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Search results; Over 1,000 homes in Windham

Guest favourite
Guest suite in Windham
Cozy Cabin Condo by the Mountain, 5mins to skiing!
1 bedroom, 2 beds, 1 private bathroom
2–7 Aug
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4.92 out of 5 average rating, 125 reviews
Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
2 beds, 1 bathroom
19–24 Jul
4.99 out of 5 average rating, 69 reviews
Top guest favourite
Townhouse in Windham
Mountain View Condo • Windham
2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
4.98 out of 5 average rating, 49 reviews
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Town
4 bedrooms, 7 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms, 3 beds, 2 bathrooms
29 Jul – 3 Aug
4.98 out of 5 average rating, 187 reviews
Guest favourite
Home in Hensonville
Spacious Townhome for an Upstate getaway!
2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Windham
Mountain Escape 5 Minutes to Ski Resort
3 bedrooms, 5 beds, 2 bathrooms
27 Jul – 1 Aug
4.98 out of 5 average rating, 48 reviews
Top guest favourite
Home in Windham
Modern Forest Retreat with Hot Tub and Sauna
4 bedrooms, 8 beds, 3 bathrooms
19–24 Jul
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Jewett
Mountain house w/ Scandinavian BBQ hut Spa & more!
3 bedrooms, 4 beds, 3 bathrooms
30 Aug – 4 Sept
4.94 out of 5 average rating, 222 reviews
Guest favourite
Guest house in Windham
Little Bear’s Cottage Great location, cozy & cute
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
4.97 out of 5 average rating, 115 reviews
Guest favourite
Cabin in Windham
Catskills Designer Retreat near Hiking + Swimming
4 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
4.97 out of 5 average rating, 135 reviews
Top guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
5 bedrooms, 9 beds, 4.5 bathrooms
1–6 Aug
4.98 out of 5 average rating, 84 reviews
Flat in Prattsville
Cozy Cabin Comfort in the Catskills
2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Apartment in Windham
Slope Side Luxe | Views, Decks, Walk to Mtn & Town
5 bedrooms, 8 beds, 5.5 bathrooms
18–23 Jul
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Chalet in Windham
Blue Spruce Chalet — Hot Tub, Pet Friendly
3 bedrooms, 6 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 65 reviews
Home in Windham
Luxury Windham Retreat | Hot tub + Mtn Views
5 bedrooms, 8 beds, 4.5 bathrooms
22–27 Jul
New place to stay
Guest favourite
Home in Windham
The Mad Brook House | Walk to Main St, Windham
2 bedrooms, 3 beds, 1 bathroom
22–27 Jul
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Hunter
Modern House with Mountain View @Getawind
2 bedrooms, 3 beds, 2 bathrooms
28 Jul – 2 Aug
4.96 out of 5 average rating, 217 reviews
Apartment in Windham
1/2 Mi to Windham Mtn: Main Street Condo
2 bedrooms, 2 beds, 2 bathrooms
3–8 Aug
4.75 out of 5 average rating, 36 reviews