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Compare 533 Vacation Homes in Brattleboro with updated reviews, rates, and availability.

Quaint mountain retreat with a gas fireplace, balcony, central AC - dog-friendly
9.2 out of 10, Wonderful, (15)
"Great location- 10-15min from Stratton, beautiful views, all the amenities. Awesome decor, will definitely be back!"
Quaint mountain retreat with a gas fireplace, balcony, central AC - dog-friendly
Room
Spectacular Mountain views with all the amentities nearby
9.8 out of 10, Exceptional, (39)
"We were visiting relatives and found Hickory Hill a really wonderful place to stay, both comfortable and pleasant. It is a working kennel so there were occasional barks but was very quiet at night- you can see both sunrise and sunset from the deck. The area has dark skies so the stars are really clear ... big improvement for us city folks. Very glad they board people in addition to pups! :)"
Spectacular Mountain views with all the amentities nearby
House Front. Covered Porches, Lots of sunshine Plenty of space.
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
10.0 out of 10, Exceptional, (192)
"Our family rated this as our best stay in 7 years of traveling with VRBO properties. There was lots of room for everyone to spread-out, but the family spent most of the time in the game room playing pool, fuzzball, shuffleboard and Ping-Pong. Overall and great spring break for the family and friends."
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
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Exterior
Beautiful, private log cabin with huge, relaxing screened porch
10.0 out of 10, Exceptional, (24)
"The house was very comfortable for our family. It was well-stocked with plates, pots, and pans. Bed were comfortable."
Beautiful, private log cabin with huge, relaxing screened porch
Backyard view of home
Beautiful Custom Built Timber Frame Home, Sleeps 11
10.0 out of 10, Exceptional, (94)
"Great house and host. We enjoyed the great room and fireplace. Snow was an extra! Will definitely book again."
Beautiful Custom Built Timber Frame Home, Sleeps 11
Spacious home Featuring a hot tub, fire pit, fireplace and more!
9.0 out of 10, Wonderful, (4)
"We had a pleasant experience staying at this space for our gathering. It provided a quiet environment conducive to our needs. The host was very friendly and responsive, addressing any inquiries promptly. It's a peaceful and accommodating venue."
The price is SAR 1,431
SAR 3,660 total
includes taxes & fees
20 Jum. I - 21 Jum. I
Spacious home Featuring a hot tub, fire pit, fireplace and more!
The rear of the house faces the lake. Our dock provides easy boat access.
Beautiful N. Adams-Williamstown Lake House-With Sat.-Sat. Stays in July & Aug
10.0 out of 10, Exceptional, (84)
"This was the best time away from home we ever had. The cottage and the lake are so peaceful and beautiful. The hosts were kind and helpful thru the hole planning stage. We hope to visit again next year....and one special thing we will never forget is the wonderful quiet..."
Beautiful N. Adams-Williamstown Lake House-With Sat.-Sat. Stays in July & Aug
Private kitchen
Shelburne Falls, Blue on South; Modern, Country, Style.
10.0 out of 10, Exceptional, (11)
"We had a good time."
Shelburne Falls, Blue on South; Modern, Country, Style.
Welcome to Vermont!
Almost Heaven! Vermont wonderland w/ 25 Acres to Explore--Stunning Views!
9.8 out of 10, Exceptional, (104)
"Some friends and I had a wonderful stay at this cabin. A beautiful property with great character and everything we needed for a comfortable stay. We especially loved the wood burning stove and abundant firewood! Would definitely stay again"
Almost Heaven! Vermont wonderland w/ 25 Acres to Explore--Stunning Views!
Living area
Lovely 2nd Floor Apartment
10.0 out of 10, Exceptional, (2)
"This was our second stay at David’s property. So clean and welcoming! Quiet, in a residential neighborhood and just what we needed while visiting the area. Thank you David!"
The price is SAR 446
SAR 750 total
includes taxes & fees
21 Jum. I - 22 Jum. I
Lovely 2nd Floor Apartment
Hawley Vacation Rental | 1BR | 1BA | 738 Sq Ft | 4 Steps to Enter
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
8.0 out of 10, Very Good, (1)
"We had a great stay and really enjoyed the location. It was peaceful and quiet. The perfect spot for us to enjoy the local small towns and hikes."
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
Stratton Vacation Rental | 4BR | 2BA | 2,000 Sq Ft | Stairs Required
Storybook Stratton House: 3 Mi to Mount Snow!
9.8 out of 10, Exceptional, (7)
"Overall the house was great. Exactly as advertised"
Storybook Stratton House: 3 Mi to Mount Snow!
Exterior
The Mohawk Cabin @ Wigwam Western Summit
10.0 out of 10, Exceptional, (2)
"Lee, the host, is the most hospitable person I’ve come across in Vrbo. She has such a passion for what she’s doing and she pours all her love into her guests. The cabins are remodeled and squeaky clean!"
The price is SAR 773
SAR 1,437 total
includes taxes & fees
20 Jum. I - 21 Jum. I
The Mohawk Cabin @ Wigwam Western Summit
Winhall Vacation Rental | 4BR | 4BA | 4,121 Sq Ft | Stairs Required
Winhall Home w/ Deck + Views, 6 Mi to Ski Slopes!
10.0 out of 10, Exceptional, (2)
"My family loved staying at the Winhall property. The house was beautiful and extremely cozy. The guest contacts were accommodating and friendly. We are already planning our next trip!"
Winhall Home w/ Deck + Views, 6 Mi to Ski Slopes!
West Dover Vacation Rental | 5BR | 3BA | 3,365 Sq Ft | Stairs Required
West Dover Home w/ Deck, Grill & EV Outlet
9.8 out of 10, Exceptional, (16)
"Long weekend ski trip to Mt. Snow with three families. Layout of bedrooms and living spaces was perfect. Location to Mt. Snow and area market and restaurants was also perfect. We’ll be back."
West Dover Home w/ Deck, Grill & EV Outlet
Game room
5 miles to Stratton! Family-friendly with game room and deck!
9.0 out of 10, Wonderful, (2)
"This is an extremely well laid out house for a family to enjoy. There is plenty of spaces for everyone to spread out and find a nook to enjoy. And the fun old school video games made for great family fun. You are minutes from Stratton and yet you don't feel like you're bound to the ski world. They certainly put their attention on every detail---this is not a garage sale remodel."
The price is SAR 1,500
SAR 2,830 total
includes taxes & fees
20 Jum. I - 21 Jum. I
5 miles to Stratton! Family-friendly with game room and deck!
Three Bedroom home with loft
Three Bedroom home with loft
Home base at Mount Snow
10.0 out of 10, Exceptional, (5)
"Nice well maintained 70s style house, great location , highly recommend."
Home base at Mount Snow
Dover Vacation Rental | 3BR | 2BA | 1,250 Sq Ft | Stairs to Access
Relaxing Mountain Refuge: 4 Miles to Mt Snow!
10.0 out of 10, Exceptional, (6)
"This unit was so clean and well cared for. We felt right at home! And so close to both Mt Snow and all of the restaurants in Wilmington. We really enjoyed our stay and plan to return again."
Relaxing Mountain Refuge: 4 Miles to Mt Snow!
Living area
Spacious Family getaway near Magic Mountain, VT
9.4 out of 10, Exceptional, (3)
"Perfect house for family with kids ! Plenty of room for three families !"
Spacious Family getaway near Magic Mountain, VT
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See all available properties in Brattleboro
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.

Other property types in Brattleboro

Green River Cottage
Cozy Cottage Along Idyllic Green River
10.0 out of 10, Exceptional, (33)
"Charming house with everything we needed!"
Cozy Cottage Along Idyllic Green River
Interior detail
Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!
10.0 out of 10, Exceptional, (11)
"Beautiful home with everything that we needed. Short drive to Landmark College to see our daughter and close to Brattleboro shopping and restaurants. The river was also wonderful to wake up to. Highly recommend! "
Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!
Dummerston Vacation Rental | 2BR | 1BA | 850 Sq Ft | Steps Required
Cozy Falls Brook Cabin: Hike & Swim On-Site!
10.0 out of 10, Exceptional, (4)
"What a beautiful clean cabin nestled next to a brook with lots of hiking paths to explore. Centrally located to several ski resorts. Matt was the most excellent host! I look forward to returning during other seasons!"
Cozy Falls Brook Cabin: Hike & Swim On-Site!
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.

Recent reviews of Brattleboro hotels
Expedia verified reviews

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

5/5 Excellent
"Excellent space convenient location"
A verified traveler from West Roxbury stayed at Courtyard by Marriott Keene Downtown
Posted 3 days ago
Courtyard by Marriott Keene Downtown