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Search results; Over 1,000 homes in Windham

Guest favorite
Townhouse in Windham
Skylights, fireplace, and mountain-view balcony
2 bedrooms, 2 beds, 2.5 private baths
Aug 14 – 19
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4.85 out of 5 average rating, 95 reviews
Top guest favorite
Townhouse in Windham
2 miles from Ski Windham, with fireplace
4.99 out of 5 average rating, 73 reviews, 2 beds, 1 bath
Aug 16 – 21
Top guest favorite
Cabin in Windham
Hot tub, fire pit, and fishing pond
4.98 out of 5 average rating, 191 reviews, 3 bedrooms, 3 beds, 2 baths
Aug 17 – 22
Top guest favorite
Chalet in Windham
Stargazing dome, hot tub, and sauna
4.98 out of 5 average rating, 91 reviews, 5 bedrooms, 9 beds, 4.5 baths
Aug 17 – 22
Top guest favorite
Home in Windham
Walk to restaurants, 5 min from mountain
4.97 out of 5 average rating, 230 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 16 – 21
Home in Windham
Modern townhome 5 minutes from Windham Mountain
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 2.5 baths
Aug 13 – 18
Top guest favorite
Home in Windham
Ski chalet with hot tub and sauna
5.0 out of 5 average rating, 16 reviews, 4 bedrooms, 8 beds, 3 baths
Aug 23 – 28
Top guest favorite
Townhouse in Windham
Mountain views and a wood-burning fireplace
4.98 out of 5 average rating, 54 reviews, 2 bedrooms, 3 beds, 2 baths
Aug 16 – 21
Top guest favorite
Home in East Jewett
Creekside cabin with hot tub and sauna
5.0 out of 5 average rating, 21 reviews, 1 bedroom, 2 beds, 1.5 baths
Nov 28 – Dec 3
Guest favorite
Townhouse in Windham
High ceilings and skylights near Windham Mountain
4.9 out of 5 average rating, 52 reviews, 3 bedrooms, 4 beds, 2 baths
Aug 16 – 21
Guest favorite
Home in Jewett
Modern retreat on 5.5 wooded acres
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 3 beds, 3 baths
Aug 30 – Sep 4
Top guest favorite
Home in Jewett
BBQ hut, hot tub, and sauna on 5 acres
4.94 out of 5 average rating, 226 reviews, 3 bedrooms, 4 beds, 3 baths
Aug 30 – Sep 4
Top guest favorite
Guest suite in Windham
Secluded mountain retreat with a fire pit
5.0 out of 5 average rating, 80 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 16 – 21
Top guest favorite
Cottage in Windham
Wood-burning fireplace near Windham Mountain
5.0 out of 5 average rating, 67 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 16 – 21
Top guest favorite
Home in Windham
Mountain views and a wood-burning stove
4.97 out of 5 average rating, 37 reviews, 3 bedrooms, 5 beds, 2 baths
Aug 16 – 21
Guest favorite
Townhouse in Windham
Wood-burning fireplace and a back-deck grill
4.98 out of 5 average rating, 59 reviews, 2 bedrooms, 4 beds, 2 baths
Aug 31 – Sep 5
Top guest favorite
Home in East Jewett
Creekside cabin with hot tub and sauna
4.99 out of 5 average rating, 144 reviews, 1 bedroom, 2 beds, 2.5 baths
Dec 5 – 10
Place to stay in Windham
Cottage on Main Street near the river
New place to stay, 1 bedroom, 1 bed, 1 bath
Aug 16 – 21
Home in Windham
Hot tub, fire pit, and mountain views
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 7 beds, 2 baths
Aug 23 – 28