Best apartment offers in Brattleboro, VT

70 available apartment offers

7 nights
2
1
  • airbnb
  • booking
  • bookabach
  • expedia
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelscom
  • hotelopia
Brattleboro, VT apartments
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

70 Holiday apartments in Brattleboro, VT

Best family friendly Brattleboro, VT Holiday Apartments and Self Contained Accommodations

Among the 70 accommodations in Brattleboro, VT, here are the 4 best family friendly holiday apartments

Clean, Tranquil & Convenient | Dog Friendly! - Brattleboro, VT
9.7 76 reviews

Clean, Tranquil & Convenient | Dog Friendly!

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.
Spacious Brattleboro Home On River, Walk To Town - Brattleboro, VT
9.9 155 reviews

Spacious Brattleboro Home On River, Walk To Town

apartment, Brattleboro
This spacious four-bedroom apartment is located in Chesterfield, Vermont, just 1.6km from the charming town of Brattleboro and offers stunning views of the Connecticut River and Wantastiquet Mountain. The property has received excellent ratings for location, cleanliness and user experience.
The apartment is spread over 300 square meters and can comfortably accommodate up to 8 guests. It features a fully equipped kitchen, a large garden, a private deck, parking, and is pet-friendly.
Forest Green Retreat - Brattleboro, VT
10 6 reviews

Forest Green Retreat

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.
Clean & Convenient - Dogs Stay Free! - Brattleboro, VT
10 1 review

Clean & Convenient - Dogs Stay Free!

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 holiday apartments with air conditioning

Quiet St In Town, Gardens, Terrace - Brattleboro, VT
9.8 415 reviews

Quiet St In Town, Gardens, Terrace

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.
Art All Around - 3rd Fl Apartment - Brattleboro, VT
9.7 174 reviews

Art All Around - 3rd Fl Apartment

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.
Heart Barn, 35-60 M. To Skiing @ Mt. Snow, Stratton, Okemo, Magic & Bromley - Brattleboro, VT
10 7 reviews

Heart Barn, 35-60 M. To Skiing @ Mt. Snow, Stratton, Okemo, Magic & Bromley

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.
Peaceful And Private Farmhouse Retreat - Brattleboro, VT
10 3 reviews

Peaceful And Private Farmhouse Retreat

apartment, Chesterfield
This rural retreat, a detached house, is situated on over 121 hectares of conserved land just outside Chesterfield, New Hampshire, approximately 16 kilometres from Brattleboro, Vermont, and 24 kilometres from Keene, New Hampshire.
This property accommodates up to seven guests and features a well-equipped kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, two bathrooms, and garden access, with nearby attractions including Chesterfield Gorge Natural Area and Pisgah State Park, offering opportunities for hiking, skiing and wildlife observation.

Frequently asked questions about apartment rentals in Brattleboro, VT

Popular destinations

Best Brattleboro, VT holiday apartments with parking

Sauna And Mountain Views A Perfect Vermont Getaway - Brattleboro, VT
9.9 27 reviews

Sauna And Mountain Views A Perfect Vermont Getaway

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.
Charming Waterfront Cottage W/ Dock & River Views - Brattleboro, VT
10 8 reviews

Charming Waterfront Cottage W/ Dock & River Views

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.
Beautiful One Bedroom In Downtown Brattleboro - Brattleboro, VT
9.6 95 reviews

Beautiful One Bedroom In Downtown Brattleboro

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.
1840 Cottage - Brattleboro, VT
9.9 22 reviews

1840 Cottage

apartment, Brattleboro
This Brattleboro cottage offers excellent access to the town centre, being within walking distance of shops and restaurants, and close to wooded trails.
Sleeping four guests, the self-catering property boasts two bedrooms, two bathrooms, a fully equipped kitchen including a dishwasher, and air conditioning; nearby activities include hiking trails.

Best Brattleboro, VT apartment rentals with a garden

~Serene Barn Retreat~ - Brattleboro, VT
9.9 439 reviews

~Serene Barn Retreat~

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.
Clean, Tranquil & Convenient | Dog Friendly! - Brattleboro, VT
9.7 76 reviews

Clean, Tranquil & Convenient | Dog Friendly!

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.
Spacious Brattleboro Home On River, Walk To Town - Brattleboro, VT
9.9 155 reviews

Spacious Brattleboro Home On River, Walk To Town

apartment, Brattleboro
This spacious four-bedroom apartment is located in Chesterfield, Vermont, just 1.6km from the charming town of Brattleboro and offers stunning views of the Connecticut River and Wantastiquet Mountain. The property has received excellent ratings for location, cleanliness and user experience.
The apartment is spread over 300 square meters and can comfortably accommodate up to 8 guests. It features a fully equipped kitchen, a large garden, a private deck, parking, and is pet-friendly.
Peaceful And Private Farmhouse Retreat - Brattleboro, VT
10 3 reviews

Peaceful And Private Farmhouse Retreat

apartment, Chesterfield
This rural retreat, a detached house, is situated on over 121 hectares of conserved land just outside Chesterfield, New Hampshire, approximately 16 kilometres from Brattleboro, Vermont, and 24 kilometres from Keene, New Hampshire.
This property accommodates up to seven guests and features a well-equipped kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, two bathrooms, and garden access, with nearby attractions including Chesterfield Gorge Natural Area and Pisgah State Park, offering opportunities for hiking, skiing and wildlife observation.
©2026 cozycozy.com