Brattleboro Cottages

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Cottages in Brattleboro

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Wilmington VT

With a stay at this cottage in Wilmington, you'll be near the beach, just a 1-minute walk from Lake Raponda and 12 minutes by foot from The Art of Humor Gallery.

Kitchen

Washer

Lake life at Woodford Cottage

Bennington VT

With a 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

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

Rare new Home on Lake Whitingham. Semi-priv beach

Wilmington VT

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

Kitchen

Washer

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

Woodford VT

With a 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

Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!

Charlemont MA

With a stay at this cottage in Charlemont, you'll be within a 15-minute drive of Deerfield River and Zoar Outdoor/Deerfield Valley Canopy Tours.

Kitchen

Washer

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.

Kitchen

Pet friendly

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

Near Skiing & Hiking: Quiet Home in West Wardsboro

West Wardsboro VT

With a stay at this cottage in West Wardsboro, you'll be within a 10-minute drive of Mount Snow and Green Mountain National Forest.

Kitchen

Washer

Quaint Massachusetts Home w/ Yard & Grill!

Gill MA

Located in Gill, this cottage is a 4-minute drive from Northfield Mount Hermon School and 5 minutes from Bernardston Town Hall.

Kitchen

Pet friendly

Charlemont Retreat on Chickley River w/ EV Charger

Charlemont MA

Located in Charlemont, this cottage is within a 15-minute drive of Zoar Outdoor/Deerfield Valley Canopy Tours and Berkshire East Ski Resort.

Kitchen

Washer

Hike & Swim On-site: Cozy Falls Brook Cabin

Brattleboro VT

When you stay at this cottage in Brattleboro, you'll be within a 10-minute drive of West River and Rock River Preserve.

Kitchen

Pet friendly

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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.