Vacation Rentals in Brattleboro, VT

46 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Brattleboro, VT holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

46 Holiday rentals and Airbnb in Brattleboro, VT

Best family friendly Brattleboro, VT holiday rentals

Among the 46 accommodations in Brattleboro, VT, here are the 4 best family friendly rentals

Fully Furnished 2br Apartment - Brattleboro, VT
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.
Charming & Cozy River Front Cabin- Close To Ski Mountains. Ski,fish,swim & Hike! - Brattleboro, VT
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.
4 Br Mt Snow Okemo Ski Chalet W Amazing Views! - Brattleboro, VT
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.
Pinecone Pond
30 Min Ski Mt Snow, 45 To Stratton - Brattleboro, VT
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

Mountain Viewssummer Sunsetsprivate Hiking Tailgameroomminimalist - Brattleboro, VT
10 42 reviews
Brattleboro, VT
01/07 – 22/08
A$373/nighttotal: A$19396 (52 )

Mountain Viewssummer Sunsetsprivate Hiking Tailgameroomminimalist

3 1
cabin , Halifax
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.
Forest Green Retreat - Brattleboro, VT
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.
Family Friendly Hilltop House In Putney Vermont - Brattleboro, VT
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?

    Cozy - Private & Great Location For Exploring Vt, Mahalo Temple Retreat and Private & Quiet Studio Apt - In Vermont are among 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?

    Among the Airbnbs in Brattleboro, VT, Cozy - Private & Great Location For Exploring Vt, Mahalo Temple Retreat and Quiet St In Town - Gardens - Terrace are the most popular ones.

  • 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?

    Beautiful - Huge One Bedroom - Downtown Brattleboro and Cozy - Pet-friendly One-bedroom Apartment In Brattleboro - Vermont are the best holiday rentals or Airbnb 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

Secluded Romantic Vermont Cabin With Sauna - Brattleboro, VT
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.
Wellness Getaway With A Personal Sauna, And Private River Beach! - Brattleboro, VT
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.
Tiny Birdhouse Beneath Nestled Mountainside - Brattleboro, VT
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

Luxe Vt Summer Retreat: Sauna + Swimming Hole + Tiny House. Ideal For Long Stays - Brattleboro, VT
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.
Beautiful Vermont Country Home On Vast Property - Brattleboro, VT
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.
Yurt Oasis In The Woods (The Mutley) - Brattleboro, VT
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.
Modern Vermont Farm Stay - Brattleboro, VT
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.
©2026 cozycozy.com