Brattleboro Cottages

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

Cottages in Brattleboro

Brookside cottage near the mountains and outdoor recreation

Readsboro VT

$212 nightly

$237 total

Jun 18 - Jun 19

Total with taxes and fees

Located in Readsboro, this cottage is on a river, within a 10-minute drive of Readsboro Town Hall and Readsboro Community Library.

Kitchen

Pet friendly

Lake life at Woodford Cottage

Bennington VT

When you stay at this cottage in Bennington, you'll be on a river, just steps from Green Mountain National Forest and a 3-minute drive from Prospect Mountain Nordic Ski Center.

Kitchen

Dryer

Cavalier Cottage B&B

236 East Oxbow Road Shelburne Falls MA

Located in Shelburne Falls, this cottage is on the riverwalk, a 4-minute drive from Deerfield River and 8 minutes from Bald Mountain Pottery.

Breakfast included

Kitchen

Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow

Newfane VT

Located in Newfane, this cottage is in a rural location, a 3-minute drive from Rock River Preserve and 7 minutes from West River.

Kitchen

Washer

West Dover Home - 3 Miles to Mount Snow Resort!

West Dover VT

With a stay at this cottage in West Dover, you'll be a 1-minute drive from Green Mountain National Forest and 6 minutes from Mount Snow.

Kitchen

Washer

Rare new Home on Lake Whitingham. Semi-priv beach

Wilmington VT

When you stay at this cottage in Wilmington, you'll be on the waterfront, just steps from Harriman Reservoir and Deerfield River.

Kitchen

Washer

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

Chester VT

Located in Chester, this cottage is within a 15-minute drive of Vermont Country Store and DaVallia Art & Accents.

Kitchen

Washer

Perfect for a peaceful get away in clean fresh Vermont air!

Woodford VT

$366 nightly

$410 total

Jun 30 - Jul 1

Total with taxes and fees

You'll be centrally located in Bennington with a stay at this cottage, steps from Green Mountain National Forest and within a short 2-minute drive from Prospect Mountain Nordic Ski Center.

Kitchen

Dryer

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Woodford VT

When you stay at this cottage in Bennington, you'll be on the waterfront, just steps from Green Mountain National Forest and a 1-minute drive from Prospect Mountain Nordic Ski Center.

Parking available

Barbecue grill

Near Hiking & Skiing: Home in Wilmington!

Wilmington VT

With a stay at this cottage in Wilmington, you'll be steps from Green Mountain National Forest and a 3-minute drive from North Branch Deerfield River.

Pool

Kitchen

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Walpole NH

$269 nightly

$292 total

Jun 16 - Jun 17

Total with taxes and fees

Located in Walpole, this cottage is in a rural location, within a 10-minute drive of Connecticut River and Walpole Artisans Cooperative.

Kitchen

Air conditioning

Historic Home w/ Modern Updates on < 4 Acres

Royalston MA

With a stay at this cottage in Royalston, you'll be within a 5-minute drive of Royalston State Forest and Royalston Falls.

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.