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.
10 25 reviews
Brattleboro, VT
26/08 – 30/08
SG$303/nighttotal: SG$1212 (4 )
2br Getaway - Easy Walk To Downtown Brattleboro
1 3
apartment , Brattleboro
This charming apartment is situated on Grove Street, just a short walk from the town centre, offering easy access to shops, restaurants, and the post office. The property is highly rated by previous guests, with excellent reviews for its location, cleanliness, and overall experience. The apartment is ideal for a small group of up to four guests, offering a spacious and well-equipped living space. Enjoy a private entrance, a well-equipped kitchen, a shared laundry facility, and a relaxing garden, all within a peaceful residential setting.
Brattleboro, VT
27/07 – 28/07
SG$910/nightfor 1 night
Vikings Villages Resort
3 6
resort , Guilford
The Vikings Villages Resort, offering the Vikings Villages Resort package, is situated in Jacksonville, 18 kilometres from Guilford city centre. This self-contained accommodation provides WiFi, air conditioning, a terrace, garden, parking, and an elevator, with a picnic area for guests' enjoyment.
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.
10 134 reviews
Brattleboro, VT
24/06 – 28/06
SG$342/nighttotal: SG$1368 (4 )
The Carriage Barn
1 2
farm , Guilford
This charming 1792 Vermont farmstead, known as Weatherhead Hollow, is located just 16km outside of Brattleboro, Vermont, and within a 100km drive of several popular ski resorts. The property boasts consistently excellent user ratings for its location, cleanliness and overall experience. The farm offers a variety of accommodation options, including a renovated two-bedroom cottage, a restored farmhouse, a renovated blacksmith shop cottage, and a sprawling bank barn, accommodating up to 4 guests in the cottage. Guests can enjoy modern amenities, a peaceful country setting, dog-friendly facilities, and outdoor activities like strolling through the fields, picnicking, snowshoeing, running, or biking.
Brattleboro, VT
24/06 – 28/06
SG$540/nighttotal: SG$2160 (4 )
Peaceful And Private Farmhouse Retreat
1 2
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.
9.8 175 reviews
Brattleboro, VT
26/08 – 30/08
SG$348/nighttotal: SG$1392 (4 )
Cozy Home For 2-5 People In Vermont
1 3
apartment , Brattleboro
This apartment is located in a peaceful neighbourhood in Brattleboro, just a short walk from the town centre and within easy reach of Southern Vermont's attractions, including Mount Snow, which is 56km away. The apartment has excellent ratings for location, cleanliness, and user experience, reflecting its comfortable and convenient setting. The apartment is spacious and comfortably sleeps up to 5 guests, with two queen-sized beds, a pull-out sofa, and a self-inflatable bed. It features modern amenities like a fully equipped kitchen, a washer and dryer, fast Wi-Fi, and air conditioning, along with a garden and parking space, making it ideal for exploring the local attractions and enjoying the surrounding nature.
Brattleboro, VT
03/09 – 06/09
SG$465/nighttotal: SG$1395 (3 )
Art All Around - 2nd Fl Apartment
1 4
apartment , Brattleboro
This 2nd-floor flat in Brattleboro, located on Route 9, offers a unique position above an art gallery and dim sum catering service, situated 3.2 kilometres from the town centre and 1.6 kilometres from the I-91 motorway, within an 1880s Victorian building that serves as an art and culinary arts centre. This accommodation, suitable for up to four guests, features a full-body massage chair, a dedicated conference room, and access to shared gallery and common spaces, with off-street parking and outdoor sculptures in a secluded garden.
9.9 76 reviews
Brattleboro, VT
26/08 – 30/08
SG$351/nighttotal: SG$1404 (4 )
Casita By The Green: Quiet, Country, Close To Town
1 3
house , Brattleboro
The Casita is a charming guest house located just 2 kilometres from the centre of Brattleboro, situated on a peaceful acre of land bordering the Country Club green and a farm. The property has received excellent ratings for its cleanliness, location and user experience. The Casita offers a spacious living area with a separate kitchen and dining area, a private bedroom and bathroom, and can comfortably accommodate up to 3 guests. It features a private deck with seating for 4, a garden, air conditioning, and high-speed internet, making it ideal for remote working, relaxing and enjoying the local area.
The Meadowbrook cabin is located just 8 kilometres from the centre of Brattleboro, offering a peaceful retreat in a secluded forest setting. The surrounding area is tranquil, with babbling brooks and a lush meadow. This three-bedroom cottage can accommodate up to nine guests and features a well-equipped kitchen, a cosy living area, and a spacious deck with outdoor dining and lounging areas. Guests can enjoy a range of amenities, including a garden, parking, high-speed internet, and a meditation path that winds through the meadow.
9.7 172 reviews
Brattleboro, VT
26/08 – 30/08
SG$344/nighttotal: SG$1376 (4 )
Art All Around - 3rd Fl Apartment
1 3
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.
10 1 review
Brattleboro, VT
27/07 – 28/07
SG$648/nightfor 1 night
Vermont Farmhouse Retreat
1 6
apartment , Marlboro
This historic farmhouse in Southern Vermont offers scenic views of a working berry farm, located on a hillside approximately 5 kilometres from Marlboro. This 4-bedroom, 2-bathroom flat accommodates up to 8 guests, featuring a fully equipped kitchen with an induction range, original woodwork, artisanal folk art, a pink heart-shaped bathtub, a greenhouse, sunroom, and desks for creative work, with access to a farm stand selling local produce and eggs.
Best family friendly Brattleboro, VT lodging
Among the 71 accommodations in Brattleboro, VT, here are the 4 best for families
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.
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.
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.
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
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.
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.
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.
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.
Frequently asked questions about accommodations in Brattleboro, VT
What outdoor activities can visitors enjoy in and around Brattleboro, VT?
Brattleboro is a nature lover's paradise! You can go hiking in the Green Mountain National Forest, kayaking on the Connecticut River, or biking along the scenic West River Trail. In winter, there's great skiing and snowboarding at nearby Mount Snow.
What are the best accommodations in Brattleboro, VT?
When is the ideal time to plan a trip to Brattleboro, VT?
The best time to visit Brattleboro depends on what you want to do. Spring and autumn are beautiful for hiking and biking, while summer is perfect for outdoor activities like swimming and kayaking. If you're a fan of fall foliage, September and October are ideal.
What are the best accommodations with a pool in Brattleboro, VT?
What are the best walking or cycling routes in Brattleboro, VT?
For walking, the Brattleboro Riverwalk is a lovely route along the Connecticut River, offering scenic views. For cycling, the West River Trail is a popular choice, offering a 40km paved path perfect for all levels of cyclists.
What are the best accommodations with a jacuzzi in Brattleboro, VT?
What nearby towns or cities can be explored from Brattleboro, VT?
Just a short drive from Brattleboro, you can explore charming towns like Guilford, Vermont, known for its historic covered bridges, and Keene, New Hampshire, with its lively arts scene. For a bigger city experience, head to Northampton, Massachusetts, about 60km away.
What are the best accommodations for families and kids in Brattleboro, VT?
What amenities can travelers expect from accommodations in Brattleboro, VT?
Brattleboro has a variety of accommodation options, from cosy bed and breakfasts to modern hotels. Most places offer free Wi-Fi, parking, and continental breakfast. Some even have swimming pools or hot tubs.
What are the best pet friendly accommodations in Brattleboro, VT?
Best Brattleboro, VT accommodations with a balcony
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.
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
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.
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.
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.
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.