Chester, CT, United States Accommodations

Accommodations in Chester

Home/Apartment
Excellent
128 reviews
1br Home/Apartment
  • Wifi
  • Pets Allowed
  • Parking
The SpaceOur guesthouse is on the Connecticut River in the treasured small town of Chester, half-way between New York and Boston – a little over two hours from each city and 45 minutes from New Haven and Hartford. The cottage features a wide porch, private front yard overlooking the river; a living room with a couch that pulls out to sleeps two comfortably, a dining area and kitchen at one end with a dishwasher. There's a bedroom with a queen-sized bed and a good-sized bathroom with tub and shower. The house, on our four-acre property, is private and quiet and about two miles from the center of the village which is well-appointed with wonderful restaurants, a professional theater, galleries and one-of-a-kind shops. There is endless hiking and kayaking possibilities with a boat launch ramp adjacent to the property. Theater, music and a variety of activities and things to do are all close by. The cottage is $130 a night; $700 a week or $2000 a month. We’d love to have you stay. Guest AccessGuests will have access to the front lawn in front of the cottage and to the dock on the Connecticut River. Interaction with GuestsWe don't interact much with our guests. We make an effort to meet them on their arrival or soon after. We're always available to help and to answer questions. The NeighborhoodWe live in a quiet, pretty exclusive neighborhood on a private road on the Connecticut River. The houses are quite far apart. The lively village of Chester is about two miles away where there is a theater, galleries, great restaurants, shops etc. All around is hiking and kayaking and boating as well as picturesque, colonial villages. Getting AroundYou need a car.
Home/Apartment
4br Home/Apartment
  • Wifi
  • Breakfast
  • Parking
The SpaceA beautifully serene and freshly renovated historic home situated on a beautiful creek, pond and waterfall, so private it makes one feel as if they are in a european countryside and yet the village center is steps away. The house boasts a living room, dining room, a book filled sitting room with fireplace, family room with flat screen television and gourmet kitchen with dining at the counter or table overlooking the terrace with water views. The second floor has four bedrooms all with three comfy double beds and a king. The third floor is unavailable attic space. Guest AccessAccess to home is on the first and second floors, and surrounding outdoor grounds with deck scape gardens Including a pond side organic garden, fire pit and lower level laundry facilities with pool table. Interaction with GuestsWe will greet you upon arrival, exchange thoughts, answer questions and turn over the key so that you may get on with it! The NeighborhoodIt is very peaceful. Chester is a quiet community with a lot going on. Getting AroundAmtrak and Metro North Railroads are 12 miles away; Bradley, New Haven and Providence average one hour by car. Other Things to NoteThe kitchen counters are made of soapstone and chip easily. Please be mindful when placing pots and dishes on the counters. The professional gas stove has an oven with a self cleaning button that locks the oven when pressed... make sure you do not set it while baking it can lead to ruining your meal and damage the the oven racks which need to be removed before cleaning.
Shared Room
Good
44 reviews
1br Shared Room
  • Wifi
  • Pets Allowed
  • Parking
This property was deactivated by the owner. We have found several other available options for your stay.
Home/Apartment
1br Home/Apartment
  • Wifi
  • Parking
The SpaceThis private apartment overlooks the Connecticut River, Essex steam train and Becky Thatcher Riverboat. It is part of an old factory. You have your own private entrance and deck. Guest AccessPlease feel free to play with our dog and chickens. Interaction with GuestsAngus and I both work a lot but we are home every night and would be happy to hang out with you for a bit. On a good night maybe we'll take a boat ride or go for a paddle! Or walk into town with you to check out the pub up the street. The NeighborhoodOur neighborhood is awesome, the river is right across the street we get to see everybody because they walk their dogs down here. There is a park across the street -you might be lucky enough to be there on a concert night. You can walk into town it's less than a mile away. This building is an event venue. We are three seasons and do weddings from April to November. Weekends would not be available as we have weddings and your space doubles as the bridal suite!!! Getting AroundPublic transportation is a little bit tricky, although you can take a train to Saybrook which is about 15 minutes from us and either take a taxi or Uber or possibly we can pick you up at the train station if that is your mode of transportation. Other than that we are very close to the highway and a convenient drive.
Home/Apartment
3br Home/Apartment
  • Wifi
  • Pets Allowed
Beautifully appointed 3 bed, 3 bath single family home in the heart of quintessential New England. Stroll to world class dining and shopping in Chester Village or just keep strolling to the sound of Chester's many creeks and waterfalls.
Home/Apartment
1br Home/Apartment
  • Wifi
The NeighborhoodYour apartment is in the middle of a bustling old time New England Main Street. The beautiful and accessible CT River is about a mile away, and the local swimming hole 4 miles away. The State Forest is 5 miles, and Long Island Sound ten miles from my door. On Summer Sundays, our Farmer's Market is 10 feet from your door. There are acclaimed restaurants in Town, as well as more casual spots. We have a half dozen art galleries and lots of shopping. It is a bikers, hikers and runners paradise. Getting AroundLots of public parking on and near Main Street.
Bedroom
Bedroom
  • Wifi
  • Parking
The SpaceDeep River is a very relaxed, friendly town Guest AccessAccess the whole house and backyard, grill and patio Interaction with GuestsI will be in the house as a host The NeighborhoodEasy access to shops and the Connecticut River and marinas Getting AroundGood to have a car Other Things to NoteLot's for fun things to do in this area: theatre, boating, beaches, lakes, hiking. Low key and casual. Good restaurants nearby.
Home/Apartment
4br Home/Apartment
  • Pets Allowed
  • Parking
My place is close to art and culture and parks. You’ll love my place because of the outdoors space and the comfy bed. My place is good for families (with kids), big groups, and furry friends (pets).
Bedroom
Bedroom
  • Wifi
  • Pets Allowed
  • Parking
  • Swimming Pool
The SpaceQuiet and private, yet convenient. Close to interstate 95 as well as route 9. About 30 minutes to Foxwoods or Mohegan Sun depending on traffic. Private entrance and basically as close to private living as you can get. Food can be provided upon request. 30-40 minutes from New Haven. About 50 minutes from Rhode Island. The only shared space is laundry room. 8 foot ceilings because it is a lower level apartment. Come and go as you please. I do provide some basic snacks. There is coffee and tea available for the Keurig. Essex stream train is close by as well as a ton of great parks and places to eat. There is a Westfield shopping mall as well as two great outlet malls within minutes. There is a full closet in the bedroom that can accommodate garment bags as well as a chest for folded clothing or shoes. We also added a kitchen table with two chairs. If there is anything you need prior to arrival I will provide it. If there is something you aren't happy with please contact me immediately so I can make it right. There is a water pump, so when you use the sink, toilet or shower it does kick on. There is a DVD player and complementary wifi as well as cable tv. I do provide toiletries. Use anything you want during your stay. As of Labor Day we have closed the pool. You are still welcome to use the other outdoor amenities. Guest AccessLaundry, wifi and cable tv. Pool and patio. Plenty of parking. Private entrance. No one else will have access to your space. Your space will be private and secure. Once you enter the apartment just lock the door behind you. We will not use the laundry room during your stay so you are guaranteed privacy. If you are outside we will make every attempt to make sure you have privacy. Upon arrival just park in front of the garage entry door. We do have a show car in the garage that we take out on weekends, so please park to the right. Interaction with GuestsWhenever they would like. I love to cook so dinner could be fun or I can just leave you alone to enjoy peace and quiet. I try to make everyone feel comfortable. If you need anything just let me know. If we miss each other on check out, just leave the key on the counter. I hope you enjoy your stay. The NeighborhoodQuiet, yet close to everything. There are plenty of near by parks and beaches. Two miles from Westbrook. The house is located at the end of a cul de sac so it is as quiet as you can imagine. Getting AroundNo public transportation. Uber would be your best bet. Other Things to NoteClose to a ton of state parks and tourist attractions. Essex, Chester and Westbrook are within minutes. Rocky Neck State Park and both local casinos are very close. We have outlet shopping areas and a local vineyard that has a full restaurant. Essex Steam Train does a great holiday ride and Goodspeed opera house is close as well. Not to far from historic Yale and New Haven.
Other
Excellent
13 reviews
1br Other
  • Wifi
  • Parking
This home is close to restaurants and dining, Beautiful Cedar Lake (swimming!) is literally 2 minutes away. Goodspeed Opera House is 20 minutes away. Hiking Trails, art and culture. You’ll love being here because of the location, the ambience, and the outdoors space. It is completely private. It is good for couples, solo adventurers and business travelers. Kids are welcome. Contact us, and we'll send a GREAT website that shows Chester's many fine points.
Home/Apartment
3br Home/Apartment
  • Parking
  • Pets Allowed
  • Wifi
Bright, airy and beautifully appointed 3 bed, 3 bath single family home in the heart of quintessential New England. Stroll to world class dining and shopping in Chester Village or just keep strolling to the sounds of the town's many creeks and waterfalls. Chester is beautiful year round! Go antiquing, take the ferry across the river to Gillette Castle, paddle around Cedar Lake or go hiking in the Cockaponset Forest. 15 minutes down the road from Middletown and 10 minutes from the CT shoreline.
Bedroom
Bedroom
  • Wifi
  • Parking
The SpaceThe private deck is a great place to enjoy a cup of coffee in the morning sun. There is a futon that can be made into a full bed for an additional person or couple. And I have two travel cribs for babies if needed. The NeighborhoodChester is a truly lovely village. There are gift shops, art galleries, and great eateries. Several times a year on a Friday we have "Chester Nights" to celebrate Spring, Halloween, Christmas, etc. The town is usually closed off to traffic and the businesses offer wine, food and bargains. There is also a wonderful Christmas market on Sunday mornings in Dec. and a Summer Farmers Market - all these events are well attended and fun. Gillette Castle across the Connecticut River is accessible by ferry and a few miles away the charming town of Essex with its River Museum and famous Old Griswold Inn.
Farm Stay
2br Farm Stay
  • Wifi
  • Parking
Relax in our quaint cozy cottage nestled into our farm of 150 animals. Visit with our animals, enjoy a show at the nearby Goodspeed Opera House, hike the trails of Devils Hopyard State Park or tour Gillette Castle just to name a few. Cabin features ground level efficiency, private entrance/parking, quiet, peaceful, 2 bedrooms, TV, kitchen w/microwave, coffeemaker (we provide coffee, tea and condiments etc.).
Other
2br Other
  • Wifi
  • Pets Allowed
  • Parking
Guest AccessYou have a private entrance to the two-level apartment, ensuring privacy all around. Interaction with GuestsYour hosts also own and run The Perfect Pear kitchenwares store on the building's first level and live in nearby Haddam. We'll do everything we can to make sure your stay in Chester is a pleasant and memorable one. Getting AroundThere is on-street parking and a public lot nearby.