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Search results; Over 1,000 homes in Windham

Superhost
Boutique hotel in Windham
Eastwind Hotel & Bar - King Room
1 bedroom, 1 bed, No bathroom
2–7 Aug
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4.75 out of 5 average rating, 8 reviews
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Town
4 bedrooms, 7 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
4.99 out of 5 average rating, 70 reviews, 2 beds, 1 bathroom
20–25 Jul
Home in Windham
Luxury Windham Retreat | Hot tub + Mtn Views
New place to stay, 5 bedrooms, 8 beds, 4.5 bathrooms
22–27 Jul
Top guest favourite
Home in Windham
Cozy Modern: Views, 3 min ski, fire pit, game room
4.97 out of 5 average rating, 37 reviews, 3 bedrooms, 5 beds, 2 bathrooms
26–31 Jul
Guest favourite
Home in Hensonville
Spacious Townhome for an Upstate getaway!
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Home in Windham
Modern Forest Retreat with Hot Tub and Sauna
5.0 out of 5 average rating, 16 reviews, 4 bedrooms, 8 beds, 3 bathrooms
26–31 Jul
Top guest favourite
Cabin in Round Top
Contemporary Cabin in Catskill Mountains
4.99 out of 5 average rating, 169 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
20–25 Sept
Guest favourite
Cabin in Windham
Catskills Designer Retreat near Hiking + Swimming
4.97 out of 5 average rating, 136 reviews, 4 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
Guest favourite
Home in Windham
Mountain Escape 5 Minutes to Ski Resort
4.98 out of 5 average rating, 48 reviews, 3 bedrooms, 5 beds, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
4.98 out of 5 average rating, 187 reviews, 3 bedrooms, 3 beds, 2 bathrooms
29 Jul – 3 Aug
Guest favourite
Home in Windham
Small house, Windham, NY
4.96 out of 5 average rating, 228 reviews, 2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
Top guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
4.98 out of 5 average rating, 84 reviews, 5 bedrooms, 9 beds, 4.5 bathrooms
1–6 Aug
Guest favourite
Home in Jewett
Sweet cottage near Hunter Mountain
4.9 out of 5 average rating, 103 reviews, 3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Home in Hensonville
3BDR- Cozy Windham/Hunter Escape
4.96 out of 5 average rating, 53 reviews, 3 bedrooms, 8 beds, 2 bathrooms
26–31 Jul
Guest favourite
Home in Hunter
Modern House with Mountain View @Getawind
4.96 out of 5 average rating, 218 reviews, 2 bedrooms, 3 beds, 2 bathrooms
28 Jul – 2 Aug
Guest favourite
Home in Jewett
Mountain house w/ Scandinavian BBQ hut Spa & more!
4.94 out of 5 average rating, 223 reviews, 3 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
Top guest favourite
Cabin in Windham
Cozy Creekside Cabin | 5 Mins to Windham Mt!
4.94 out of 5 average rating, 216 reviews, 3 bedrooms, 4 beds, 1 bathroom
3–8 Sept
Guest favourite
Townhouse in Windham
Secluded and Scenic Large Townhouse
4.94 out of 5 average rating, 51 reviews, 3 bedrooms, 7 beds, 2.5 bathrooms
20–25 Jul