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Search results; Over 1,000 homes in Windham

Top guest favourite
Home in Windham
Private cabin in the Catskills
2 bedrooms, 2 beds, 1 private bathroom
7–12 Aug
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5.0 out of 5 average rating, 410 reviews
Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
2 beds, 1 bathroom
20–25 Jul
4.99 out of 5 average rating, 70 reviews
Top guest favourite
Home in Windham
Cozy Modern: Views, 3 min ski, fire pit, game room
3 bedrooms, 5 beds, 2 bathrooms
26–31 Jul
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Cabin in Round Top
Contemporary Cabin in Catskill Mountains
2 bedrooms, 2 queen beds, 2.5 bathrooms
20–25 Sept
4.99 out of 5 average rating, 169 reviews
Guest favourite
Home in Hensonville
Spacious Townhome for an Upstate getaway!
2 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 12 reviews
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Town
4 bedrooms, 7 beds, 2 bathrooms
3–8 Aug
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
Home in Windham
Modern Forest Retreat with Hot Tub and Sauna
4 bedrooms, 8 beds, 3 bathrooms
26–31 Jul
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Windham
Small house, Windham, NY
2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
4.96 out of 5 average rating, 228 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
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
Guest favourite
Townhouse in Windham
Secluded and Scenic Large Townhouse
3 bedrooms, 7 beds, 2.5 bathrooms
20–25 Jul
4.94 out of 5 average rating, 51 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
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 Hunter
Modern House with Mountain View @Getawind
2 bedrooms, 3 beds, 2 bathrooms
28 Jul – 2 Aug
4.96 out of 5 average rating, 218 reviews
Guest favourite
Home in Jewett
Mountain house w/ Scandinavian BBQ hut Spa & more!
3 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
4.94 out of 5 average rating, 222 reviews
Guest favourite
Home in Jewett
Sweet cottage near Hunter Mountain
3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
4.9 out of 5 average rating, 103 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
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