Holiday Homes in Brattleboro

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Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 Jun - 21 Jun
In three months
17 Jul - 19 Jul
In four months
14 Aug - 16 Aug

Our top choices for Brattleboro holiday homes

Living area

Stunning Glass House nestled in the Vermont wilderness!

Stunning Glass House nestled in the Vermont wilderness!
Guilford
10.0 out of 10, Exceptional, (1 review)
"The Mirror house was just the perfect place for my wife and I to getaway and reconnect! The house itself was very clean, warm and beautifully decorated. The hot tub, sauna and upstairs “glass room” allowed us to feel as though we were at a spa allowing us to relax and spend time just being together. The natural views and “isolation” helped us to feel like it was just the two of us. This is an ideal place if you are looking to get away with the one you love."
United States
Grant D.
The price is €394
includes taxes & fees
12 May - 13 May
Stunning Glass House nestled in the Vermont wilderness!
Exterior

Clean & Convenient - Dogs stay free!

Clean & Convenient - Dogs stay free!
Brattleboro
The price is €496
includes taxes & fees
24 Apr - 25 Apr
Clean & Convenient - Dogs stay free!
Interior

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (53 reviews)
"Very clean, cozy and lots of nice plants! "
United States
Mary
The price is €176
includes taxes & fees
26 Apr - 27 Apr
Lovely 2nd Floor Apartment
Fridge, microwave, oven, stovetop

Modern Downtown Escape HotTub Fire Pit Games 12ppl

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Keene
9.2 out of 10, Wonderful, (23 reviews)
"Nice house in a nice location. "
United States
Rob B.
The price is €252
includes taxes & fees
26 Apr - 27 Apr
Modern Downtown Escape HotTub Fire Pit Games 12ppl
Property grounds

Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (59 reviews)
"The host and her daughter were lovely and kind and very quick with all communication."
United States
Susan O.
The price is €238
includes taxes & fees
26 Apr - 27 Apr
Family Friendly Hilltop House In Putney Vermont
Interior

Stratton Woods · Secluded Vermont Cabin Retreat

Stratton Woods · Secluded Vermont Cabin Retreat
Wardsboro
9.4 out of 10, Exceptional, (3 reviews)
"Cabin was wonderful!Thank you,The Katz Family "
United States
kim k.
The price is €478
includes taxes & fees
27 Apr - 28 Apr
Stratton Woods · Secluded Vermont Cabin Retreat
Interior

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Stratton
7.8 out of 10, Good, (58 reviews)
"Location was great, pool, hot tubs and sauna were great"
United States
Lin M.
The price is €210
includes taxes & fees
28 Apr - 29 Apr
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Exterior

14mi to Mt. Snow! Arcade, Private Suite, King Bed!

14mi to Mt. Snow! Arcade, Private Suite, King Bed!
Whitingham
10.0 out of 10, Exceptional, (14 reviews)
"Extended family of 10 stayed 6 nights and all had a great stay. Beds were comfortable, house was very clean with everything you need to enjoy yourself and was in good repair. "
United States
Jacklyn D.
The price is €434
includes taxes & fees
30 Apr - 1 May
14mi to Mt. Snow! Arcade, Private Suite, King Bed!
4 bedrooms, travel cot, Internet, bed sheets

Outdoor Adventure Hub! Family Home in West Dover

Outdoor Adventure Hub! Family Home in West Dover
West Dover
10.0 out of 10, Exceptional, (5 reviews)
"The house was just as listed. Everything we needed was there for us upon arrival. The host is amazing and was happy to welcome us in their home. We would definitely come back"
United States
Louis
The price is €456
includes taxes & fees
24 Apr - 25 Apr
Outdoor Adventure Hub! Family Home in West Dover
Fridge, microwave, oven, stovetop

Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games
Colrain
9.8 out of 10, Exceptional, (48 reviews)
"Our crew stayed here while working on a job in the area, they absolutely loved it, cleanliness was outstanding! Host provided great information about the area which was very helpful. Amenities are great! Would recommend 100% "
United States
Maureen A.
The price is €534
includes taxes & fees
27 Apr - 28 Apr
Spacious 5BR w/ Hot Tub & Games
TV

Florida Mountain Log Cabin

Florida Mountain Log Cabin
Florida
10.0 out of 10, Exceptional, (4 reviews)
"Place was super clean. Beds were comfortable. Location was great."
United States
Tristan e.
The price is €287
includes taxes & fees
5 May - 6 May
Florida Mountain Log Cabin
Exterior

Private bed with En-suite bathroom Marigold Room

Private bed with En-suite bathroom Marigold Room
Shelburne Falls
The price is €185
includes taxes & fees
24 Apr - 25 Apr
Private bed with En-suite bathroom Marigold Room
Dining

Charlemont Chalet - A 15 Acre Private Retreat

Charlemont Chalet - A 15 Acre Private Retreat
Charlemont
The price is €533
includes taxes & fees
27 Apr - 28 Apr
Charlemont Chalet - A 15 Acre Private Retreat
Exterior

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft
Jamaica
9.6 out of 10, Exceptional, (25 reviews)
"Absolutely a wonderful place to vacation. The house is comfortable and warming. The hosts went above and beyond to make our stay great and responded to our questions promptly. We will definitely rent again. "
United States
Lee Anna C.
The price is €731
includes taxes & fees
26 Apr - 27 Apr
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft
Fridge, oven, stovetop, dishwasher

Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
Londonderry
7.0 out of 10, Good, (2 reviews)
"I was "sold" & excited when I saw the pictures online bc the barn looked really neat. Although the barn was a neat concept, the pictures ARE NOT accurate, it is not as updated as pictured & it was VERY DISAPPOINTING. I now understand the non-refundable policy bc what you see online is definitely NOT what you walked into when you opened the door & they don't want to have to give people their back. Although we had fun, the accommodations were VERY misleading & disappointing. "
United States
Christine M.
The price is €429
includes taxes & fees
27 Apr - 28 Apr
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
Dining

Modern Mount Snow Gnarvana - Walk to Lodge & Lifts, Balcony, Loft

Modern Mount Snow Gnarvana - Walk to Lodge & Lifts, Balcony, Loft
Dover
10.0 out of 10, Exceptional, (26 reviews)
"Great location, clean. Easy to walk to magic carpet."
United States
Anonymous traveller
The price is €340
includes taxes & fees
24 Apr - 25 Apr
Modern Mount Snow Gnarvana - Walk to Lodge & Lifts, Balcony, Loft
Exterior detail

Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!

Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
Jamaica
9.6 out of 10, Exceptional, (29 reviews)
"EXCELLENT location managed by an amazing host who was very communicative and helpful!Hottub was perfect, plenty of sleeping and activities available at the house and in the immediate area (local food was AWESOME)."
United States
s w.
The price is €740
includes taxes & fees
27 Apr - 28 Apr
Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
Living area

Peaceful 2-bedroom house in Putney - walking distance from Landmark College

Peaceful 2-bedroom house in Putney - walking distance from Landmark College
Putney
The price is €329
includes taxes & fees
24 Apr - 25 Apr
Peaceful 2-bedroom house in Putney - walking distance from Landmark College
Fridge, microwave, oven, stovetop

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Keene
10.0 out of 10, Exceptional, (2 reviews)
"Thanks to Bill and Angela. We had a wonderful few days staying in your clean, quiet, and very comfortable home. We often choose VRBOs for our travels, whether in the U.S. or abroad—Freiburg, Paris, Bangkok—and this has truly been one of the best experiences.The highlight: this home is the most well-equipped place we’ve ever stayed in—everything we could possibly need was provided, and more. Complete in every way!On top of that, the location is perfect—close to shopping, hiking, fishing, and even...
United States
Xilin J.
The price is €409
includes taxes & fees
27 Apr - 28 Apr
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Smart TV, fireplace, books

5BR Berkshire Home Mins To The Mountain

5BR Berkshire Home Mins To The Mountain
Charlemont
10.0 out of 10, Exceptional, (3 reviews)
"What an amazing house to stay at! Tons of room, well equipped kitchen and a great location! "
United States
Jason F.
The price is €516
includes taxes & fees
27 Apr - 28 Apr
5BR Berkshire Home Mins To The Mountain
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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Top Brattleboro Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good
"Staff is always welcoming & accommodating. Had and issue with a noisy dog in the room below our room; when I notified the front desk, they tried to deal with it; when that failed, they were quite willing to move us to a different room. "
Nathaniel 1-night trip
Posted 2 days ago
Hotel Downstreet, an Ascend Collection Hotel

Find out more about Brattleboro

Brattleboro Holiday Homes information

Number of reviews
282
Accommodation
544 Holiday Homes
Lowest Price
€176
Highest Price
€740