Brattleboro Chalets

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Chalets in Brattleboro

Beautiful- Ski/Golf home, Hot tub, mins to MTN

Wilmington VT

With a stay at this chalet in Wilmington, you'll be a 1-minute drive from Green Mountain National Forest and 7 minutes from North Branch Deerfield River.

Hot Tub

Kitchen

Sunny Chalet Nestled in the Woods of Ashfield

Ashfield MA

Located in Ashfield, this chalet is on the waterfront, within a 5-minute drive of Steady Lane/Hill Cemetery and Ashfield Lake.

Kitchen

Washer

Skybarn Vermont | Pool, 100-Mile Views, Historic Barn

West Dover VT

When you stay at this chalet in East Dover, you'll be in the mountains, just steps from Green Mountain National Forest and a 3-minute drive from Dover Free Library.

Pool

Kitchen

The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

Wardsboro VT

$454 nightly

$513 total

Sep 24 - Sep 25

Total with taxes and fees

Located in Wardsboro, this chalet is within a 15-minute drive of Green Mountain National Forest and Mount Snow.

Washer

Dryer

10 min from Stratton! Log Cabin w/ Beautiful Views

South Londonderry VT

When you stay at this chalet in South Londonderry, you'll be in the mountains, within a 15-minute drive of Green Mountain National Forest and Stratton Mountain Resort.

Kitchen

Washer

Comfy chalet near town, lake, skiing and hiking

Wilmington VT

With a stay at this chalet in Wilmington, you'll be on a lake, within a 10-minute drive of Green Mountain National Forest and South Main Street.

Kitchen

Washer

Two Bedroom Chalet, Charming, Quiet, River Front

Jamaica VT

With a stay at this chalet in Jamaica, you'll be on a river, within a 10-minute drive of Green Mountain National Forest and Margie's Muse Handweaving & Gallery.

Kitchen

Free WiFi

Stratton Mountain Ski Chalet: Hot Tub, Gameroom, Firepit, Grill, EV & Pond Views

Winhall VT

When you stay at this chalet in Bondville, you'll be in the mountains, a 1-minute drive from Green Mountain National Forest and 9 minutes from Stratton Mountain Resort.

Hot Tub

Kitchen

The Davis Hill House - 4BR, Hot Tub, Privacy & 8 Min to Mount Snow

Wilmington VT

Located in Wilmington, this chalet is within a 15-minute drive of Green Mountain National Forest and Mount Snow.

Hot Tub

Kitchen

Cozy 3 bedroom 2 bathroom chalet centrally located in Southern Vermont.

Windham VT

With a stay at this chalet in West Townshend, you'll be within a 15-minute drive of Townshend State Park and Lowell Lake State Park.

Kitchen

Washer

Chalet Mount Snow/Stratton Skiing/hiking

East Dover VT

$364 nightly

$412 total

Sep 27 - Sep 28

Total with taxes and fees

With a stay at this chalet in East Dover, you'll be in the mountains, within a 10-minute drive of Green Mountain National Forest and Dover Town Hall.

Kitchen

Washer

Shuttle to Village/lifts! .5 miles to base! Cozy Chalet!

Winhall VT

When you stay at this chalet in Bondville, you'll be in the mountains, just steps from Green Mountain National Forest and 10 minutes by foot from Stratton Mountain Resort.

Pool

Hot Tub

Don't see what you're looking for?

See all available properties in Brattleboro

View all properties

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.