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.
9.9 427 reviews
Brattleboro, VT
03/09 – 06/09
A$323/nighttotal: A$969 (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.
9.9 28 reviews
Brattleboro, VT
03/09 – 06/09
A$780/nighttotal: A$2340 (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.
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.
9.3 3 reviews
Brattleboro, VT
01/07 – 22/08
A$152/nighttotal: A$7904 (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.
9.8 103 reviews
Brattleboro, VT
01/07 – 22/08
A$212/nighttotal: A$11024 (52 )
Modern Vermont Farm Stay
1 1
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.
9.8 588 reviews
Brattleboro, VT
03/09 – 06/09
A$299/nighttotal: A$897 (3 )
Mahalo Temple Retreat
1 4
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.
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.
9.7 26 reviews
Brattleboro, VT
01/07 – 22/08
A$461/nighttotal: A$23972 (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 3 reviews
Brattleboro, VT
03/09 – 06/09
A$1601/nighttotal: A$4803 (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.
10 41 reviews
Brattleboro, VT
01/07 – 22/08
A$140/nighttotal: A$7280 (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.
9.6 91 reviews
Brattleboro, VT
03/09 – 06/09
A$370/nighttotal: A$1110 (3 )
Beautiful One Bedroom In Downtown Brattleboro
1 4
apartment , 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.
Best family friendly Brattleboro, VT holiday rentals
Among the 46 accommodations in Brattleboro, VT, here are the 3 best family friendly rentals
10 1 review
Brattleboro, VT
03/09 – 06/09
A$1472/nighttotal: A$4416 (3 )
Forest Green Retreat
1 4
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.
9.9 162 reviews
Brattleboro, VT
03/09 – 06/09
A$533/nighttotal: A$1599 (3 )
Modern Apartment In The Heart Of Town!
1 4
apartment , Brattleboro
This one-bedroom flat is located on Main Street in downtown Brattleboro, just a short walk from the Brattleboro Food Coop and within easy reach of numerous shops, restaurants, and cafes. The apartment has received excellent ratings for cleanliness, location, and overall experience. The flat is on the second floor and can comfortably accommodate up to four guests. It features a well-equipped kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning and internet access. Guests can enjoy the lively atmosphere of Main Street from the apartment's window and are within walking distance of Mount Wantastiquit, a scenic hiking destination.
9.9 204 reviews
Brattleboro, VT
03/09 – 06/09
A$314/nighttotal: A$942 (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.
Best Brattleboro, VT holiday rentals with a balcony
10 1 review
Brattleboro, VT
03/09 – 06/09
A$1472/nighttotal: A$4416 (3 )
Forest Green Retreat
1 4
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.
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.
Best Brattleboro, VT holiday rentals with a fireplace
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.
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.
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.