This yurt is located just across the road from the Kilburn entrance to Pisgah State Park, bordering Bear Mountain Park, offering easy access to over 14,000 hectares of hiking trails. The surrounding area is peaceful and tranquil, despite the proximity to the road. This one-bedroom, two-bathroom yurt can comfortably accommodate two guests. The property offers showers and bathrooms for guests, and is conveniently located near hiking trails, making it ideal for nature enthusiasts seeking a secluded escape.
9.9 429 reviews
Brattleboro, VT
26/06 – 28/06
A$263/nighttotal: A$526 (2 )
~Serene Barn Retreat~
1 2
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.
Brattleboro, VT
19/10 – 18/01
A$476/nighttotal: A$43316 (91 )
Clean & Convenient - Dogs Stay Free!
3 1
apartment , Brattleboro
This three-bedroom holiday flat in Brattleboro offers convenient access to the Connecticut River, a mere 3-minute drive away, and is within walking distance of the Harris Hill Ski Jump (700 metres) and the Estey Organ Museum (1.1 kilometres). This accommodation for six guests provides essential amenities including Wi-Fi and air conditioning, with nearby attractions such as Epsilon Spires, Creamery Covered Bridge, Brattleboro Country Club, Winchester Speedpark, and The Stone Church concert venue offering diverse recreational and cultural opportunities.
9.6 38 reviews
Brattleboro, VT
26/06 – 28/06
A$297/nighttotal: A$594 (2 )
The Nordic Nook
1 2
apartment , Brattleboro
This eco-friendly Brattleboro apartment, a 10-minute (approx. 6.4 km) drive from the historic downtown area, offers a tranquil setting near scenic hiking trails. The one-bedroom, one-bathroom dwelling sleeps two guests and features a kitchen with fridge and freezer, a jacuzzi, a sauna, parking, and access to farm-fresh eggs and honey from the property's beehives (allergy awareness advised).
Brattleboro, VT
26/06 – 28/06
A$643/nighttotal: A$1286 (2 )
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.
10 1 review
Brattleboro, VT
01/07 – 22/08
A$152/nighttotal: A$7904 (52 )
Fully Furnished Two Bedroom Apartment
2 1
apartment , Brattleboro
This two-bedroom flat is situated in the heart of Brattleboro, just a short walk from the Gallery Walk and within 1.6 km of the Amtrak station. The self-catering apartment offers comfortable beds, high-speed internet, a washing machine and dryer, and dedicated off-street parking, making it perfect for families or groups of up to four people.
Brattleboro, VT
01/07 – 22/08
A$121/nighttotal: A$6292 (52 )
Modern Apartment Close To Town
1 1
apartment , Dummerston
This modern two-bedroom flat is located in Dummerston, just 2.4 kilometres from the town of Brattleboro, offering a peaceful setting surrounded by 15 acres of woods and gardens. It is part of a historic home dating back to 1854, adding a touch of history to its modern design. The flat has a spacious open-plan layout and can comfortably accommodate up to six guests. Enjoy the outdoors with a deck featuring a fire pit and a covered seating area, as well as convenient off-road parking.
Brattleboro, VT
19/10 – 18/01
A$484/nighttotal: A$44044 (91 )
Vikings Villages Resort - Double Bed Room
1 1
chalet , Guilford
This charming Vermont lodge, near Brattleboro, offers a unique Viking-themed escape, conveniently located a short drive from attractions such as the Delectable Mountain Cloth and Brattleboro Bowl. The 60 square metre cabin sleeps four, boasting two bedrooms, a fully equipped kitchenette, a gas fireplace, and a garden; its sustainable wood construction adds to its appeal.
9.7 173 reviews
Brattleboro, VT
26/06 – 28/06
A$382/nighttotal: A$764 (2 )
Art All Around - 3rd Fl Apartment
2 2
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.
Brattleboro, VT
19/10 – 18/01
A$257/nighttotal: A$23387 (91 )
Custom Cabin Surrounded By River In Newfane, Vermont
1 1
apartment , Newfane
This Newfane lodge offers convenient access to Mount Snow (38 kilometres) and Green Mountain National Forest (19 kilometres), with nearby attractions including the Southern Vermont Natural History Museum and Scott Farm Orchard. This one-bedroom, one-bathroom cabin accommodates two guests and features a private deck, fire pit, Wi-Fi, a kitchen with a fridge and microwave, and an outdoor barbecue grill, with on-site sailing and mountain biking available.
9.6 5 reviews
Brattleboro, VT
01/07 – 22/08
A$167/nighttotal: A$8684 (52 )
Fully Furnished Two Bedroom Apartment
2 1
apartment , Brattleboro
This two-bedroom apartment is situated in a renovated building in a central Brattleboro district, just a short walk from the downtown area and the Connecticut River. It has received excellent ratings for its cleanliness, location, and overall experience, making it an ideal choice for travellers. The apartment is spacious and comfortably accommodates up to four guests. It comes fully furnished, with modern amenities such as a washer and dryer, and offers a peaceful retreat after a day exploring the town.
Brattleboro, VT
01/07 – 22/08
A$3014/nighttotal: A$156728 (52 )
Every Arrival Feels Like An Exhale: Spacious 5-bedroom Estate
5 1
apartment , Winchester
This five-bedroom, four-bathroom Winchester apartment is situated in a peaceful neighbourhood, close to Schell Bridge and the Old NMH Campus Building #3. The property sleeps six guests and boasts a modern design, including a microwave, dishwasher, air conditioning, parking, and is ideal for photoshoots, workshops or small gatherings near Winchester Speedpark and The Stone Church.
Best family friendly Brattleboro, VT holiday rentals
Among the 46 accommodations in Brattleboro, VT, here are the 4 best family friendly rentals
10 3 reviews
Brattleboro, VT
01/07 – 22/08
A$132/nighttotal: A$6864 (52 )
Fully Furnished 2br Apartment
1 1
apartment , Brattleboro
This fully furnished flat is located in the heart of downtown Brattleboro, just a short walk from shops, restaurants, and cultural attractions. It has received excellent ratings for location, cleanliness, and overall user experience. The apartment offers a spacious and comfortable living space with a queen-sized bed, perfect for a couple or small family of three. Guests can enjoy access to a fully equipped kitchen, high-speed Wi-Fi, a shared laundry, and off-street parking, making it an ideal choice for longer stays.
10 19 reviews
Brattleboro, VT
19/10 – 18/01
A$243/nighttotal: A$22113 (91 )
Charming & Cozy River Front Cabin- Close To Ski Mountains. Ski,fish,swim & Hike!
2 1
cabin , Dummerston
The River Shack is located in a peaceful wooded area of Southern Vermont, just 8 kilometres from downtown Brattleboro and within easy reach of ski mountains like Stratton (48 kilometres), Bromley (40 kilometres), and Mount Snow (26 kilometres). This charming cabin has received excellent reviews from previous guests. The River Shack has two bedrooms and one bathroom, comfortably accommodating up to five guests. Guests can enjoy a range of amenities, including a fully equipped kitchen, a cosy living room with a fireplace, a private deck with a patio dining table, and access to kayaks, helmets, life vests, and other outdoor gear.
10 4 reviews
Brattleboro, VT
19/10 – 18/01
A$342/nighttotal: A$31122 (91 )
4 Br Mt Snow Okemo Ski Chalet W Amazing Views!
4 1
apartment , Marlboro
This Vermont lodge, situated between Wilmington and Brattleboro, is under 32km from Mount Snow ski resort, offering easy access to both towns and their amenities. Sleeping up to 10 guests in four bedrooms and three bathrooms, the property boasts a fully equipped kitchen (fridge, microwave, dishwasher), Wi-Fi, parking, and a large deck with stunning Vermont hill views; nearby attractions include the Southern Vermont Natural History Museum and Hogback Mountain Conservation Area.
10 364 reviews
Brattleboro, VT
26/06 – 28/06
A$763/nighttotal: A$1526 (2 )
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.
Best Brattleboro, VT holiday rentals with a balcony
This three-bedroom Vermont lodge is situated near Jacksonville, approximately 9.6km from Honora Winery and various state parks, including H.O. Cook State Forest and Molly Stark State Park. Sleeping seven, the property boasts a fully equipped kitchen, fireplace, private garden, terrace, and on-site arcade; guests can also enjoy free Wi-Fi and parking.
10 1 review
Brattleboro, VT
27/06 – 04/07
A$1399/nighttotal: A$9793 (7 )
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.
9.6 321 reviews
Brattleboro, VT
19/10 – 18/01
A$218/nighttotal: A$19838 (91 )
Family Friendly Hilltop House In Putney Vermont
2 1
apartment , Putney
This charming lakeside house in Putney, Vermont is perfectly situated within a 3-mile radius of Harlow's, Next Stage Arts, and Landmark College, offering easy access to local attractions. The property has received excellent ratings for location, cleanliness, and overall experience. The 158 square metre house comfortably accommodates up to 6 guests in its two bedrooms and two bathrooms. The home boasts a host of amenities, including a fully equipped kitchen, laundry facilities, a spacious balcony, a garden, a spa, parking, and a playground for children.
Frequently asked questions about holiday rentals in Brattleboro, VT
Which walking or cycling routes are the best in Brattleboro, VT?
The West River Trail is a great option for both walking and cycling. It runs for 14.5 km along the West River and offers beautiful views. If you're looking for a shorter walk, the Brattleboro Green is a lovely park in the heart of town. There's also a network of bike paths throughout the town.
What are the best Airbnb and holiday rentals in Brattleboro, VT?
What sports or outdoor activites can visitors enjoy in and around Brattleboro, VT?
Brattleboro is a great place for outdoor enthusiasts. You can go hiking, biking, kayaking, fishing, or even skiing in the winter. The Green Mountain National Forest is just a short drive away, offering plenty of opportunities for hiking and camping. For a more relaxed experience, you can visit the Brattleboro Farmers Market or take a dip in the Connecticut River.
What are the most popular Airbnbs in Brattleboro, VT?
What other towns or cities can be easily accessed from Brattleboro, VT?
You can easily get to Keene, New Hampshire, which is about 30 minutes away. You can also head north to Bennington, Vermont, which is about an hour away. If you want to visit a bigger city, you can take a day trip to Boston, Massachusetts, which is about a 2-hour drive.
What are the best rentals for families and kids in Brattleboro, VT?
What amenities are commonly available in vacation rentals in Brattleboro, VT?
Vacation rentals in Brattleboro typically offer amenities such as Wi-Fi, laundry facilities, and parking. Some rentals may also have a fireplace, a hot tub, or a backyard. You can find rentals with different sizes, from cozy studios to spacious houses.
What are the best rentals or Airbnbs with a jacuzzi in Brattleboro, VT?
What time of year is best to rent a vacation rental Brattleboro, VT?
The best time to visit Brattleboro depends on your preferences. If you enjoy warm weather and outdoor activities, you might want to visit during the summer months (June-August). If you prefer cooler weather and fall foliage, you might want to visit in the autumn (September-October). If you're looking for a winter wonderland, you can visit during the winter months (November-March).
Destinations nearby
Best Brattleboro, VT holiday rentals with a sauna
10 10 reviews
Brattleboro, VT
01/07 – 22/08
A$361/nighttotal: A$18772 (52 )
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 3 reviews
Brattleboro, VT
19/10 – 18/01
A$300/nighttotal: A$27300 (91 )
Wellness Getaway With A Personal Sauna, And Private River Beach!
1 1
cabin , Newfane
This charming cabin is located just 19 kilometres from Brattleboro, 40 kilometres from Grafton, and 48 kilometres from Bellows Falls, making it a great base for exploring the beautiful Vermont countryside. The cabin has received excellent reviews from previous guests, highlighting its peaceful and tranquil setting. The cabin has one bedroom and one bathroom, comfortably accommodating up to two guests. Guests can enjoy a private river beach, a sauna, a garden, and a kitchen with a fridge and microwave oven, as well as a range of wellness services, a daily breakfast, and a nightly happy hour.
9.9 44 reviews
Brattleboro, VT
26/06 – 28/06
A$378/nighttotal: A$756 (2 )
Tiny Birdhouse Beneath Nestled Mountainside
1 2
cabin , Brattleboro
This guest house is located in Brattleboro, just a short distance from the town centre and with views of Round Mountain and a nearby pond. The accommodation has received excellent ratings for its cleanliness, location and user experience. The property features a private deck with views of the surrounding countryside and can accommodate up to two guests. Guests can enjoy a daily continental breakfast, access to a hot tub and sauna, and complimentary high-speed internet.
Best Brattleboro, VT holiday rentals with a fireplace
8.0 1 review
Brattleboro, VT
01/07 – 22/08
A$296/nighttotal: A$15392 (52 )
Luxe Vt Summer Retreat: Sauna + Swimming Hole + Tiny House. Ideal For Long Stays
3 1
apartment , Newfane
This Newfane dwelling offers a secluded riverside escape in Southern Vermont, situated approximately 400 kilometres from both NYC and Boston, adjacent to a scenic mountain river within a wooded environment. This modern 2-bedroom, 2-bathroom property includes a separate tiny house, accommodating up to four guests, and features private river beach access, a wood-fired sauna, outdoor cooking facilities, and a firepit, ideal for remote workers with fast WiFi and extended summer stays.
9.4 6 reviews
Brattleboro, VT
19/10 – 18/01
A$700/nighttotal: A$63700 (91 )
Beautiful Vermont Country Home On Vast Property
5 1
apartment , Marlboro
This five-bedroom house in Brattleboro is ideally located just a short drive from the Southern Vermont Natural History Museum and Molly Stark State Park. The property has received excellent ratings for its location, cleanliness, and overall experience. The spacious house can comfortably accommodate up to 10 guests, making it perfect for families or groups of friends. Guests can enjoy a fully equipped kitchen, a garden, a barbecue, free Wi-Fi, and a DVD player, as well as convenient parking.
10 6 reviews
Brattleboro, VT
26/06 – 28/06
A$199/nighttotal: A$398 (2 )
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.
9.8 103 reviews
Brattleboro, VT
26/06 – 28/06
A$284/nighttotal: A$568 (2 )
Modern Vermont Farm Stay
1 2
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.