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.
9.9 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.
10 3 reviews
Brattleboro, VT
16/10 – 20/10
£117/nighttotal: £468 (4 )
Super Cute In-town Apartment
1 1
apartment , Brattleboro
This one-bedroom flat offers a prime location in Brattleboro, situated just 500 meters from the town's arts district, independent shops, restaurants, and grocery stores, with the West River and its walking trails also within easy reach. This ground-floor apartment sleeps two guests and features air conditioning, a kitchen with a fridge, freezer, and microwave, off-street parking, and garden access with a fire pit and grill, making it ideal for enjoying Brattleboro's seasonal activities year-round.
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.
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.
10 184 reviews
Brattleboro, VT
16/10 – 20/10
£160/nighttotal: £640 (4 )
River View Apartment
1 1
apartment , Brattleboro
This one-bedroom flat is situated on the West River in Brattleboro, just a short walk from the Marina restaurant and a bike/walking path. The area is peaceful and offers beautiful views of the river and surrounding mountains, with excellent user, location and cleanliness ratings. The apartment comfortably sleeps two guests and is fully furnished for a relaxing stay. Amenities include a kitchen with a fridge, freezer, microwave, and dishwasher, as well as air conditioning, parking, and access to a private deck. Guests can enjoy the nearby river for swimming, kayaking, or tubing, and are within easy reach of skiing, snowmobile trails, and local attractions like the Retreat Farm and Grafton Cheese.
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.
9.7 172 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.
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.
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.
9.8 496 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 70 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.
Best family friendly Brattleboro, VT Holiday Apartments and Self Catering Accommodations
Among the 43 accommodations in Brattleboro, VT, here are the 1 best family friendly holiday apartments
10 3 reviews
Brattleboro, VT
03/09 – 06/09
£840/nighttotal: £2520 (3 )
Forest Green Retreat
1 4
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.
Best Brattleboro, VT holiday apartments with air conditioning
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.
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.
9.6 9 reviews
Brattleboro, VT
03/09 – 06/09
£161/nighttotal: £483 (3 )
True Intown Refuge -Easy Walk To Downtown Or Woods
1 4
apartment , Brattleboro
This Brattleboro apartment, situated in the Forest neighbourhood, is a two-minute walk from Main Street and three blocks (approximately 0.24 km) from extensive woodland trails. The one-bedroom flat, in a historic 1850 Victorian house, offers a queen-size bed, a fold-out sofa sleeping two, a fully equipped kitchen including a dishwasher, and off-street parking; shared laundry facilities are available in the basement.
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.
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.
9.7 70 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.
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.
Best Brattleboro, VT apartment rentals with a garden
9.6 90 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.