West Brattleboro Holiday Rentals

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for West Brattleboro holiday rentals

Sauna
Wellness Getaway with a Personal Sauna, and Private River Beach!

Cabin in Newfane

Wellness Getaway with a Personal Sauna, and Private River Beach!
2.0 star property
10.0 out of 10, Exceptional, (2)
"The folks are SUPER and made me feel very welome"
United States
Mark
The price is HK$1,051
HK$1,987 total
includes taxes & fees
15 Jan - 16 Jan
Wellness Getaway with a Personal Sauna, and Private River Beach!
Interior
Lovely 2nd Floor Apartment

Holiday Home in Greenfield

Lovely 2nd Floor Apartment
10.0 out of 10, Exceptional, (46)
"Close to downtown, clean & comfortable!"
United States
Robbi C.
The price is HK$904
HK$1,566 total
includes taxes & fees
9 Jan - 10 Jan
Lovely 2nd Floor Apartment
2 bedrooms, desk, free WiFi
Cabin-7 minutes to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dog OK

Cabin in Jamaica

Cabin-7 minutes to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dog OK
2.0 star property
10.0 out of 10, Exceptional, (5)
"Great stay"
United States
Chelsea D.
The price is HK$939
HK$1,755 total
includes taxes & fees
4 Jan - 5 Jan
Cabin-7 minutes to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dog OK
Property grounds
Lake Whitingham & Mount Snow Area Village Apartment

Apartment in Whitingham

Lake Whitingham & Mount Snow Area Village Apartment
2.0 star property
10.0 out of 10, Exceptional, (1)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
United States
Anicia K.
The price is HK$1,090
HK$2,371 total
includes taxes & fees
3 Jan - 4 Jan
Lake Whitingham & Mount Snow Area Village Apartment
Fridge, microwave, oven, stovetop
Downtown Hot Tub Escape

Holiday Home in Keene

Downtown Hot Tub Escape
9.6 out of 10, Exceptional, (21)
"Good location for some event staff to stay while we were hosting a conference in town. Simple check-in/out. Would rent again."
United States
Jack P.
The price is HK$986
HK$2,150 total
includes taxes & fees
4 Jan - 5 Jan
Downtown Hot Tub Escape
Exterior
2 Twin beds on 1st floor with En-suite bathroom.

Apartment in Shelburne Falls

2 Twin beds on 1st floor with En-suite bathroom.
The price is HK$599
HK$1,269 total
includes taxes & fees
4 Jan - 5 Jan
2 Twin beds on 1st floor with En-suite bathroom.
Terrace/patio
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Chalet in Dover

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
9.8 out of 10, Exceptional, (22)
"Decently-sized rooms, great lighting, plenty of space for families with kids to relax, enjoy the outdoor space, easy drive to Stratton and Wilmington. "
United States
SZU YIN C.
The price is HK$1,547
HK$4,281 total
includes taxes & fees
4 Jan - 5 Jan
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Exterior
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Apartment in Dover

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
9.2 out of 10, Wonderful, (17)
"So cute and in such a great area! It was a perfect stay"
United States
Jaden F.
The price is HK$446
HK$2,404 total
includes taxes & fees
2 Feb - 3 Feb
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Exterior
Mountain Chalet mins from Mt Snow Skiing/hiking

Chalet in East Dover

Mountain Chalet mins from Mt Snow Skiing/hiking
9.8 out of 10, Exceptional, (9)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
The price is HK$790
HK$3,231 total
includes taxes & fees
5 Jan - 6 Jan
Mountain Chalet mins from Mt Snow Skiing/hiking
Exterior
Secluded Vermont Chalet w/ Sweeping Mountain Views

Holiday Home in Dover

Secluded Vermont Chalet w/ Sweeping Mountain Views
2.0 star property
The price is HK$1,059
HK$3,983 total
includes taxes & fees
5 Jan - 6 Jan
Secluded Vermont Chalet w/ Sweeping Mountain Views
Property grounds
Family Friendly Hilltop House In Putney Vermont

Holiday Home in Putney

Family Friendly Hilltop House In Putney Vermont
9.4 out of 10, Exceptional, (59)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
United States
Louis T.
The price is HK$1,292
HK$2,380 total
includes taxes & fees
5 Jan - 6 Jan
Family Friendly Hilltop House In Putney Vermont
Exterior
Vikings Villages Resort - Double Bed Room

Chalet in Guilford

Vikings Villages Resort - Double Bed Room
The price is HK$2,724
HK$3,324 total
includes taxes & fees
8 Jan - 9 Jan
Vikings Villages Resort - Double Bed Room
Interior
Stunning Glass House nestled in the Vermont wilderness!

Holiday Home in Guilford

Stunning Glass House nestled in the Vermont wilderness!
10.0 out of 10, Exceptional, (1)
"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 HK$1,253
HK$3,453 total
includes taxes & fees
19 Jan - 20 Jan
Stunning Glass House nestled in the Vermont wilderness!
Property grounds
Riverbend Berkshire East Basecamp - 3 bedrooms available

Holiday Home in Charlemont

Riverbend Berkshire East Basecamp - 3 bedrooms available
10.0 out of 10, Exceptional, (1)
"Very nice house and the stay was unproblematic!"
United States
Noah K.
The price is HK$1,245
HK$3,286 total
includes taxes & fees
3 Jan - 4 Jan
Riverbend Berkshire East Basecamp - 3 bedrooms available
TV, books
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Cottage in Walpole

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
10.0 out of 10, Exceptional, (8)
"Beautiful cozy cottage. Very clean. Wonderful host."
United States
Gloria A.
The price is HK$1,593
HK$1,897 total
includes taxes & fees
5 Jan - 6 Jan
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Fridge, microwave, oven, stovetop
14mi to Mt. Snow! Arcade, Private Suite, King Bed!

Holiday Home in Whitingham

14mi to Mt. Snow! Arcade, Private Suite, King Bed!
10.0 out of 10, Exceptional, (14)
"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 HK$2,708
HK$5,378 total
includes taxes & fees
2 Feb - 3 Feb
14mi to Mt. Snow! Arcade, Private Suite, King Bed!
Property grounds
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Condo in Dover

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
8.8 out of 10, Excellent, (32)
"Very nice accommodations and location!"
United States
Michael M.
The price is HK$849
HK$3,076 total
includes taxes & fees
1 Feb - 2 Feb
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Microwave, oven, stovetop
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

Chalet in Wardsboro

The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
10.0 out of 10, Exceptional, (4)
"Impressively clean house! The owners were great to deal with and very responsive. Would certainly recommend to anyone traveling in the area."
United States
Kristen T.
The price is HK$1,712
HK$4,107 total
includes taxes & fees
14 Jan - 15 Jan
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
Outdoor dining
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

Holiday Home in Keene

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
10.0 out of 10, Exceptional, (2)
"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 HK$1,642
HK$4,738 total
includes taxes & fees
13 Jan - 14 Jan
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
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 West Brattleboro Hotel Reviews

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"Good breakfast, great staff and very good location "
Valdeci 2-night trip
Posted 4 days ago
Hampton Inn Brattleboro

Find out more about West Brattleboro

Search for holiday rentals in West Brattleboro on Expedia! You can easily find your home rentals, villas, holiday apartments in West Brattleboro using one of the methods below:

  • View our selection of featured holiday rentals in West Brattleboro
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  • Enter your travel dates to view the best deals on holiday rentals in West Brattleboro while they last

Look no further and take a look at our great range of rental properties in West Brattleboro!

Frequently asked questions

Can I find holiday rentals in West Brattleboro?

Yes, there are holiday rentals close to the most popular sights in West Brattleboro, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that West Brattleboro has to offer?

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns: This holiday home rental outside of West Brattleboro is located on a river, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

What’s there to see and do in West Brattleboro?

While exploring the area, visit family-friendly sights like Brattleboro Bowl, or get outside and enjoy nature at Brattleboro Common. Other places in town to visit include Brattleboro Farmers' Market and Creamery Covered Bridge.

What’s a holiday rental in West Brattleboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in West Brattleboro. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family trips.