The Sugar House is located in Dummerston, just 8 kilometres from Interstate 91 and 11 kilometres from Brattleboro town centre, offering a peaceful retreat in the countryside. It has received excellent ratings for its location, cleanliness and overall experience. This charming cottage has one bedroom and one bathroom, comfortably accommodating two guests. The Sugar House provides a fully equipped kitchen, air conditioning, a garden, parking, and internet access, perfect for a relaxing getaway.
10 3 reviews
Brattleboro, VT
28/06 – 01/07
£768/nighttotal: £2304 (3 )
Forest Green Retreat
1 2
apartment , Brattleboro
This Brattleboro flat offers a secluded woodland setting, providing a peaceful retreat just a short drive from the town centre. This two-bedroom flat sleeps five guests and features air conditioning, a kitchen with fridge, freezer and dishwasher, internet, parking, and a garden, making it ideal for outdoor enthusiasts and families.
9.9 427 reviews
Brattleboro, VT
03/09 – 06/09
£170/nighttotal: £510 (3 )
~Serene Barn Retreat~
1 4
apartment , Dummerston
This one-bedroom barn apartment is located in Dummerston, just 800 metres from the West River Trail, which leads to Brattleboro's Marina, and is surrounded by the peaceful countryside of the Nature Conservancy. The apartment has received excellent ratings for cleanliness, location and user experience. The apartment can accommodate up to three guests and features a kitchen with a fridge, parking and internet access. Guests can also enjoy shared amenities such as a communal kitchen, a clawfoot tub, and access to all common outdoor areas, perfect for relaxing and enjoying the natural surroundings.
9.7 26 reviews
Brattleboro, VT
01/07 – 22/08
£242/nighttotal: £12584 (52 )
Green Mountain Oasis!
1 1
apartment , Brattleboro
This eco-boutique apartment is situated in Southern Vermont, 9.6km from Brattleboro town centre and a 40-minute drive from Mount Snow ski resort. The self-catering flat offers a queen-sized bed, fully equipped kitchen, and access to on-site winter activities including a toboggan run, skating pond, and cross-country skiing trails, accommodating up to two guests.
Brattleboro, VT
01/07 – 22/08
£1581/nighttotal: £82212 (52 )
Every Arrival Feels Like An Exhale: Spacious 5-bedroom Estate
5 1
apartment , Winchester
This five-bedroom, four-bathroom Winchester apartment is situated in a peaceful neighbourhood, close to Schell Bridge and the Old NMH Campus Building #3. The property sleeps six guests and boasts a modern design, including a microwave, dishwasher, air conditioning, parking, and is ideal for photoshoots, workshops or small gatherings near Winchester Speedpark and The Stone Church.
9.6 91 reviews
Brattleboro, VT
03/09 – 06/09
£194/nighttotal: £582 (3 )
Beautiful One Bedroom In Downtown Brattleboro
1 4
apartment , Brattleboro
This charming guesthouse is located in the heart of Brattleboro, just a 0.2 km walk from Main Street, restaurants, shops, galleries, and the train station. The accommodation has been consistently rated excellent for its location, cleanliness, and overall experience. The property offers a comfortable bedroom, a queen-size air mattress, a twin-size air mattress, and a comfortable couch, accommodating up to four guests. It also features a private deck with a grill, an outdoor fire pit, and a movie theater rental for evenings spent relaxing and enjoying the peaceful ambiance.
9.9 64 reviews
Brattleboro, VT
16/10 – 20/10
£137/nighttotal: £548 (4 )
On The Water At North Bridge Cove, Patio And Sauna
1 1
apartment , Brattleboro
This charming bed and breakfast is situated just a short walk from Brattleboro's bustling downtown area, with its shops, restaurants, and breweries, all within 1 kilometre. It has consistently received excellent ratings for its cleanliness, location, and overall guest experience. The accommodation offers a private entrance and bathroom, perfect for couples seeking a peaceful retreat. Guests can enjoy the river views from their own private patio, relax in the quiet lower level living space, and explore the local craft beer scene with several breweries within walking distance.
10 1 review
Brattleboro, VT
01/07 – 22/08
£80/nighttotal: £4160 (52 )
Fully Furnished Two Bedroom Apartment
2 1
apartment , Brattleboro
This two-bedroom flat is situated in the heart of Brattleboro, just a short walk from the Gallery Walk and within 1.6 km of the Amtrak station. The self-catering apartment offers comfortable beds, high-speed internet, a washing machine and dryer, and dedicated off-street parking, making it perfect for families or groups of up to four people.
9.9 263 reviews
Brattleboro, VT
28/06 – 01/07
£107/nighttotal: £321 (3 )
Heart Barn Retreat
1 2
apartment , Dummerston
This charming apartment is located in Dummerston, just 35km from Mount Snow and an hour's drive from several ski resorts, offering a peaceful escape in the heart of nature. It has received excellent ratings for its location, cleanliness, and overall experience. The self-catering apartment can accommodate up to two guests and offers a comfortable living space with a well-equipped kitchen, a cosy garden, and a shared fire pit. Guests can enjoy access to hiking trails, stunning views, and the nearby West River and Black Mountain trails, making it perfect for nature lovers.
Brattleboro, VT
16/10 – 20/10
£365/nighttotal: £1460 (4 )
Clean & Convenient - Dogs Stay Free!
3 1
apartment , Brattleboro
This three-bedroom holiday flat in Brattleboro offers convenient access to the Connecticut River, a mere 3-minute drive away, and is within walking distance of the Harris Hill Ski Jump (700 metres) and the Estey Organ Museum (1.1 kilometres). This accommodation for six guests provides essential amenities including Wi-Fi and air conditioning, with nearby attractions such as Epsilon Spires, Creamery Covered Bridge, Brattleboro Country Club, Winchester Speedpark, and The Stone Church concert venue offering diverse recreational and cultural opportunities.
Brattleboro, VT
03/09 – 06/09
£270/nighttotal: £810 (3 )
Art All Around - 2nd Fl Apartment
1 4
apartment , Brattleboro
This 2nd-floor flat in Brattleboro, located on Route 9, offers a unique position above an art gallery and dim sum catering service, situated 3.2 kilometres from the town centre and 1.6 kilometres from the I-91 motorway, within an 1880s Victorian building that serves as an art and culinary arts centre. This accommodation, suitable for up to four guests, features a full-body massage chair, a dedicated conference room, and access to shared gallery and common spaces, with off-street parking and outdoor sculptures in a secluded garden.
9.6 5 reviews
Brattleboro, VT
01/07 – 22/08
£88/nighttotal: £4576 (52 )
Fully Furnished Two Bedroom Apartment
2 1
apartment , Brattleboro
This two-bedroom apartment is situated in a renovated building in a central Brattleboro district, just a short walk from the downtown area and the Connecticut River. It has received excellent ratings for its cleanliness, location, and overall experience, making it an ideal choice for travellers. The apartment is spacious and comfortably accommodates up to four guests. It comes fully furnished, with modern amenities such as a washer and dryer, and offers a peaceful retreat after a day exploring the town.
Best family friendly Brattleboro, VT Holiday Apartments and Self Catering Accommodations
Among the 43 accommodations in Brattleboro, VT, here are the 4 best family friendly holiday apartments
9.9 162 reviews
Brattleboro, VT
03/09 – 06/09
£280/nighttotal: £840 (3 )
Modern Apartment In The Heart Of Town!
1 4
apartment , Brattleboro
This one-bedroom flat is located on Main Street in downtown Brattleboro, just a short walk from the Brattleboro Food Coop and within easy reach of numerous shops, restaurants, and cafes. The apartment has received excellent ratings for cleanliness, location, and overall experience. The flat is on the second floor and can comfortably accommodate up to four guests. It features a well-equipped kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning and internet access. Guests can enjoy the lively atmosphere of Main Street from the apartment's window and are within walking distance of Mount Wantastiquit, a scenic hiking destination.
9.9 204 reviews
Brattleboro, VT
03/09 – 06/09
£165/nighttotal: £495 (3 )
Contemporary Forest Eco-retreat, Mountain Views
1 4
apartment , Brattleboro
This one-bedroom flat is situated on a hillside just 3 kilometres outside Brattleboro, offering a peaceful retreat in a forested area, with easy access to the town centre and the Connecticut River. It has consistently received excellent ratings for its location, cleanliness, and overall experience. The apartment has a private entrance and a lush garden, providing a secluded feel, and can comfortably accommodate up to four guests. Enjoy stunning mountain views, a modern kitchen with an induction hob and quartz worktops, high-speed internet, and a private laundry area.
10 3 reviews
Brattleboro, VT
01/07 – 22/08
£69/nighttotal: £3588 (52 )
Fully Furnished 2br Apartment
1 1
apartment , Brattleboro
This fully furnished flat is located in the heart of downtown Brattleboro, just a short walk from shops, restaurants, and cultural attractions. It has received excellent ratings for location, cleanliness, and overall user experience. The apartment offers a spacious and comfortable living space with a queen-sized bed, perfect for a couple or small family of three. Guests can enjoy access to a fully equipped kitchen, high-speed Wi-Fi, a shared laundry, and off-street parking, making it an ideal choice for longer stays.
9.9 28 reviews
Brattleboro, VT
03/09 – 06/09
£409/nighttotal: £1227 (3 )
Kipling's Carriage House
1 4
apartment , Dummerston
This Dummerston dwelling, situated on a 45-acre plot a few minutes' drive from Brattleboro and Interstate 91, shares a driveway with the historic Naulakha, Rudyard Kipling's former home. The two-bedroom, one-bathroom property sleeps four, offering a fully equipped kitchen, games room, fireplace, private clay tennis court (June-November – Vermont's first!), and ample opportunities for hiking and cross-country skiing on its extensive grounds.
Best Brattleboro, VT holiday apartments with air conditioning
9.9 24 reviews
Brattleboro, VT
28/06 – 01/07
£283/nighttotal: £849 (3 )
Sauna And Mountain Views A Perfect Vermont Getaway
1 2
apartment , Brattleboro
This charming apartment is situated in Brattleboro, within walking distance of the town centre, hiking trails, and the food co-op. It has received excellent ratings for location, cleanliness, and overall experience. The apartment is a newly renovated historic home with two bathrooms and can accommodate up to six guests. It offers a fully equipped kitchen, a home theatre, a wood-fired sauna, and a spacious garden with a fire pit and a patio.
Brattleboro, VT
16/10 – 20/10
£274/nighttotal: £1096 (4 )
Charming Waterfront Cottage W/ Dock & River Views
1 1
apartment , Chesterfield
This 1920s cottage in Chesterfield offers a waterfront location on the Connecticut River with a private dock, situated a short drive from the Wantastiquet-Monadnock Trail System and within easy reach of downtown Brattleboro and transport links to Vermont and New Hampshire. This riverside property accommodates two guests with one bathroom, featuring a well-equipped kitchen, air conditioning, heating, multiple decks, a screen porch for enjoying river views, and complimentary linens, towels, and beach towels.
9.7 71 reviews
Brattleboro, VT
16/10 – 20/10
£319/nighttotal: £1276 (4 )
Clean, Tranquil & Convenient | Dog Friendly!
1 1
apartment , Brattleboro
The Brattleboro Bungalow is located in a peaceful residential area, just a short walk (less than 1km) from Brattleboro's downtown, close to the Vermont Country Deli and Harris Hill Olympic Ski Jump. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. This three-bedroom house can comfortably accommodate up to seven guests. The bungalow features a fully equipped kitchen, a garden, a fitness centre, and a range of amenities for a comfortable stay, including a wood-burning stove, a smart TV, and a selection of books and records.
9.8 407 reviews
Brattleboro, VT
28/06 – 01/07
£157/nighttotal: £471 (3 )
Quiet St In Town, Gardens, Terrace
1 2
apartment , Brattleboro
This one-bedroom flat is situated just a few hundred metres from Brattleboro's town centre, making it easy to reach shops, restaurants, and trails. The property has been rated excellent for location, cleanliness, and user experience. The flat can accommodate up to two guests and features a spacious open-plan living and kitchen area. Guests can enjoy a fully equipped kitchen, a private entrance, two porches, and a shared garden terrace.
Frequently asked questions about apartment rentals in Brattleboro, VT
What is Brattleboro, VT best known for?
Brattleboro is known for its vibrant arts and culture scene, its commitment to sustainability, and its beautiful natural surroundings. You can find unique shops, art galleries, and live music venues throughout the town.
What are the top cultural spots to visit in and around Brattleboro, VT?
The Brattleboro Museum & Art Center is a must-see, showcasing local and regional art. The Vermont Theatre Company offers live performances throughout the year, and the historic Brooks House is a beautiful example of 19th-century architecture.
What are the best apartments with a pool in Brattleboro, VT?
What are the closest cities to visit near Brattleboro, VT?
Just a short drive away, you can visit Keene, New Hampshire, known for its charming downtown and historical sites. Further afield, you can explore the vibrant city of Northampton, Massachusetts, with its bustling arts scene.
What are the best apartments with a jacuzzi in Brattleboro, VT?
What are the best ways to relax in Brattleboro, VT?
Brattleboro is a great place to unwind! You can enjoy a relaxing walk along the Connecticut River, soak up the sun at the Brattleboro Retreat's beautiful gardens, or enjoy a peaceful evening at one of the town's many cozy cafes.
What are the best apartments for families and kids in Brattleboro, VT?
What are the advantages of choosing an apartment for your stay in Brattleboro, VT?
Apartments offer more space and privacy than a hotel room, often with a kitchen so you can cook your own meals. You can also find apartments in different locations, closer to the amenities that suit your needs.
What are the best pet friendly apartments in Brattleboro, VT?
Handpicked Holiday Apartments with Parking in Brattleboro, VT
Having a car park at your holiday apartment in Brattleboro, VT ensures the trails and surrounding countryside are easy to reach with no extra faff.
Brattleboro, VT
01/07 – 22/08
£64/nighttotal: £3328 (52 )
Modern Apartment Close To Town
1 1
apartment , Dummerston
This modern two-bedroom flat is located in Dummerston, just 2.4 kilometres from the town of Brattleboro, offering a peaceful setting surrounded by 15 acres of woods and gardens. It is part of a historic home dating back to 1854, adding a touch of history to its modern design. The flat has a spacious open-plan layout and can comfortably accommodate up to six guests. Enjoy the outdoors with a deck featuring a fire pit and a covered seating area, as well as convenient off-road parking.
10 6 reviews
Brattleboro, VT
28/06 – 01/07
£135/nighttotal: £405 (3 )
Heart Barn, 35-60 M. To Skiing @ Mt. Snow, Stratton, Okemo, Magic & Bromley
1 2
apartment , Dummerston
This Dummerston riverside flat is situated within 5km of the West River, Scott Farm Orchard, and Brattleboro Bowl, and 10km from the Connecticut River and the United States Navy Seabee Bridge. The one-bedroom apartment sleeps two, features a fully equipped kitchen with microwave, free Wi-Fi, on-site BBQ grills, and is pet-friendly.
8.0 1 review
Brattleboro, VT
01/07 – 22/08
£155/nighttotal: £8060 (52 )
Luxe Vt Summer Retreat: Sauna + Swimming Hole + Tiny House. Ideal For Long Stays
3 1
apartment , Newfane
This Newfane dwelling offers a secluded riverside escape in Southern Vermont, situated approximately 400 kilometres from both NYC and Boston, adjacent to a scenic mountain river within a wooded environment. This modern 2-bedroom, 2-bathroom property includes a separate tiny house, accommodating up to four guests, and features private river beach access, a wood-fired sauna, outdoor cooking facilities, and a firepit, ideal for remote workers with fast WiFi and extended summer stays.
Best Brattleboro, VT apartment rentals with a garden
10 25 reviews
Brattleboro, VT
28/06 – 01/07
£167/nighttotal: £501 (3 )
2br Getaway - Easy Walk To Downtown Brattleboro
1 2
apartment , Brattleboro
This charming apartment is situated on Grove Street, just a short walk from the town centre, offering easy access to shops, restaurants, and the post office. The property is highly rated by previous guests, with excellent reviews for its location, cleanliness, and overall experience. The apartment is ideal for a small group of up to four guests, offering a spacious and well-equipped living space. Enjoy a private entrance, a well-equipped kitchen, a shared laundry facility, and a relaxing garden, all within a peaceful residential setting.
9.9 341 reviews
Brattleboro, VT
03/09 – 06/09
£193/nighttotal: £579 (3 )
Apt In Town 2 Br/2 Levels In Victorian Farmhouse
1 4
apartment , Brattleboro
This two-bedroom flat is located just 0.2 kilometres from Brattleboro’s Main Street, putting you within easy walking distance of the town's theatre, art scene, and restaurants. The property has received excellent ratings for its location, cleanliness, and overall experience. The flat is fully equipped for a comfortable stay, with a kitchen, living room, and bathroom, accommodating up to four guests. You can enjoy modern amenities such as Apple TV, a flat-screen TV, and WiFi, as well as access to a shared terrace, gardens, and laundry facilities.
9.8 496 reviews
Brattleboro, VT
16/10 – 20/10
£157/nighttotal: £628 (4 )
1850’s Barn Retreat
1 1
apartment , Dummerston
This 1850s barn conversion is located in Dummerston, just 800 metres from the West River Trail and a 35-minute drive from Mount Snow, offering easy access to both Brattleboro and the surrounding countryside. The property has received excellent reviews for its cleanliness, location and overall experience. The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. Guests can enjoy a fully equipped kitchen, a relaxing clawfoot bath, a shared outdoor space with a gazebo and fire pit, and complimentary breakfast items provided by the hosts.
9.7 173 reviews
Brattleboro, VT
03/09 – 06/09
£211/nighttotal: £633 (3 )
Art All Around - 3rd Fl Apartment
1 4
apartment , Brattleboro
This two-bedroom apartment is located on Route 9 in Brattleboro, Vermont, just 3.2 kilometres from the town centre and 1.6 kilometres from Interstate 91. The apartment is part of a 19th-century Victorian building transformed into a cultural hub, offering guests access to an art gallery, a dim sum catering service, and an artist/chef's studio, as well as regular events related to Asian culture.