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Brattleboro, VT place to stay
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115 Lodgings in Brattleboro, VT

Best family friendly Brattleboro, VT lodging

Among the 115 accommodations in Brattleboro, VT, here are the 4 best for families

1850s Barn Retreat - Brattleboro, VT
9.8 511 reviews

1850s Barn Retreat

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.
Spacious Brattleboro Home On River, Walk To Town - Brattleboro, VT
9.9 159 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.
Kipling's Carriage House - Brattleboro, VT
9.9 28 reviews

Kipling's Carriage House

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.
Lakehouse Getaway - Brattleboro, VT
10 10 reviews

Lakehouse Getaway

apartment, Chesterfield
This lakeside cottage is located on Spofford Lake in Chesterfield, New Hampshire, just 16 kilometres from Keene, New Hampshire and Brattleboro, Vermont. The two-bedroom cottage sleeps up to eight guests and features a fully equipped kitchen, Wi-Fi, a deck with lake views, and a dock for swimming and relaxing.

Best Brattleboro, VT accommodations with a fireplace

*September & October Available!* 100 Acres Estate. - Brattleboro, VT
9.9 289 reviews

*September & October Available!* 100 Acres Estate.

apartment, Newfane
This ten-bedroom Newfane estate, situated in a rural Vermont location approximately 48km from Mount Snow and 64km from Stratton Mountain, provides easy access to winter sports and other local attractions.
The 557-square-metre property boasts a swimming pool, jacuzzi, sauna, tennis court, and high-speed internet, comfortably accommodating large groups with its ten bedrooms and numerous amenities, including concierge services.
Amazing Location - Brattleboro, VT
No reviews

Amazing Location

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.
Riverside Getaway And Wood-fired Sauna - Brattleboro, VT
No reviews

Riverside Getaway And Wood-fired Sauna

apartment, Newfane
This Newfane flat offers a peaceful retreat located 26 kilometres from Stratton Mountain, 26 kilometres from Mount Snow Resort and 26 kilometres from Molly Stark State Park.
This 20 square metre apartment accommodates up to four guests and features a wood-fired sauna, a private balcony, a garden, and complimentary WiFi.
Cheerful 6-bedroom Farmhouse In Private Valley - Brattleboro, VT
10 2 reviews

Cheerful 6-bedroom Farmhouse In Private Valley

apartment, Guilford
This secluded farmhouse, situated in a Brattleboro valley, Guilford, Vermont, is 0.8km from the nearest road and close to Sweet Pond State Park and the Shattuck Brook Wildlife Management Area.
The 250-acre property boasts six bedrooms, three bathrooms, private hiking trails, two ponds ideal for swimming and kayaking, and is close to attractions including the Southern Vermont Natural History Museum and Scott Farm Orchard; the property also includes a fully equipped kitchen, internet access and parking.

Frequently asked questions about accommodations in Brattleboro, VT

  • What outdoor activities can visitors enjoy in and around Brattleboro, VT?

    Brattleboro is a paradise for outdoor enthusiasts. You can hike or bike the West River Trail, go kayaking or canoeing on the Connecticut River, or ski or snowboard at Mount Snow in the winter. There are also plenty of opportunities for swimming, fishing, and camping in the surrounding area.
  • When is the ideal time to plan a trip to Brattleboro, VT?

    The best time to visit Brattleboro depends on your interests. If you're looking for warm weather and outdoor activities, the summer months are ideal. If you're a fan of autumn foliage, September and October are beautiful. And if you're looking for a winter wonderland, December to February is the perfect time to visit.
  • What nearby towns or cities can be explored from Brattleboro, VT?

    From Brattleboro, you can easily explore the charming towns of Putney, Westminster, and Guilford, all within a short drive. You can also head north to Bennington, Vermont, or west to North Adams, Massachusetts.
  • What amenities can travelers expect from accommodations in Brattleboro, VT?

    Brattleboro has a range of accommodation options, from budget-friendly motels to luxurious bed and breakfasts. Most accommodations offer basic amenities like Wi-Fi, parking, and breakfast. Some also have swimming pools, hot tubs, and fitness centres.

Popular destinations

Best Brattleboro, VT accommodations with a balcony

Forest Green Retreat - Brattleboro, VT
10 1 review

Forest Green Retreat

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

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

Beautiful One Bedroom In Downtown Brattleboro

house, 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.
Suburban Simplicity - Brattleboro, VT
9.8 10 reviews

Suburban Simplicity

apartment, Brattleboro
This newly converted one-bedroom flat offers convenient access to Brattleboro's highway, hospital, and town centre, situated in a sought-after neighbourhood.
With a capacity for four guests, this self-contained unit features an open-plan living space, a fully equipped kitchen with a fridge and microwave, a spacious bedroom with a queen-size bed, and a bathroom with a claw-foot tub, plus dedicated parking.
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