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Cottages in Windham County
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Top Cities in Windham County
Brattleboro
Our top choices for Windham County cottages
Cottage in Wilmington
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly8.6 out of 10, Excellent, (64)
"Great location and super cute"
Jeff S.
Cottage in Chester
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly10.0 out of 10, Exceptional, (19)
"The house is absolutely beautiful - Check in super easy"
Dawn J.
Cottage in Londonderry
Vermont Country Cottage (Near Village)9.4 out of 10, Exceptional, (14)
"Convenient location for the event and places we wanted to visit!"
Joe A.
Cottage in Wilmington
Rare new Home on Lake Whitingham. Semi-priv beach10.0 out of 10, Exceptional, (6)
"Very nice place."
michael r.
Cottage in Wilmington
Near Hiking & Skiing: Home in Wilmington!10.0 out of 10, Exceptional, (1)
"Owner Brent was helpful and quick to respond to questions. The house is near Mount Snow great for skiing! Very nice place to stay, we will definitely stay again when booking for next year."
Donna
Cottage in West Wardsboro
Near Skiing & Hiking: Quiet Home in West Wardsboro
Cottage in Brattleboro
Hiking Trails On-site: Cozy Falls Brook Cabin10.0 out of 10, Exceptional, (2)
"This is exactly how it’s described- perfect cozy spot- babbeling brook to keep you company while sitting on the porch - fire pit for cozy evenings and cabin inside is perfection- cozy cozy cozy!! Matt was the perfect host and readily available- hoping to return!! 15 mins from farmers markets, covered bridges, shops, food, drinks and entertainment ❤️"
sarah
Cottage in Wilmington
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!10.0 out of 10, Exceptional, (1)
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.
Top Windham County Hotel Reviews
Comfort Inn & Suites Brattleboro I-91
10/10 Excellent
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