Book Holiday Homes in Brattleboro

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Featured Holiday Homes in Brattleboro

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment

Greenfield
The price is NZ$340 per night from 19 Aug to 20 Aug
NZ$340
19 Aug - 20 Aug
includes taxes & fees
Book a stay at this family-friendly vacation home in Greenfield. Enjoy a garden, an in-room coffeemaker, and housekeeping. Popular attractions Poet's Seat Tower ...
Lovely 2nd Floor Apartment
Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond

Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond

Winhall
Stay at this vacation home in Bondville. Enjoy a water park, a garden, and laundry facilities. Popular attractions Stratton Mountain Resort and Winhall River ...
Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond
Downtown Hot Tub Escape

Downtown Hot Tub Escape

Keene
The price is NZ$857 per night from 18 Aug to 19 Aug
NZ$857
18 Aug - 19 Aug
includes taxes & fees
Book a stay at this family-friendly vacation home in Keene. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Cheshire Rail Trail and Historical ...
Downtown Hot Tub Escape
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Stylish new 2 bedroom property in enchanting Shelburne Falls Village.

Stylish new 2 bedroom property in enchanting Shelburne Falls Village.

2 out of 5
Shelburne Falls
Stay at this apartment in Shelburne Falls. Enjoy a garden, laundry facilities, and cable/satellite TV service. Popular attractions Bald Mountain Pottery and ...
Stylish new 2 bedroom property in enchanting Shelburne Falls Village.
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

Winhall
The price is NZ$1,229 per night from 27 Aug to 28 Aug
NZ$1,229
27 Aug - 28 Aug
includes taxes & fees
Book a stay at this family-friendly vacation home in Bondville. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Stratton Mountain Resort ...
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Timeless Red Sox Retreat w/ Scenic Mountain Views!

Timeless Red Sox Retreat w/ Scenic Mountain Views!

Putney
Stay at this vacation home in Putney. Enjoy a sauna, a garden, and patios. Popular attractions Butterfield Library and Pete's Stand Vegetables are located ...
Timeless Red Sox Retreat w/ Scenic Mountain Views!
Story Book Lake Front Chateau with Private Beach!

Story Book Lake Front Chateau with Private Beach!

Winchester
Stay at this vacation home in Winchester. Enjoy a garden, laundry facilities, and patios. Popular attractions New England Sweetwater Farm & Distillery and Conant ...
Story Book Lake Front Chateau with Private Beach!
Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls

Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls

Colrain
The price is NZ$628 per night from 21 Aug to 22 Aug
NZ$628
21 Aug - 22 Aug
includes taxes & fees
Book a stay at this family-friendly vacation home in Colrain. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Arthur A. Smith Covered Bridge ...
Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls
The Mountain Escape!

The Mountain Escape!

Jamaica
The price is NZ$962 per night from 1 Sept to 2 Sept
NZ$962
1 Sept - 2 Sept
includes taxes & fees
Book a stay at this ski vacation home in Bondville. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Stratton Mountain Resort and Winhall ...
The Mountain Escape!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Brattleboro Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Brattleboro vacation homes are the perfect way for you to wing it.

Holiday houses in Brattleboro let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Brattleboro in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Brattleboro adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Brattleboro with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Brattleboro vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Brattleboro Holiday Homes essential information

Accommodation
628 Holiday Homes
Lowest Price
NZ$227
Highest Price
NZ$1,229
Popular accommodation
Lovely 2nd Floor Apartment, Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond, Downtown Hot Tub Escape, Stylish new 2 bedroom property in enchanting Shelburne Falls Village., Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym, Timeless Red Sox Retreat w/ Scenic Mountain Views!, Story Book Lake Front Chateau with Private Beach!, Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls, The Mountain Escape!

Top trending hotels in Brattleboro

Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is NZ$260 per night from 18 Aug to 19 Aug
NZ$260
18 Aug - 19 Aug
includes taxes & fees
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our ...
Colonial Motel And Spa
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is NZ$227 per night from 2 Sept to 3 Sept
NZ$227
2 Sept - 3 Sept
includes taxes & fees
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the ...
Hampton Inn Brattleboro
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is NZ$257 per night from 8 Sept to 9 Sept
NZ$257
8 Sept - 9 Sept
includes taxes & fees
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Latchis Hotel
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Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
1186 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is NZ$259 per night from 19 Aug to 20 Aug
NZ$259
19 Aug - 20 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Comfort Inn & Suites Brattleboro I-91
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.