This farmhouse rental in Dummerston offers a tranquil retreat in the scenic countryside. This spacious four-bedroom home accommodates up to eight guests and features a gourmet kitchen with a Wolf range, a heated saltwater pool, and a primary suite with a jacuzzi tub and double shower.
10 3 reviews
Brattleboro, VT
08/18 – 08/23
$1069/nighttotal: $5345 (5 )
Forest Green Retreat
1 3
apartment , Brattleboro
This 2-bedroom, 1-bathroom apartment in Brattleboro provides a family-friendly retreat with internet, air conditioning, and a full kitchen, nestled in secluded woodlands with convenient access to outdoor activities and ski areas. Accommodating up to 5 guests, this nature-focused rental offers a garden and parking, serving as an ideal base for relaxation and exploration in Vermont's scenic landscape.
9.8 134 reviews
Brattleboro, VT
08/18 – 08/23
$194/nighttotal: $970 (5 )
Governer's Brook Camp - 2 Bedroom
1 3
apartment , Chesterfield
This renovated camp is located in Chesterfield, New Hampshire, just 15 minutes from Brattleboro, Vermont, 5 minutes from the Connecticut River boat ramp, and 15 minutes from Lake Spofford. The camp enjoys excellent user, location, and cleanliness ratings, making it a popular choice for travelers. This cozy cabin features two bedrooms and one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, a private backyard with a fire pit, and access to nearby hiking trails, making it perfect for nature lovers and families seeking a peaceful retreat.
Brattleboro, VT
10/16 – 10/20
$368/nighttotal: $1472 (4 )
Charming Waterfront Cottage W/ Dock & River Views
1 1
apartment , Chesterfield
This 1920s cottage, known as 'The Goose Cottage', offers a waterfront oasis on the Connecticut River in Chesterfield, with private dock access for water activities and close proximity to Mount Wantastiquet's trailheads, located within a 5-minute drive. This apartment accommodates 2 guests and features a well-equipped kitchen with a fridge, freezer, and microwave, air conditioning, a garden, and multiple waterfront decks, including a screen porch, for enjoying river views.
9.8 496 reviews
Brattleboro, VT
10/16 – 10/20
$211/nighttotal: $844 (4 )
1850’s Barn Retreat
1 1
apartment , Dummerston
This 1850s barn apartment is located in Dummerston, Vermont, just a short drive from the West River Trail and the charming town of Brattleboro. The apartment has received excellent ratings 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 screened-in gazebo, a fire pit, snowshoes, and access to hiking trails, all within a tranquil setting.
10 1 review
Brattleboro, VT
09/03 – 09/06
$1035/nighttotal: $3105 (3 )
Forest Green Retreat
1 4
house , Brattleboro
This family-friendly house in Brattleboro offers complimentary WiFi, air conditioning, and a fully equipped kitchen with a fridge, microwave, and dishwasher, alongside a terrace, balcony, and garden with outdoor furniture. This 10,760 sq ft dwelling accommodates up to 9 guests, featuring a shared lounge, on-site coffee shop, barbecue facilities, and laundry service, with free private parking and a 12:00 PM check-out.
9.9 204 reviews
Brattleboro, VT
09/03 – 09/06
$221/nighttotal: $663 (3 )
Contemporary Forest Eco-retreat, Mountain Views
1 4
apartment , Brattleboro
This apartment is located on a hillside outside of Brattleboro, offering stunning mountain views and a short drive to downtown. The apartment has received excellent ratings for cleanliness, location, and user experience. The apartment has one bedroom and one bathroom, accommodating up to four guests. Enjoy features like a private entrance, a lush garden, a modern kitchen, high-speed internet, and a private laundry area.
9.9 64 reviews
Brattleboro, VT
10/16 – 10/20
$183/nighttotal: $732 (4 )
On The Water At North Bridge Cove, Patio And Sauna
1 1
apartment , Brattleboro
This charming bed and breakfast is located in a waterfront district of Brattleboro, just a short walk from downtown businesses, restaurants, a movie theater, and local breweries. Guests rave about the excellent location, cleanliness, and overall experience. The bed and breakfast features a private entrance and bathroom, offering a cozy and intimate space for two guests. Enjoy the waterfront views from the private patio with a picnic table and take advantage of the easy access to downtown attractions.
10 184 reviews
Brattleboro, VT
10/16 – 10/20
$214/nighttotal: $856 (4 )
River View Apartment
1 1
apartment , Brattleboro
This apartment is located along the West River, just a short distance from the Putney Road Marina and close to Brattleboro's downtown area. It has received excellent ratings for location, cleanliness, and user experience. The apartment has one bedroom and one bathroom and can accommodate up to two guests. It offers a private driveway and deck, a fully furnished interior, and access to a scenic bike/walking path that leads directly to the Putney Road Marina restaurant.
9.7 70 reviews
Brattleboro, VT
10/16 – 10/20
$428/nighttotal: $1712 (4 )
Clean, Tranquil & Convenient | Dog Friendly!
1 1
apartment , Brattleboro
The Brattleboro Bungalow is conveniently located near downtown Brattleboro, within walking distance of the Vermont Country Deli and Harris Hill Olympic Ski Jump, and about a 30-minute drive from Mount Snow and Stratton. The bungalow boasts excellent ratings for location, cleanliness, and user experience, making it a great choice for travelers looking for a comfortable and convenient stay. This charming home features three bedrooms and one bathroom, comfortably accommodating up to seven guests. Enjoy a fully equipped kitchen, a cozy living room with a wood-burning stove, a private backyard with a patio and fire pit, and a fitness center for your convenience.
9.9 427 reviews
Brattleboro, VT
08/18 – 08/23
$193/nighttotal: $965 (5 )
~Serene Barn Retreat~
1 3
apartment , Dummerston
This renovated barn apartment is located in Dummerston, just half a mile from the West River Trail and a short drive from Brattleboro, Newfane, and Putney. The apartment has received excellent ratings for its location, cleanliness, and overall experience. This one-bedroom, one-bathroom rental can accommodate up to 3 guests. Guests enjoy access to a shared kitchen, a clawfoot tub, and a communal outdoor area, along with breakfast provisions and a peaceful setting within the Nature Conservancy.
Brattleboro, VT
08/18 – 08/23
$465/nighttotal: $2325 (5 )
Peaceful And Private Farmhouse Retreat
1 3
apartment , Chesterfield
This restored 1760s farmhouse, offering exclusive access to over 300 acres of conserved land, is located just outside Chesterfield, New Hampshire, approximately 10 miles from Brattleboro, Vermont, and 15 miles from Keene, New Hampshire. This country house accommodates up to 7 guests with 2 bathrooms, a full kitchen including a fridge, freezer, microwave oven, and dishwasher, and features air conditioning and internet access, with outdoor activities like hiking and cross-country skiing available on the property and nearby Spofford Lake, Kilburne Pond, Chesterfield Gorge Natural Area, Pisgah State Park, and ski resorts such as Mount Snow.
Popular Family Lodgings in Brattleboro, VT
Discover kid-friendly lodgings in Brattleboro, VT with trails and fresh air right outside, perfect for an active family vacation.
9.8 588 reviews
Brattleboro, VT
09/03 – 09/06
$210/nighttotal: $630 (3 )
Mahalo Temple Retreat
1 4
house , Brattleboro
This charming house is located just off Western Avenue, a short distance from the main road and about 2 miles from the center of Brattleboro, offering a peaceful retreat in a quiet setting. It has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The house features a unique octagonal design with a cathedral ceiling, accommodating up to 4 guests. Enjoy the wood-burning stove for warmth, the spacious garden for relaxation, and the proximity to Brattleboro's attractions and amenities.
10 363 reviews
Brattleboro, VT
08/18 – 08/23
$563/nighttotal: $2815 (5 )
Pinecone Pond
30 Min Ski Mt Snow, 45 To Stratton
1 3
apartment , Dummerston
This Dummerston apartment is located in southern Vermont, just a short drive from Brattleboro, Putney, and Mt Snow, offering easy access to the region's attractions. It has received excellent ratings for location, cleanliness, and overall experience. The apartment comfortably sleeps six guests with two full bathrooms and a layout that includes a spacious living area, a fully equipped kitchen, and a private deck with a grill. Guests can enjoy amenities such as a woodstove, fire pit, access to a pond and stream, and a basement TV/rec room, making it perfect for a relaxing getaway.
9.9 162 reviews
Brattleboro, VT
09/03 – 09/06
$375/nighttotal: $1125 (3 )
Modern Apartment In The Heart Of Town!
1 4
apartment , Brattleboro
This apartment is located on Main Street in downtown Brattleboro, just steps away from restaurants, shops, and attractions. It has received excellent ratings for location, cleanliness, and user experience. This comfortable dwelling features one bedroom and one bathroom, accommodating up to four guests. The apartment is equipped with air conditioning, internet, a fully equipped kitchen, and a prime location for exploring Brattleboro's vibrant downtown scene.
9.9 28 reviews
Brattleboro, VT
09/03 – 09/06
$548/nighttotal: $1644 (3 )
Kipling's Carriage House
1 4
apartment , Dummerston
This Dummerston Vermont house rental, minutes from Brattleboro and I-91, shares a driveway with the historic Naulakha, Rudyard Kipling's former home. The two-bedroom, one-bathroom dwelling sleeps four, offering a fully equipped kitchen, fireplace, clay tennis court (June-November), ping pong table, and access to 45 acres for hiking and cross-country skiing.
Best Brattleboro, VT accommodation with a fireplace
9.8 618 reviews
Brattleboro, VT
08/18 – 08/23
$251/nighttotal: $1255 (5 )
Vikings Villages Resort
1 3
resort , Guilford
Vikings Villages Resort, a 2-star Guilford inn, offers a peaceful rural setting nine miles from Vermont Marketplace, The Stone Church, and Brattleboro Common, and twelve miles from the Tasha Tudor Museum and Northfield Mount Hermon School. This lodging boasts free Wi-Fi, free parking, a rooftop terrace with scenic views, a garden, and a cozy lobby fireplace; housekeeping is provided once per stay.
9.7 85 reviews
Brattleboro, VT
08/18 – 08/23
$497/nighttotal: $2485 (5 )
The Church Sanctuary
1 3
apartment , Dummerston
This charming apartment in Dummerston, Vermont is located just minutes from Brattleboro and a 30-minute drive to Stratton Mountain, offering easy access to both town and mountain activities. The apartment consistently receives excellent ratings for its location, cleanliness, and overall experience. The dwelling features three bedrooms and two bathrooms, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, a private garden, and a cozy outdoor seating area, perfect for enjoying the Vermont countryside.
9.8 103 reviews
Brattleboro, VT
10/16 – 10/20
$201/nighttotal: $804 (4 )
Modern Vermont Farm Stay
1 1
gîte , Brattleboro
This charming Vermont farmhouse rental is located just minutes from downtown Brattleboro, offering easy access to shops, restaurants, and cultural attractions. The gîte has received excellent ratings for cleanliness, location, and overall experience from previous guests. The one-bedroom suite comfortably accommodates two guests and features a spacious layout with a cozy fireplace and beautiful Vermont wood finishings. The fully equipped kitchen, private garden, and on-site parking provide everything needed for a relaxing and enjoyable stay.
9.8 521 reviews
Brattleboro, VT
10/16 – 10/20
$143/nighttotal: $572 (4 )
Cottage
1 1
cottage , Brattleboro
This charming cabin is located in a quiet residential area, just 2.5 miles from the heart of Brattleboro, offering a peaceful retreat while still being close to all the town's attractions. The cabin consistently receives excellent ratings for location, cleanliness, and user experience, making it a popular choice for travelers. The cozy cabin features a queen-sized bed and can comfortably accommodate up to two guests. Enjoy the outdoors with a private deck, patio furniture, a gas barbecue, and a fire pit, perfect for relaxing evenings under the stars.
Frequently Asked Questions about accommodations in Brattleboro, VT
What are the must-see sites in or near Brattleboro, VT?
Brattleboro has a lot to offer! You'll want to check out the historic Old Town Hall, stroll through the charming shops on Main Street, and catch a show at the Latchis Theater. Just outside of town, you can visit the stunning Brattleboro Museum & Art Center or take a scenic drive along the Connecticut River.
What are the best accommodations in Brattleboro, VT?
The easiest way to get to Brattleboro is by car, but you can also take the Amtrak train to the Brattleboro station. If you're flying, the closest airport is in Hartford, Connecticut, about a 2-hour drive away.
What are the best accommodations with a pool in Brattleboro, VT?
What outdoor activities can visitors enjoy in and around Brattleboro, VT?
Brattleboro is a great place for outdoor enthusiasts! You can hike the trails at Mount Snow, kayak or canoe on the Connecticut River, or go for a bike ride on the West River Trail. In the winter, you can go snowshoeing or cross-country skiing at the Brattleboro Outing Club.
What are the best accommodations with a jacuzzi in Brattleboro, VT?
When is the ideal time to plan a trip to Brattleboro, VT?
The best time to visit Brattleboro is during the fall, when the leaves are changing colors. The weather is usually mild, and the town is alive with festivals and events. Spring and summer are also great times to visit, with warm weather and plenty of outdoor activities.
What are the best accommodations for families and kids in Brattleboro, VT?
What are the best walking or cycling routes in Brattleboro, VT?
For a scenic walk, try the Brattleboro Riverwalk along the Connecticut River. For a longer bike ride, check out the West River Trail, which runs for 14 miles along the West River. You can also explore the Brattleboro Green, a beautiful park in the heart of town.
What are the best pet friendly accommodations in Brattleboro, VT?
What nearby towns or cities can be explored from Brattleboro, VT?
There are lots of great places to visit within a short drive from Brattleboro! You can head to Bennington, Vermont, for its historic sites, or to Northampton, Massachusetts, for its vibrant arts scene. You can also check out the Green Mountain National Forest, which is just a short drive away.
What are the best accommodations with parking in Brattleboro, VT?
What amenities can travelers expect from accommodations in Brattleboro, VT?
Brattleboro has a variety of accommodations, from cozy bed and breakfasts to modern hotels. You'll find most places offer free Wi-Fi, parking, and continental breakfast. Some also have swimming pools, fitness centers, and restaurants.
Destinations nearby
Best Brattleboro, VT accommodation with a balcony
9.8 618 reviews
Brattleboro, VT
08/18 – 08/23
$251/nighttotal: $1255 (5 )
Vikings Villages Resort
1 3
resort , Guilford
Vikings Villages Resort, a 2-star Guilford inn, offers a peaceful rural setting nine miles from Vermont Marketplace, The Stone Church, and Brattleboro Common, and twelve miles from the Tasha Tudor Museum and Northfield Mount Hermon School. This lodging boasts free Wi-Fi, free parking, a rooftop terrace with scenic views, a garden, and a cozy lobby fireplace; housekeeping is provided once per stay.
10 1 review
Brattleboro, VT
09/03 – 09/06
$1035/nighttotal: $3105 (3 )
Forest Green Retreat
1 4
house , Brattleboro
This family-friendly house in Brattleboro offers complimentary WiFi, air conditioning, and a fully equipped kitchen with a fridge, microwave, and dishwasher, alongside a terrace, balcony, and garden with outdoor furniture. This 10,760 sq ft dwelling accommodates up to 9 guests, featuring a shared lounge, on-site coffee shop, barbecue facilities, and laundry service, with free private parking and a 12:00 PM check-out.
Best Brattleboro, VT accommodation with a kitchen
10 25 reviews
Brattleboro, VT
08/18 – 08/23
$379/nighttotal: $1895 (5 )
Cozy Loft Cabin In Vermont With Sauna
1 3
cabin , Guilford
This Guilford, Vermont vacation rental is located in the peaceful hills of southern Vermont, minutes from Brattleboro and close to outdoor activities like skiing and exploring covered bridges. The three-bedroom, one-bathroom cottage sleeps six, features a full kitchen with modern appliances, a private fire pit, and a shared sauna (additional fee applies), offering a rustic-chic experience with cornhole and proximity to scenic Vermont back roads.
9.9 76 reviews
Brattleboro, VT
10/16 – 10/20
$285/nighttotal: $1140 (4 )
Casita By The Green: Quiet, Country, Close To Town
1 1
house , Brattleboro
The Casita is located just a two-minute drive from downtown Brattleboro, offering easy access to galleries, shops, restaurants, and markets, while also providing a tranquil escape on a private acre with a peaceful back garden. The property enjoys excellent ratings for location, cleanliness, and user experience. This one-bedroom house comfortably accommodates up to three guests and features a large living/dining/kitchen area, a separate bedroom, a private bathroom, and a private deck. The Casita offers amenities including a fully equipped kitchen, air conditioning, a garden, and high-speed internet, perfect for remote work or leisure.
9.8 175 reviews
Brattleboro, VT
08/18 – 08/23
$266/nighttotal: $1330 (5 )
Cozy Home For 2-5 People In Vermont
1 3
apartment , Brattleboro
This two-bedroom apartment is located in a peaceful neighborhood just a short distance from Brattleboro's charming downtown, making it easy to explore restaurants, shops, and cultural attractions. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay. The apartment comfortably accommodates up to five guests and features a well-equipped kitchen, a washer and dryer, and fast Wi-Fi. Enjoy the convenience of a private garden, parking, and a peaceful neighborhood, perfect for relaxing after exploring Brattleboro's vibrant arts scene and nearby outdoor attractions.
9.7 26 reviews
Brattleboro, VT
08/18 – 08/23
$385/nighttotal: $1925 (5 )
Green Mountain Oasis!
1 3
apartment , Brattleboro
This eco-boutique apartment rental in Southern Vermont is located a quarter-mile down a dirt road, less than 10 minutes from Brattleboro's Main Street and 6 miles from its arts district. The one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen, radiant heat flooring, stunning views, and access to on-site winter recreation including a toboggan run, sledding hills, skating pond, cross-country skiing, and snowshoeing trails.