaries, birthdays, reunions, weekend escapes, romantic getaways, friends get-togethers, wedding attendees or festive occasions! Health/Wellness/Inspiration Gatherings. Avoid the box you get at hotels and inns. Have 6500 square feet of indoor private space and 6+ acres outside to breathe. Create wonderful memories. Enjoy large and generous open spaces indoors and 6 private acres of outdoors for a wonderful place to relax and enjoy. Delight at having a complete and private spacious home at a fraction of the cost of staying at a hotel or inn. Watermark is a safe haven for all ages. Only a short seven minute drive from picturesque St. Michaels, Watermark delights with views of the blue waters of the open bay with sail boats racing the breeze, punctuated by the oohs and aahs of seeing massive ships traversing in the distance. Watermark, the house, is well over 6000 square feet of comfort. Enter into a wall of windows overlooking the Chesapeake bay, grounds and pool. Enjoy the spacious layout. There are over three thousand square feet in common area with nooks and crannies that will accommodate all. Watermark is fully wheelchair accessible on the first floor. A large glass walled dining area opens right into the gourmet kitchen with professional AGA stove. Eat in or alfresco under the covered outdoor deck, making for many relaxing family dinners and extended scrabble games. Step into the high ceiling living room to enjoy a fire or watch entertainment on the 65” HD TV. Entertain at the bar with fridge and dishwasher. Yes, we have high speed internet (60mb/sec) and WiFi in the house. Of the five bedrooms, four are large master suites each enjoying luxury bathrooms with separate showers and jacuzzi tubs. Each master bedroom is furnished with king size beds with luxury mattresses and pillows, and twin daybeds with trundle. Take your pick from Fox Den, Eagles Nest, Herons Hideaway, Turtle Cove, and Falcons Perch. Enjoy high-speed WiFi, large 65” high definition TV, movies, Xbox 360 with games as well as the game area with Foosball, chess/backgammon, card/poker table, board games and reading from our stash of books! Outdoors, enjoy the sparkling swimming pool, relaxing on the hammock, eating al fresco on the patio, barbecuing (propane), or gathering around the fire pit. Hang out at the dock. Crab at low tide. At low tide, enjoy the private small beach where the shallow drop-off makes it perfect for kids to play in the sand and water. Unlike the ocean beaches, our shore on the Bay is a natural living shore adjacent to the wetlands that provide breeding grounds and great diversity for fish, birds and other species that inhabit the beautiful Eastern shore. Depending on the wind and tide cycles, our low-tide shoreline varies from very small to very large sandy strips. It is great fun to wade out and watch the thousands of baby fish, net crabs in season and explore shallow bay. As the tide rises, use the included four kayaks to explore the surrounding waters or rent the sunfish sailboat (additional cost). Unlike creeks, the open bay provides long stretches of shallow water ideal for kids, kayaking, windsurfing and kite surfing. Enjoy a cooling rinse in our refreshing outdoor shower. Bring your bikes! Both St. Michaels and Tilghman Island are wonderful destination bike rides on large dedicated bike paths on Tilghman Island road. This area is well known for it flat and scenic biking. For those who enjoy nature, your morning sightings may easily include bald eagles flying overhead, regular visits by osprey or the resident heron peering into one of three ponds hunting for fish. Enjoy the cool breeze at the dock. Watermark is a Maryland natural habitat. Part-time caretaker/woodworking atelier in outbuilding. Please note that the property is not suitable for hunting parties. Upon request (additional charge), we can arrange for an expert naturalist or fishing guide. We are just a few minutes from Harbortowne Resort and the Inn at Perry Cabin. If you are seeking a place for family and friends to stay, Watermark is a ideal (if not much better) alternative. We welcome travelers who are attending weddings, receptions, retreats at other locations around nearby St. Michaels. However our license does not allow weddings and receptions. If you are looking for an small retreat to inspire, brainstorm or solve vexing issues away from the office, Watermark welcomes you. We can also arrange for (at an extra cost): - Family photographer - so everyone is in the photo and it's done right. - Private Chef - so you can enjoy your evening and have a gourmet meal - Full corporate service including maid service, chef, tours, and more. Fully WIFI enabled in the building. Our 65" screen can provide almost there video conferencing. Interesting Happenings Around Watermark The St. Michaels area is an amazing leaf peeping gem right close to the Washington, DC area. You will be stunned by the colors rivaling Vermont and surprised at the beautiful interplay with the Chesapeake Bay waters. Please come and have a look! Peak colors are in October up to mid-November.
                Estate
                5br Estate
                • Parking
                Halo's Haven is a true piece of Heaven!! Bring your boat and your bathing suit. Twenty picturesque acres on a beautiful point of land off of the Chesapeake Bay near historic St. Michael's, Maryland. This property is beautifully landscaped, has a waterfront pool, pool house with bathroom, boat dock (with water and electric, 4ft. MLW), and floating dock for kayaks, not to mention the scenic pond and horse stable with rescues from Halo's Haven Rescue. Enjoy the sunset from the pool as you also view the stunning horse paddocks. Wake in the morning to the sounds of a flowing waterfall outside your window. Brand new furniture (and some antiques) throughout the home. Activities abound!! Game room includes slate pool table and ping pong table.. Please inquire about long-term off-season special rental fees. Kayaking, boating, and biking are some of the many activities available on the premises and are inclusive with your stay. A no hassle holiday!!!!!! http://www.haloshavenrescue.org while on the front porch you can over look the paddocks filled with rescue horses. Posted on July 3, 2016 by admin Halo’s Haven Rescue now offers a sanctuary pony excursion. The excursion is offered for a donation of $400.00 to the Rescue to help with the Pony and other rescues Veterinarian, Farrier and Feed costs. The experience includes: a) The story surrounding Halo’s Haven Rescue b) The story of the rescue Pony c) Grooming of the rescue Pony d) Saddling and Riding the Pony The experience will be for a maximum of 5 children and last for 2 hours. Halo’s Haven Rescue is a 501c3 Non-Profit so your donation will be tax deductible. We look forward to seeing you at the farm! Sincerely, Halo’s Haven Rescue
                Cottage
                2br Cottage
                • Parking
                • Wifi
                Shipwright Cottage is a fully-renovated idyllic getaway located in the Bay Hundred area of the Chesapeake Bay just 8 miles outside of St. Michaels, MD. Bikes and kayaks included! Shipwright Cottage is a fully-renovated 2 bedroom, 1 1/2 bath house that is a perfect getaway for couples or small families. The open concept main room on the second floor offers an queen-sized bed and reading nook, while the second bedroom has two extra long twin beds that can be combined to make a king. The living room offers an electric fireplace and pull out sofa. The full bath features a luxurious glass shower and water views accent every room. A screened porch offers space to relax and enjoy the views. The cottage is fully equipped with a fabulous kitchen, WiFi, DVD player, washer-dryer, and charcoal grill. Linens and bath towels are included. Two kayaks, Two adult bicycles, one child's bike, and one bike trailer are available for your use. Shipwright Cottage is located on Cummings Creek, just a short drive to St. Michaels, Tilghman Island, Oxford, and Easton.
                Home/Apartment
                3br Home/Apartment
                • Parking
                • Swimming Pool
                • Wifi
                Come enjoy the quaintness of Claiborne, MD, just 5 minutes from historic St. Michaels, on the beautiful Eastern Shore of MD. Slow your pace and enjoy a leisurely bike ride into town or stroll the public beach for seaglass, unusual shells or driftwood. Lounge poolside with a good book or enjoy the ever-present cool breezes from the porches. Or, just do nothing at all..... You won't believe the views from the double-decker waterside porches of this lovely 3 BR/3.5 BA home. Claiborne boasts some of the most beautiful sunsets you've ever seen over Eastern Bay! If you're looking for a a quaint get-away spot with plenty to do -- or not!! -- Endless Sunsets is the place to spend your vacation days. We'd be honored to have you and you'll be glad you decided to visit. We hope you have a pleasant stay and welcome you to return again with friends and family.. 3 BEDROOMS 3.5 BATHS SLEEPS 8 COMFORTABLY
                Estate
                8br Estate
                • Parking
                • Pets Allowed
                • Swimming Pool
                • Wifi
                A charming historic farmhouse and updated barn with a rustic soul and luxury finishes are the perfect spot for your vacation on the Eastern Shore of the Chesapeake Bay. Surrounded by water and farmland, Jane Lowe estate is a very private property that will comfortably sleep 12+ guests. The 3,500-square-foot barn and 2,100-square-foot historic farmhouse are situated on a six-acre stretch on the banks of Harris Creek, nestled between St. Michaels and Tilghman Island. Discover the serenity of the Chesapeake Bay, watching blue herons, bald eagles and osprey from your front window. Lounge by the 50-ft swimming pool (open until the end of September), fish, crab or sun from the floating dock, kayak, play lawn games and watch the sun set from a private beach. The houses have everything you need: areas to lounge, nooks to read, a massive game room with a pool table, foosball table, poker table, bar, other casino games and board games. It's easy to eat, drink and entertain with the help of a professional wolf stove and flattop, barbecues, patios, balconies and a sun room. If you venture out, lovely St. Michaels and the surrounding areas have so much to explore.
                Estate
                4br Estate
                • Parking
                • Pets Allowed
                • Swimming Pool
                • Wifi
                This amazing property is located on 48 + acres with big broad views of the Chesapeake Bay. Last Resort is a contemporary home, built in 2009, and offers bright spaces, an abundance of windows and views of the Bay from every room. Four bedrooms, 4 full baths and two half bath spread over 5700 square feet makes this an ideal family getaway. There are great gathering spots for everyone to come together and room to roam when some quiet time is desired. Once you drive on to this peaceful compound, surrounded by towering pines, you will never want to leave. The outdoor pursuits alone can keep you busy for a week; crab off your private pier, fish from the rocky shoreline, watch the Eagles and Osprey soaring in the thermals, enjoy a leisurely swim in the in-ground pool, kayak on the bay or stroll the pine forest. There is something for everyone! If you would like to take a break from the outdoors, you can curl up with a book in a sunny corner, have a game of pool in the upstairs game loft, workout in the fully equipped gym, soak in the whirlpool bath or whip up a favorite recipe in the gourmet kitchen. Unfortunately our rental license does not allow us to host weddings or similar organized events. Please check with B&B's or Inn's in the area for assistance in this matter. Friends and family alike will want to return to this amazing vacation home to enjoy the bay and make memories that will last a lifetime!
                Home/Apartment
                3br Home/Apartment
                • Parking
                • Swimming Pool
                • Wifi
                Have the ultimate Maryland getaway by staying at this remarkable Stevensville vacation rental home, surrounded by approximately 20 breathtaking acres of open space with picturesque Eastern Shore views. Whether you're in the mood for a relaxing escape in the great outdoors or a vacation filled with exciting beach adventures, this incredible residence will not disappoint! The moment you arrive, you’ll instantly fall in love with this gorgeous home, offering 3 spacious bedrooms, 4.5 bathrooms, and enough sleeping arrangements for 8 guests, making it ideal for families or a group of friends traveling together. The house itself feels peaceful and inviting, boasting tasteful furnishings throughout 6,000 square of beautifully appointed living space. In the living room, a wall of expansive windows will allow you to enjoy tranquil beachfront views from the comfort of indoors. You’ll love preparing delicious home-cooked meals in the large kitchen, fully equipped with granite countertops and all the necessary appliances. If you’d prefer that smoky barbeque flavor, step outside to the expansive patio, which features a charcoal grill, dining area, and outdoor speakers. Look forward to spending your downtime relaxing by the alluring private swimming pool*. Gather in the game room, where you can play a round of pool, watch your favorite shows on the flat screen TV, and mix your favorite cocktails at the wet bar. Additionally, the front living room offers a foosball table for more entertainment. At the end of the night, you’ll find it easy to unwind in the wonderful master bedroom, complete with a beautiful fireplace, plush king-sized bed, and master bath with jetted tub. All the other amenities you’d want in your ultimate home-away-from home are here as well, including air conditioning and an in-unit washer and dryer for your laundry needs. You certainly won’t have to venture far from this house to experience the best of Stevensville! From here, you’ll be mere steps from swimming and kayaking at a sandy beach, situated just beyond the backyard. The marina is only 10-15 minutes away, offering easy water access for boating and crabbing. The golfers in your group will be delighted by tee time spent at the pristine golf course just 10 minutes from the property. If you’re in the mood for a little retail therapy, drive 15 minutes over to the Queenstown Premium Outlets. No matter how you choose to spend your time here, this spectacular Stevensville vacation rental house will quickly become a place you want to return to year after year! Key Residence Features: - Amenities include a fully equipped kitchen, wirless internet connection, charcoal grill, private swimming pool*, foosball table, pool table, 2 flat screen TVs with cable, multiple fireplaces, and so much more - Prime location with a sandy beach situated just past the backyard - Easy access to the marina, golf course, shopping, and many other attractions! Bedroom Configuration: - Master Bedroom: King-sized Bed - Bedroom 2: Full-sized Bed - Bedroom 3: 2 Full-sized Beds Additional Sleeping: - Queen-sized Sleeper Sofa - 2 Twin-sized Rollaway Beds Policies: - No smoking - No pets allowed - NO events, parties or large gatherings (Policy strictly enforced) - Must be at least 30 years old to book - Additional fees and taxes may apply *Please note that the pool is availalble seasonally from June 1st - September 30th.
                Estate
                6br Estate
                • Parking
                • Wifi
                A truly unique and beautiful estate on the southwest tip of Kent Island, literally in the middle of Chesapeake Bay. Available as a summer rental for the first time in 2013, the guest reviews are worth reading. Amenities include 2.5 very private acres with 550 feet of private shoreline on two sides, a large sandy private beach and 2 stone jetties. Amazing wrap around Bay views go to the southern horizon, and for many miles from east through northwest. A six story light house is less than a mile offshore, marking the main ship channel to Baltimore, directly in front of the house. The Point of It All was designed over 7 months then built over a year as a private resort for family and friends, with something for everyone. There are sweeping views of the Bay from all main rooms, 4 bedrooms and the guest apartment/game room. Watch the ships go by or the kids in the pool from the 1st floor deck, two screen porches on the first floor, four balconies on the 2nd floor, or a chaise lounge by the pool. Stroll through large shade trees and wide expanses of lawn overlooking the Bay, or shoot baskets on your own basketball court. The kids will love the elevated play house and swing set. Enjoy the beach, pool, water slide, heated spa with jets, basketball court, and dock. Read, tan and relax above the waves on three comfortable benches on the dock, or on chaise lounges by the pool, or just lay on the warm sand on the beach. Two stone jetties attract fish year round, so good fishing is within an easy cast -- and you can catch your own crabs from the dock. During summer the prevailing breeze is from the south or southwest, sending cooler air from the Bay toward the house. The Bay side of the house faces southwest, toward the light house and ship channel, taking full advantage of the amazing views. A stacked stone wood-burning FP, large flat screen TV, entertainment center are in the living area of the Great Room. Three more gas FPs are in Bedroom 1 (Master), the Study, and Bedroom 6 (Guest Apartment/Game Room). Bedroom 1 (Master) has a king. BRs 2,3,4 have Queens. BR 5 has a bunk bed. BR 6 (Guest Apartment/Game Room) has a bunk bed. All bedrooms and the Guest Apartment have flat screen TVs with digital HD cable. There are 6 full baths. The Master Bath has a steam shower and large Bay view soaking tub with air jets. Adjacent to the Bay front deck is a large pool, large heated spa with jets, diving board and water slide. There is also a propane fueled fire pit on the pool deck. There is a large sandy beach and a dock with a boat lift, a jet ski lift and davits -- so you can bring your boat and jet ski. An elevated Play House and swing set are attached to a huge maple tree. There is a large enclosed outdoor shower, gas grill, large heated & air-conditioned 2-car garage with large work bench, epoxy coated floor, lots of storage. In the northeast corner of the property you will find a basketball court. HD cable TV, internet, WiFi are provided. One tandem kayak and two single person kayaks with paddles and life jackets and five adult bicycles are provided. Maid service including clean linens, lawn service, & pool service are provided weekly. Located on a very private point at the southwest tip of Kent Island, it is only 15 minutes to shopping and restaurants. It is an honest 35 minutes by car to quaint and historic Annapolis, 1:15 to downtown Washington D.C., 1:00 to Baltimore's Inner Harbor, and less than an hour to quaint towns on the Eastern Shore including Easton, St. Michaels, Oxford and Chestertown. This property CANNOT be used for weddings or wedding related functions, rehearsal dinners, brunches, showers etc., or for other types of parties, gatherings or events. ONLY THE PERSONS STAYING AT THE PROPERTY MAY USE THE HOUSE. NO PETS, NO SMOKING. MAXIMUM 12 GUESTS. NO EXCEPTIONS. This is a home that family vacationers return to year after year! We look forward to welcoming you to a very special vacation at 'The Point of It All'.
                Home/Apartment
                6br Home/Apartment
                • Parking
                Wonderful newly renovated large family home on Harris Creek. With 6 bedrooms and 3 full bathrooms (including master bedroom suite), this house easily sleeps 12. Broad views of the water, 250 foot pier, in ground pool and large 2.5 acre expanse of lawn make this home an amazing retreat. Hang out by the pool, kayak (can be rented and picked up at Lowe's Wharf nearby or bring your own), or go crabbing/fishing in the tranquil Waterhole Cove where birds and other wildlife abound. You can also bring your power/sail boat and dock it at the pier, which has full electric and water at the end as well as a fish-cleaning table with water at the shoreline. You won't run out of things to do. Located just 10 minutes between St. Michael's and Tilghman Island, off-site activities also abound. There are great restaurants nearby, including the Lowe's Wharf restaurant and bar within walking distance - a great place to go for dinner or a drink and watch the sun set over the bay. The living room and most bedrooms have large flatscreen TVs with cable, streaming video, blu-ray dvd players, etc., and there is high-speed WiFi throughout the house.
                Home/Apartment
                5br Home/Apartment
                • Parking
                • Pets Allowed
                • Wifi
                Beautiful 5 Bedroom, 4 Bath Quiet Waterfront Property, 1 King bedroom, 2 queen bedrooms, 4 twin beds, 4 baths, two stories, fantastic master bedroom with mater bath complete with Roman soaking tub. Deck off of the master bedroom. Formal living room, Family room, Glass Sun room, eat in kitchen, this spacious comes complete with upgraded appliances, fully stocked china, silver, glassware, cooking utensils, pots, pans and baking ware. Beautiful player baby grand piano in living room. This house has amazing views of the bay both indoor and outdoor dining options available. Beautifully landscaped with mature foliage and trees. Private pier, boat pier with boat and jet ski lifts, picnic table and easy bay access for fishing, boating, light house tours or direct access to our state capital Annapolis. Imagine relaxing on the outdoor deck taking in the sunset or grilling out and wowing your friends and family with homemade pizza in the outdoor wood fired pizza oven. Whether you are looking for a private romantic get away or a fun filled family vacation this home will be the foundation of cherished memories for years to come. We know when visiting the Eastern Shore we will become your first and only choice for your home away from home. Check-in: 3:00pm Check-out: 11:00am Additional services and charges: Full grocery shopping services are available at cost plus 21% service fee, catering services available upon advanced reservation priced per event. Maid services available upon requests $100.00 per night. Charter fishing reservations available with advance booking, we have the best Rock fish in the world, fun for all those who love the water. 2 night minimum for weekend rentals.