Book Holiday Homes in Brattleboro

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Featured Holiday Homes in Brattleboro

FaLL Western Mass Getaway-Airhockey-Firepit

FaLL Western Mass Getaway-Airhockey-Firepit

Colrain MA
Stay at this family-friendly holiday home in Colrain. Enjoy free Wi-Fi, laundry facilities and an in-room coffee maker. Popular attractions Arthur A. Smith Covered ...
Opens in a new windowFaLL Western Mass Getaway-Airhockey-Firepit
Amazing lake views & access,HotTub & sauna, quality game Rm.  190-5 star Reviews

Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

Wilmington VT
Stay at this family-friendly holiday home in Wilmington. Enjoy free Wi-Fi, a sauna and a garden. Our guests praise the helpful staff in their reviews. Popular ...
Opens in a new windowAmazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
 500ft across the street to Carnitha. Gromet to main lift or take Moover to Base

500ft across the street to Carnitha. Gromet to main lift or take Moover to Base

Dover VT
Stay at this ski holiday home in West Dover. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Mount Snow and Heavy Metal Ski Lift are located ...
Opens in a new window 500ft across the street to Carnitha. Gromet to main lift or take Moover to Base
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Ski in Ski out Condo! Pool access

Ski in Ski out Condo! Pool access

Stratton VT
The price is NZ$1,294 per night from 1 Mar to 2 Mar
NZ$1,294
1 Mar - 2 Mar
includes taxes & fees
Stay at this ski holiday home in Stratton. Enjoy free Wi-Fi, laundry facilities and ski-in/ski-out access. Popular attractions Stratton Mountain Resort and Tamarack ...
Opens in a new windowSki in Ski out Condo! Pool access
Beautiful Custom Built Timber Frame Home, Sleeps 11

Beautiful Custom Built Timber Frame Home, Sleeps 11

Wilmington VT
Stay at this family-friendly holiday home in Wilmington. Enjoy free Wi-Fi, a garden and laundry facilities. Our guests praise the helpful staff in their reviews. ...
Opens in a new windowBeautiful Custom Built Timber Frame Home, Sleeps 11
Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!

Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!

West Dover Vermont VT
Stay at this family-friendly holiday home in West Dover. Enjoy free Wi-Fi, a sauna and laundry facilities. Popular attractions Mount Snow and Discovery Shuttle ...
Opens in a new windowLuxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!
Riverbend Berkshire East Basecamp - 3 bedrooms available

Riverbend Berkshire East Basecamp - 3 bedrooms available

Charlemont MA
The price is NZ$701 per night from 3 Feb to 4 Feb
NZ$701
3 Feb - 4 Feb
includes taxes & fees
Stay at this holiday home in Charlemont. Enjoy laundry facilities and air conditioning. Popular attractions Charlemont Historical Society and Museum and Thunderbolt ...
Opens in a new windowRiverbend Berkshire East Basecamp - 3 bedrooms available
Spacious Riverfront Home 7 Minutes to Stratton!

Spacious Riverfront Home 7 Minutes to Stratton!

Jamaica VT
Stay at this family-friendly holiday home in Jamaica. Enjoy laundry facilities, cable/satellite TV service and an in-room coffee maker. Popular attractions Stratton ...
Opens in a new windowSpacious Riverfront Home 7 Minutes to Stratton!
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 MA
Stay at this holiday home in Shelburne Falls. Enjoy a garden, laundry facilities and cable/satellite TV service. Popular attractions Bald Mountain Pottery and ...
Opens in a new windowStylish new 2 bedroom property in enchanting Shelburne Falls Village.
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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
541 Holiday Homes
Lowest Price
NZ$117
Highest Price
NZ$1,294
Popular accommodation
FaLL Western Mass Getaway-Airhockey-Firepit, Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews, 500ft across the street to Carnitha. Gromet to main lift or take Moover to Base, Ski in Ski out Condo! Pool access, Beautiful Custom Built Timber Frame Home, Sleeps 11, Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!, Riverbend Berkshire East Basecamp - 3 bedrooms available, Spacious Riverfront Home 7 Minutes to Stratton!, Stylish new 2 bedroom property in enchanting Shelburne Falls Village.

Top trending hotels in Brattleboro

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$215 per night from 3 Mar to 4 Mar
NZ$215
3 Mar - 4 Mar
includes taxes & fees
Stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
Opens in a new windowComfort Inn & Suites Brattleboro I-91
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$192 per night from 2 Mar to 3 Mar
NZ$192
2 Mar - 3 Mar
includes taxes & fees
Stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking and a fitness centre. Our guests praise the breakfast and the helpful ...
Opens in a new windowHampton Inn Brattleboro
Econo Lodge Brattleboro

Econo Lodge Brattleboro

2 out of 5
515 Canal St Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is NZ$117 per night from 1 Mar to 2 Mar
NZ$117
1 Mar - 2 Mar
includes taxes & fees
Stay at this motel in Brattleboro. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Vermont Marketplace and Estey Organ Museum are located ...
Opens in a new windowEcono Lodge Brattleboro
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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$183 per night from 3 Feb to 4 Feb
NZ$183
3 Feb - 4 Feb
includes taxes & fees
Stay at this spa motel in Brattleboro. Enjoy free Wi-Fi, free parking and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in their reviews. ...
Opens in a new windowColonial Motel And Spa
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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.