Places to stay in Brattleboro, VT

71 available accommodation offers

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

71 Best places to stay in Brattleboro, VT

Best family friendly Brattleboro, VT lodging

Among the 71 accommodations in Brattleboro, VT, here are the 4 best for families

1850’s Barn Retreat - Brattleboro, VT
9.8 496 reviews
Brattleboro, VT
16/10 – 20/10
SG$271/nighttotal: SG$1084 (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.
Kipling's Carriage House - Brattleboro, VT
9.9 28 reviews
Brattleboro, VT
03/09 – 06/09
SG$704/nighttotal: SG$2112 (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.
Clean, Tranquil & Convenient | Dog Friendly! - Brattleboro, VT
9.7 70 reviews
Brattleboro, VT
16/10 – 20/10
SG$550/nighttotal: SG$2200 (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.
Forest Green Retreat - Brattleboro, VT
10 3 reviews
Brattleboro, VT
03/09 – 06/09
SG$1447/nighttotal: SG$4341 (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 accommodations with a fireplace

Modern Vermont Farm Stay - Brattleboro, VT
9.8 103 reviews
Brattleboro, VT
16/10 – 20/10
SG$259/nighttotal: SG$1036 (4 )

Modern Vermont Farm Stay

1 1
gîte , Brattleboro
This charming cottage is located on a working farm just 5 kilometres outside of downtown Brattleboro, Vermont, offering a tranquil escape from the hustle and bustle of town. It has received excellent ratings for its cleanliness, location, and user experience.
The self-catering cottage has one bedroom and one bathroom, comfortably sleeping two guests. It offers a fully equipped kitchen, a cosy fireplace, a spacious garden, and parking, as well as access to nearby hiking trails, boating opportunities, other farms, and golf courses.
Vermont Mirror House - Brattleboro, VT
9.9 132 reviews
Brattleboro, VT
18/08 – 23/08
SG$625/nighttotal: SG$3125 (5 )

Vermont Mirror House

1 3
apartment , Guilford
This modern glass house, situated near Guilford, Vermont, offers stunning 360-degree views and access to 60 acres of private land with a marked hiking trail.
The property features a king-size bed and a king-size pull-out sofa bed, accommodating up to four guests, and includes a hot tub, sauna, fireplace, and fiber wifi; snowshoes and yoga mats are provided for guest use.
Mahalo Temple Retreat - Brattleboro, VT
9.8 588 reviews
Brattleboro, VT
03/09 – 06/09
SG$270/nighttotal: SG$810 (3 )

Mahalo Temple Retreat

1 4
house , Brattleboro
This unique octagonal house is located just 3.2 kilometres from the centre of Brattleboro, Vermont, offering a peaceful retreat in a secluded setting off Route 9. The house has received excellent ratings for its cleanliness, location, and overall experience.
This unusual property is ideal for a family of up to four guests, featuring a comfortable futon and floor mats for sleeping. The house is equipped with everything you need for a comfortable stay, including a wood-burning stove, air conditioning, a garden and ample parking.
Peaceful And Private Farmhouse Retreat - Brattleboro, VT
Brattleboro, VT
18/08 – 23/08
SG$598/nighttotal: SG$2990 (5 )

Peaceful And Private Farmhouse Retreat

1 3
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 accommodations in Brattleboro, VT

Destinations nearby

Best Brattleboro, VT accommodations with a balcony

Forest Green Retreat - Brattleboro, VT
10 1 review
Brattleboro, VT
03/09 – 06/09
SG$1331/nighttotal: SG$3993 (3 )

Forest Green Retreat

1 4
house , Brattleboro
This detached house is located in a district offering convenient access to Brattleboro's attractions and outdoor pursuits.
This family-friendly accommodation provides space for up to nine guests, featuring a fully equipped kitchen with a dishwasher and microwave, air conditioning, a terrace, a garden, and free private parking, with laundry service and bed linen/towels provided for a comfortable stay.

Best Brattleboro, VT accommodations with a kitchen

~Serene Barn Retreat~ - Brattleboro, VT
9.9 427 reviews
Brattleboro, VT
03/09 – 06/09
SG$292/nighttotal: SG$876 (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.
Contemporary Forest Eco-retreat, Mountain Views - Brattleboro, VT
9.9 204 reviews
Brattleboro, VT
03/09 – 06/09
SG$284/nighttotal: SG$852 (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.
Super Cute In-town Apartment - Brattleboro, VT
10 3 reviews
Brattleboro, VT
16/10 – 20/10
SG$201/nighttotal: SG$804 (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.
The Church Sanctuary - Brattleboro, VT
9.7 85 reviews
Brattleboro, VT
18/08 – 23/08
SG$638/nighttotal: SG$3190 (5 )

The Church Sanctuary

1 3
apartment , Dummerston
This charming three-bedroom apartment is located in a tranquil hamlet in Dummerston, Vermont, just a short drive from Brattleboro and a little over an hour from Stratton Mountain and Mount Snow. It has received excellent ratings for cleanliness, location, and user experience.
The property features a unique layout with curved walls, archways, and a "choir loft", offering a sanctuary-like atmosphere for up to six guests. Amenities include a fireplace, high-speed internet, cable TV, Netflix, and Amazon capability, as well as radiant floor heating, a garden with a grill and outdoor seating, and a kitchen with a dishwasher and fridge.
©2026 cozycozy.com