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
26/06 – 28/06
848 €/nighttotal: 1696 € (2 )
Forest Green Retreat
1 2
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.
9.7 26 reviews
Brattleboro, VT
01/07 – 22/08
280 €/nighttotal: 14560 € (52 )
Green Mountain Oasis!
1 1
apartment , Brattleboro
This eco-boutique apartment is situated in Southern Vermont, 9.6km from Brattleboro town centre and a 40-minute drive from Mount Snow ski resort. The self-catering flat offers a queen-sized bed, fully equipped kitchen, and access to on-site winter activities including a toboggan run, skating pond, and cross-country skiing trails, accommodating up to two guests.
10 6 reviews
Brattleboro, VT
26/06 – 28/06
121 €/nighttotal: 242 € (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.
10 364 reviews
Brattleboro, VT
26/06 – 28/06
464 €/nighttotal: 928 € (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.
9.9 429 reviews
Brattleboro, VT
26/06 – 28/06
160 €/nighttotal: 320 € (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.
10 4 reviews
Brattleboro, VT
19/10 – 18/01
208 €/nighttotal: 18928 € (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.
Brattleboro, VT
19/10 – 18/01
290 €/nighttotal: 26390 € (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.
Brattleboro, VT
19/10 – 18/01
156 €/nighttotal: 14196 € (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.
9.8 103 reviews
Brattleboro, VT
26/06 – 28/06
173 €/nighttotal: 346 € (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.
10 3 reviews
Brattleboro, VT
01/07 – 22/08
80 €/nighttotal: 4160 € (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.
9.3 3 reviews
Brattleboro, VT
01/07 – 22/08
92 €/nighttotal: 4784 € (52 )
Perfect For The Traveling Professional
2 1
apartment , Brattleboro
This two-bedroom flat is situated in a quiet residential area of Brattleboro, just a short walk from the town centre and within easy reach of the Connecticut River and the Brattleboro Museum & Art Center. The apartment has received excellent ratings for cleanliness and location, with guests describing it as a very good option for exploring the town. The flat is fully furnished and can comfortably accommodate two guests. It includes a private patio, dedicated parking, and a private washer and dryer, making it a convenient and comfortable base for exploring the area.
Best family friendly Brattleboro, VT holiday rentals
Among the 46 accommodations in Brattleboro, VT, here are the 4 best family friendly rentals
9.6 321 reviews
Brattleboro, VT
19/10 – 18/01
132 €/nighttotal: 12012 € (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.
Brattleboro, VT
19/10 – 18/01
294 €/nighttotal: 26754 € (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.
10 1 review
Brattleboro, VT
26/06 – 28/06
952 €/nighttotal: 1904 € (2 )
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.
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.
Best Brattleboro, VT holiday rentals with a balcony
10 1 review
Brattleboro, VT
26/06 – 28/06
952 €/nighttotal: 1904 € (2 )
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.
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.
Brattleboro, VT
19/10 – 18/01
290 €/nighttotal: 26390 € (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.
9.6 321 reviews
Brattleboro, VT
19/10 – 18/01
132 €/nighttotal: 12012 € (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
What are some interesting places to visit in or near Brattleboro, VT?
Brattleboro has a lot to offer! You can visit the Brattleboro Museum & Art Center, stroll through the historic downtown area, or explore the vibrant arts scene. For nature lovers, there's the Brattleboro Retreat, a beautiful historic building and a peaceful spot for a walk, or the West River Trail, which runs through the town and offers great views. If you're looking for something a little further afield, the Mount Snow ski resort is just a short drive away.
What are the best Airbnb and holiday rentals in Brattleboro, VT?
Which walking or cycling routes are the best in Brattleboro, VT?
The West River Trail is a popular choice for walking and cycling, offering scenic views of the river and surrounding countryside. For a shorter walk, try the Brattleboro Common, a lovely green space in the heart of town. If you're looking for a more challenging ride, the Greenway Trail, which runs along the Connecticut River, is a good option.
What are the most popular Airbnbs 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, or kayaking in the nearby Green Mountain National Forest, or try fishing on the Connecticut River. In the winter, you can go skiing or snowboarding at Mount Snow, or cross-country skiing or snowshoeing on the many trails in the area.
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 a range of amenities, including kitchens, laundry facilities, and Wi-Fi. Some rentals also have fireplaces, hot tubs, or outdoor spaces. It really depends on the specific rental you choose.
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 interests. Summer is great for hiking, biking, and kayaking, while fall offers stunning foliage. Winter is ideal for skiing and snowboarding, and spring is a beautiful time to enjoy the blooming flowers.
What are the local dishes in Brattleboro, VT region?
Brattleboro is known for its farm-to-table cuisine, so you'll find plenty of fresh, local ingredients in the restaurants. Try some of the local cheeses, maple syrup, or craft beers. You can also find some great Italian food, as Brattleboro has a large Italian-American community.
Destinations nearby
Best Brattleboro, VT holiday rentals with a sauna
10 10 reviews
Brattleboro, VT
01/07 – 22/08
220 €/nighttotal: 11440 € (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
183 €/nighttotal: 16653 € (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
230 €/nighttotal: 460 € (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
180 €/nighttotal: 9360 € (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
426 €/nighttotal: 38766 € (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.
Brattleboro, VT
01/07 – 22/08
1832 €/nighttotal: 95264 € (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.
10 41 reviews
Brattleboro, VT
01/07 – 22/08
85 €/nighttotal: 4420 € (52 )
Recharge In A Yurt At Rest Farm Campground
1 1
yurt , Hinsdale
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.