Cottages in Windham County

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Top Cities in Windham County

Our top choices for Windham County cottages

8.6 out of 10, Excellent, (66 reviews)
"A beautiful, cozy home. My dog loved it too!"
United States
Julia S.
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
9.4 out of 10, Exceptional, (14 reviews)
"Convenient location for the event and places we wanted to visit!"
United States
Joe A.
Vermont Country Cottage (Near Village)
10.0 out of 10, Exceptional, (20 reviews)
"The house is absolutely beautiful - Check in super easy"
United States
Dawn J.
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
3.0 star property
Family Winter Retreat w/ Hot Tub: 14 Mi to Slopes!
10.0 out of 10, Exceptional, (7 reviews)
"Very nice place."
United States
michael r.
Rare new Home on Lake Whitingham. Semi-priv beach
3.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Great location and awesome house. Owners were easy to communicate with. "
United States
Anonymous traveler
Wilmington Retreat Near Trails, Skiing & Festivals
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"Great winter gateaway at the mountains, close to mount snow, closed garage, lots of space and an authentic Vermont house. Indoor garage."
United States
sahin
10 Mi to Mt Snow! Grand Estate Built to Entertain
9.6 out of 10, Exceptional, (70 reviews)
"We loved the location of the house. Beautiful views, nice deck. It was raining during our stay so we weren't able to enjoy grill or the deck. The location was good for our planned activities, leaf peeping. The host provided so much useful information which we really appreciated. We do not ski and were not there during that season, so we can't speak to that question. The cabin was clean enough. We would stay there again and we recommend the cabin."
United States
Anonymous traveler
Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow
10.0 out of 10, Exceptional, (3 reviews)
"Nice and cozy, just like the listing shows. Great host. "
United States
Kytalia B.
Cottage-7 min to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dogs OK
3.0 star property
Charming Putney Home: Porch, Grill & Hiking Trails
3.0 star property
3 Mi to Mount Snow: Spacious West Dover Home
3.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"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 ❤️"
United States
sarah
Hiking Trails On-site: Cozy Falls Brook Cabin
3.0 star property
Ski, Golf & Hike: Spacious Dover Retreat!
3.0 star property
2 Mi to Mt Snow: Warm & Cozy Family Winter Retreat
9.0 out of 10, Wonderful, (2 reviews)
"I loved our stay here! The place is incredibly cozy. It’s in a fantastic location with great dining options just a few miles away. Plus, there are several nearby hiking trails with stunning views. Perfect for anyone looking to enjoy great food and outdoor adventures. Highly recommend!"
United States
Anicia K.
Recently Renovated Cozy Cottage in Private Village On VT-100 (5-min to Mount Snow)
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"We had a truly wonderful stay. The cottage and property are beautiful, peaceful and very special. Great views! Our host thought of everything, it's very comfortable and lovely. Best place to stay in Southern Vermont! Don't miss the Tiny Bread Box on Saturdays; it's just up the road. We'll defiantly be back for another visit."
United States
gloria
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
3.0 star property
10.0 out of 10, Exceptional, (1 review)
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"Beautiful home. Great for a family get away. Hosts were top notch. I stay in rentals all the time for work and this was great. I will bring my grand kids next time. "
United States
Jeffrey
'john's Farmhouse in Mount Snow' on 120 Acres!
3.0 star property
Wilmington Vacation Rental Near Hiking and Skiing!
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"The house was everything we wanted and more. Loaded with space, kitchen supplies, comfort, a grill, gorgeous stone fireplace. The location on. sleepy back road in the woods was beautiful and quiet. The only complaint is that they make you take your trash with you when you go. There was a pass for the local dump which helped offset the inconvenience. Otherwise, A+"
United States
Mark
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
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 Windham County Hotel Reviews