Vacation Rentals in Brattleboro, VT

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Brattleboro, VT holiday rentals
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77 Holiday rentals and Airbnb in Brattleboro, VT

Explore Top Kid-Friendly Holiday Rentals in Brattleboro, VT, United States

Base your high-altitude family hikes out of a spacious, rugged property with plenty of room for the kids at mountain rentals in Brattleboro, VT, United States.

Charming 2br Vermont Home  Porch  Full Kitchen - Brattleboro, VT
10 12 reviews

Charming 2br Vermont Home Porch Full Kitchen

apartment, Brattleboro
This Brattleboro flat is located in a notable district, providing convenient access to local points of interest.
This 2-bedroom flat accommodates up to 6 guests and features a fully equipped kitchen with a fridge, freezer, and microwave, plus a garden, fitness centre, and a covered porch.
4b Family Escapegame Room, Porch, Fire Pit, Grill - Brattleboro, VT
10 3 reviews

4b Family Escapegame Room, Porch, Fire Pit, Grill

apartment, Newfane
This four-bedroom holiday home in Newfane, Vermont, is situated on approximately 0.69 hectares of countryside, offering seclusion just a few kilometres from Green Mountain National Forest, the West River, and Mount Snow ski resort.
This family-friendly property accommodates up to nine guests with a wood-burning stove, a screened porch, a garden with a fire pit and BBQ, and a dedicated games room, plus a fully equipped kitchen featuring a Ninja coffee maker.
Lakehouse Getaway - Brattleboro, VT
10 10 reviews

Lakehouse Getaway

apartment, Chesterfield
This lakeside cottage is located on Spofford Lake in Chesterfield, New Hampshire, just 16 kilometres from Keene, New Hampshire and Brattleboro, Vermont. The two-bedroom cottage sleeps up to eight guests and features a fully equipped kitchen, Wi-Fi, a deck with lake views, and a dock for swimming and relaxing.
August Available! 100 Acres Estate 10brs, Hot Tub, Swimming Pool, Game House! - Brattleboro, VT
9.9 289 reviews

August Available! 100 Acres Estate 10brs, Hot Tub, Swimming Pool, Game House!

apartment, Newfane
This ten-bedroom Newfane estate, situated in a rural Vermont location approximately 48km from Mount Snow and 64km from Stratton Mountain, provides easy access to winter sports and other local attractions.
The 557-square-metre property boasts a swimming pool, jacuzzi, sauna, tennis court, and high-speed internet, comfortably accommodating large groups with its ten bedrooms and numerous amenities, including concierge services.

Find Holiday Rentals with Balconies in Brattleboro, VT, United States

Take in sweeping, uninterrupted alpine valley vistas right from your private mountain rental balcony in Brattleboro, VT, United States.

Riverside Getaway And Wood-fired Sauna - Brattleboro, VT
No reviews

Riverside Getaway And Wood-fired Sauna

apartment, Newfane
This Newfane flat offers a peaceful retreat located 26 kilometres from Stratton Mountain, 26 kilometres from Mount Snow Resort and 26 kilometres from Molly Stark State Park.
This 20 square metre apartment accommodates up to four guests and features a wood-fired sauna, a private balcony, a garden, and complimentary WiFi.
Forest Green Retreat - Brattleboro, VT
10 1 review

Forest Green Retreat

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.

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).

Popular destinations

Find Holiday Rentals with a Steam Room in Brattleboro, VT, United States

Melt away your hiking fatigue and sweat out the trail dust inside a private sauna at mountain holiday rentals in Brattleboro, VT, United States.

Cozy Loft Cabin In Vermont With Sauna - Brattleboro, VT
10 32 reviews

Cozy Loft Cabin In Vermont With Sauna

cabin, Guilford
This luxury lodge is situated in the peaceful hills of southern Vermont, a short distance (approximately 16km) from Brattleboro.
Sleeping six guests, the three-bedroom property boasts a queen bedroom, RV-size bunk beds, and a loft with two full-size beds, alongside a fully equipped kitchen, sauna, private fire pit, and modern amenities including WiFi and smart TVs; cornhole boards are provided for guest entertainment.

Find Holiday Rentals with a Fireplace in Brattleboro, VT, United States

Share stories and roast marshmallows over a roaring hearth after a long day on the trails at mountain rentals with a fireplace in Brattleboro, VT, United States.

Beautiful Vermont Country Home On Vast Property - Brattleboro, VT
9.4 6 reviews

Beautiful Vermont Country Home On Vast Property

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.
Peaceful And Private Farmhouse Retreat - Brattleboro, VT
10 3 reviews

Peaceful And Private Farmhouse Retreat

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.
1890s Cottage On Spofford Lake, Nh - Brattleboro, VT
10 3 reviews

1890s Cottage On Spofford Lake, Nh

apartment, Chesterfield
This authentic 1880s rustic cottage offers a secluded lakefront setting near Chesterfield, providing a unique historical experience with direct access to water activities.
Sleeping up to eight guests, this family-friendly property features three bedrooms, a well-equipped kitchen with a fridge, freezer, and microwave, air conditioning, a garden, parking, and complimentary use of kayaks and a canoe for exploring the lake.
Cheerful 6-bedroom Farmhouse In Private Valley - Brattleboro, VT
10 2 reviews

Cheerful 6-bedroom Farmhouse In Private Valley

apartment, Guilford
This secluded farmhouse, situated in a Brattleboro valley, Guilford, Vermont, is 0.8km from the nearest road and close to Sweet Pond State Park and the Shattuck Brook Wildlife Management Area.
The 250-acre property boasts six bedrooms, three bathrooms, private hiking trails, two ponds ideal for swimming and kayaking, and is close to attractions including the Southern Vermont Natural History Museum and Scott Farm Orchard; the property also includes a fully equipped kitchen, internet access and parking.

Best Brattleboro, VT holiday rentals with parking

Charming Putney Home: Porch, Grill & Hiking Trails - Brattleboro, VT
No reviews

Charming Putney Home: Porch, Grill & Hiking Trails

cottage, Putney
Governer's Brook Camp - 2 Bedroom - Brattleboro, VT
9.8 142 reviews

Governer's Brook Camp - 2 Bedroom

apartment, Chesterfield
Hidden Forest Cabin: Kitchen, Deck, Babbling Brook - Brattleboro, VT
10 42 reviews

Hidden Forest Cabin: Kitchen, Deck, Babbling Brook

cabin, Brattleboro
Farmhouse At Sweet Tree Farm - Brattleboro, VT
10 9 reviews

Farmhouse At Sweet Tree Farm

apartment, Dummerston
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