Places to stay in Brattleboro, VT

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Brattleboro, VT place to stay
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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

Clean, Tranquil & Convenient | Dog Friendly! - Brattleboro, VT
9.7 70 reviews
Brattleboro, VT
26/08 – 30/08
SG$605/nighttotal: SG$2420 (4 )

Clean, Tranquil & Convenient | Dog Friendly!

1 3
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.
Heart Barn Retreat - Brattleboro, VT
9.9 262 reviews
Brattleboro, VT
24/06 – 28/06
SG$167/nighttotal: SG$668 (4 )

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.
Pinecone Pond
30 Min Ski Mt Snow, 45 To Stratton - Brattleboro, VT
10 363 reviews
Brattleboro, VT
24/06 – 28/06
SG$623/nighttotal: SG$2492 (4 )

Pinecone Pond 30 Min Ski Mt Snow, 45 To Stratton

1 2
apartment , Dummerston
This charming apartment is located in southern Vermont, just 10km from Brattleboro, 15km from Putney, and within a 45-50km drive of popular ski resorts like Mt Snow and Stratton. The property enjoys an excellent user rating, with guests consistently praising the cleanliness, location and overall experience.
The apartment comfortably sleeps up to six guests across multiple bedrooms and offers a fully equipped kitchen, a basement TV/rec room, and a large deck with a grill. Guests can enjoy a secluded setting with a private pond and stream, a fire pit for marshmallow roasting, and access to a washer/dryer, Wi-Fi, Roku, and a well-stocked kitchen.
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.

Best Brattleboro, VT accommodations with a fireplace

Yurt Oasis In The Woods (The Mutley) - Brattleboro, VT
10 6 reviews
Brattleboro, VT
24/06 – 28/06
SG$152/nighttotal: SG$608 (4 )

Yurt Oasis In The Woods (The Mutley)

1 2
yurt , Hinsdale
This yurt accommodation in Hinsdale is located on 50 wooded acres, bordering Bear Mountain Park and directly opposite the Kilburn entrance to Pisgah State Park, offering 13,000 acres of hiking trails, ponds for swimming, and fishing.
This one-bedroom, one-bathroom yurt accommodates two guests and features a queen bed, gas fireplace, gas grill, outdoor fire pit, and shared full bathroom, with internet, kitchen facilities, and parking provided.
Amazing Location - Brattleboro, VT
Brattleboro, VT
27/07 – 28/07
SG$4908/nightfor 1 night

Amazing Location

1 6
apartment , Winchester
This six-bedroom, seven-bathroom Winchester apartment, ideal for large groups, is peacefully located in a tranquil area of the city, offering easy access to Winchester's historic city centre and its attractions, though precise distances aren't specified.
The property boasts a modern design, sleeps ten guests comfortably, and includes amenities such as a microwave, dishwasher, air conditioning, garden, parking, and internet access, making it suitable for various uses including photoshoots and meetings.
Victorian Lakefront Cottage With Spectacular Sunrise View Of Water - Brattleboro, VT
8.2 23 reviews
Brattleboro, VT
27/07 – 28/07
SG$574/nightfor 1 night

Victorian Lakefront Cottage With Spectacular Sunrise View Of Water

4 6
cottage , Chesterfield
This charming cottage is situated on the western shore of Lake Spofford, just 14 kilometres from Keene, NH, and 11 kilometres from Brattleboro, VT, offering a peaceful retreat in a picturesque setting. The property has consistently received high ratings from previous guests, with "very good" for the overall experience, "excellent" for its location, and "good" for its cleanliness.
The 84 square metre cabin comfortably accommodates up to eight guests in its four bedrooms and one bathroom. Enjoy the private beach and dock, explore the lake in one of the two kayaks provided, or relax on the screened porch with a book and a stunning sunset view.
Mahalo Temple Retreat - Brattleboro, VT
9.8 588 reviews
Brattleboro, VT
26/08 – 30/08
SG$243/nighttotal: SG$972 (4 )

Mahalo Temple Retreat

1 3
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.

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Destinations nearby

Best Brattleboro, VT accommodations with a balcony

Forest Green Retreat - Brattleboro, VT
10 1 review
Brattleboro, VT
24/06 – 28/06
SG$1296/nighttotal: SG$5184 (4 )

Forest Green Retreat

1 2
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.
Vikings Villages Resort - Brattleboro, VT
9.8 618 reviews
Brattleboro, VT
27/07 – 28/07
SG$660/nightfor 1 night

Vikings Villages Resort

4 6
resort , Guilford
Vikings Villages is a 2-star hotel located in a peaceful rural area of Guilford, Vermont, just 14.5 kilometres from attractions such as Vermont Marketplace, The Stone Church, and Brattleboro Common. It has consistently received excellent user ratings, making it a popular choice for travellers seeking a tranquil escape.
The hotel offers a range of amenities and features, including a rooftop terrace, a garden, free Wi-Fi in public areas, and free self parking. Guests can enjoy a comfortable stay with housekeeping service provided once per stay and a cosy lobby fireplace.

Best Brattleboro, VT accommodations with a kitchen

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.
Secluded Romantic Vermont Cabin With Sauna - Brattleboro, VT
10 10 reviews
Brattleboro, VT
19/06 – 30/06
SG$341/nighttotal: SG$3751 (11 )

Secluded Romantic Vermont Cabin With Sauna

1 1
cabin , Guilford
This luxurious Vermont lodge near Brattleboro, Guilford, offers easy access to hiking trails, swimming spots, and ski slopes within a few kilometres.
The self-catering property sleeps four, featuring a queen bedroom, RV-size bunk beds, a full kitchen with an air fryer, a private porch, a shared sauna (advance booking required), and modern amenities including WiFi and smart TVs; outdoor activities include a fire pit and cornhole.
Spacious Country Getaway - Brattleboro, VT
10 2 reviews
Brattleboro, VT
24/06 – 28/06
SG$321/nighttotal: SG$1284 (4 )

Spacious Country Getaway

1 2
apartment , Guilford
This country house is situated on a secluded wooded plot in Guilford, offering a peaceful retreat with convenient access to the natural surroundings.
This self-contained unit accommodates up to four guests with a queen bed and a pull-out sofa, featuring a fully equipped open-plan kitchen and living area, in-unit laundry, air conditioning, a garden, and parking.
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.
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