A calm lake reflecting a forest with autumn foliage.

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Brattleboro holiday homes

A modern interior with large windows, a wooden ceiling, and a cozy seating area.

1. Stunning Glass House nestled in the Vermont wilderness!

Stunning Glass House nestled in the Vermont wilderness!
Guilford
9.4 out of 10, Exceptional, (3 reviews)
The price is £475
includes taxes & fees
24 Sept - 25 Sept
Stunning Glass House nestled in the Vermont wilderness!
A garden with purple flowers and a river in the background.

2. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (63 reviews)
"The house was all we expected. Very comfortable and ready for us when we arrived. It’s a bit out of the way, at the end of a private road, but quiet and secluded. Our host was attentive without being intrusive. She clearly wanted to make sure our stay met our expectations and was pleasant. All in all, a delightful way to visit Vermont!"
United States
Susan G.
The price is £207
includes taxes & fees
14 Sept - 15 Sept
Family Friendly Hilltop House In Putney Vermont
A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

3. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (64 reviews)
"Beautiful decor, cozy furnishings, comfy comfy beds, all the amenities we needed and more, such a perfect apartment. Great communication with the host. Lots of yummy restaurant options in the area. We loved staying here!"
United States
Christa B.
The price is £153
includes taxes & fees
10 Sept - 11 Sept
Lovely 2nd Floor Apartment

4. MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Wilmington
The price is £532
includes taxes & fees
3 Sept - 4 Sept
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
A modern kitchen with a wooden countertop, dark cabinets, and a large window.

5. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Keene
9.4 out of 10, Exceptional, (25 reviews)
"Amazing property and just what we needed for a recharging weekend!"
United States
Jackie D.
The price is £261
includes taxes & fees
3 Sept - 4 Sept
Modern Downtown Escape HotTub Fire Pit Games 12ppl
A hallway with wooden flooring, white walls, and a bed in the background.

6. Cozy private 2 bed apartment in Shelburne Falls

Cozy private 2 bed apartment in Shelburne Falls
Shelburne Falls
The price is £264
includes taxes & fees
14 Sept - 15 Sept
Cozy private 2 bed apartment in Shelburne Falls
A cozy interior with a wooden ceiling, a large window, and a table with chairs.

7. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Wilmington
10.0 out of 10, Exceptional, (19 reviews)
"Great place!"
United States
Jack & Heather G.
The price is £430
includes taxes & fees
14 Sept - 15 Sept
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

8. Private bed with En-suite bathroom Marigold Room

Private bed with En-suite bathroom Marigold Room
Shelburne Falls
The price is £163
includes taxes & fees
8 Sept - 9 Sept
Private bed with En-suite bathroom Marigold Room
An aerial view of a house surrounded by a forest with autumn foliage.

9. Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11

Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11
Whitingham
10.0 out of 10, Exceptional, (15 reviews)
"Great 2 family group vacation spot. Very clean and right in between great ski mountains"
United States
Jonathan
The price is £398
includes taxes & fees
3 Sept - 4 Sept
Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11
A modern kitchen with granite countertops, stainless steel appliances, and a central island.

10. 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, (4 reviews)
"Communication with the host was easy and the house was great. I would definitely book this home again if/when I come back to Keene."
United States
Jeremy S.
The price is £360
includes taxes & fees
14 Sept - 15 Sept
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
A modern kitchen with wooden countertops, a central island with stools, hanging pendant lights, and a chalkboard menu.

11. Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games
Colrain
10.0 out of 10, Exceptional, (53 reviews)
"This is the second time we have stayed at this property. It is very spacious, cozy, and clean. The beds are very comfortable. It had everything we needed "
United States
Staci M.
The price is £490
includes taxes & fees
3 Sept - 4 Sept
Spacious 5BR w/ Hot Tub & Games
A pathway through a forest with autumn leaves and a wooden bridge.

12. Summer Escape Near Lakes, Trails & Mt Snow

Summer Escape Near Lakes, Trails & Mt Snow
Dover
10.0 out of 10, Exceptional, (46 reviews)
"Lovely house - perfect for a ski trip!"
United States
Alexander H.
The price is £350
includes taxes & fees
3 Sept - 4 Sept
Summer Escape Near Lakes, Trails & Mt Snow
A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

13. 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
The price is £195
includes taxes & fees
13 Sept - 14 Sept
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
A wooden deck with two chairs and a table, overlooking a green landscape with a tree and hills.

14. Riverbend Berkshire East Basecamp - 3 bedrooms available

Riverbend Berkshire East Basecamp - 3 bedrooms available
Charlemont
10.0 out of 10, Exceptional, (8 reviews)
"Very nice house and the stay was unproblematic!"
United States
Noah K.
The price is £689
includes taxes & fees
9 Sept - 10 Sept
Riverbend Berkshire East Basecamp - 3 bedrooms available
A patio area with outdoor furniture, a small garden with purple flowers, and a white building in the background.

15. Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
Walpole
10.0 out of 10, Exceptional, (52 reviews)
"We had a very lovely stay. "
United States
mary c.
The price is £509
includes taxes & fees
3 Sept - 4 Sept
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
A four-poster bed with a grey bedspread, a wooden nightstand with a lamp, a wooden dresser, and a chair.

16. Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls

Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls
Walpole
10.0 out of 10, Exceptional, (6 reviews)
"A cozy little cottage on a beautiful property. Great for 4 adults or a small family "
United States
Sheilah Z.
The price is £288
includes taxes & fees
7 Sept - 8 Sept
Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls
A house with a deck, two Adirondack chairs, a glass-top table, and a barbecue grill.

17. 3 Mi to Mount Snow: Spacious West Dover Home

3 Mi to Mount Snow: Spacious West Dover Home
West Dover
10.0 out of 10, Exceptional, (1 review)
"All good. "
United States
ken g.
The price is £505
includes taxes & fees
3 Sept - 4 Sept
3 Mi to Mount Snow: Spacious West Dover Home
A modern two-story house with a front porch, a staircase, and a driveway.

18. 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, (30 reviews)
"House was perfect for a guys trip for skiing. Just as expected. Would stay again. "
United States
Michael A.
The price is £642
includes taxes & fees
9 Sept - 10 Sept
Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
A wooden staircase leading to a cabin with a balcony, surrounded by trees.

19. New England Lake View Chalet near Downtown Wilmington & Mt Snow l Pet Friendly

New England Lake View Chalet near Downtown Wilmington & Mt Snow l Pet Friendly
Wilmington
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful house and a terrific central location for all things outdoors."
United States
Alex B.
The price is £513
includes taxes & fees
4 Sept - 5 Sept
New England Lake View Chalet near Downtown Wilmington & Mt Snow l Pet Friendly
A wooden cabin with a balcony, surrounded by trees and a gravel driveway.

20. The Greylock Cabin

The Greylock Cabin
Florida
10.0 out of 10, Exceptional, (7 reviews)
"This is a beautiful cabin on an amazing property with a great view of Mt Greylock! Clean, comfortable, great location, communication with the owner was outstanding and questions were answered quickly. It all went smoothly and we highly recommend this property!"
United States
Margaret M.
The price is £366
includes taxes & fees
14 Sept - 15 Sept
The Greylock Cabin
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

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"The room was large and comfortable."
Virginia 3-night trip
Posted 10 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel

Find out more about Brattleboro

Brattleboro Holiday Homes information

Number of reviews
398
Accommodation
564 Holiday Homes
Lowest Price
£153
Highest Price
£689