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Search results; Over 1,000 homes in Windham

Apartment in Windham
4.Special long term prices - escape the City!
2 bedrooms, 2 beds, 1 private bathroom
26–31 Jul
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4.73 out of 5 average rating, 78 reviews
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
24–29 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
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
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
Flat in Prattsville
Cozy Cabin Comfort in the Catskills
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Windham
4 bedrooms, 7 beds, 2 bathrooms
3–8 Aug
Top 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
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 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
Top guest favourite
Home in Windham
Family-ready retreat, games and BBQ
5.0 out of 5 average rating, 52 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
21–26 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
30 Aug – 4 Sept
Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
New place to stay, 5 bedrooms, 8 beds, 5.5 bathrooms
22–27 Jul
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
21–26 Jul
Guest favourite
Apartment in Windham
Slope Side Luxe | Views, Decks, Walk to Mtn & Town
4.98 out of 5 average rating, 44 reviews, 5 bedrooms, 8 beds, 5.5 bathrooms
22–27 Jul
Apartment in Windham
1/2 Mi to Windham Mtn: Main Street Condo
4.75 out of 5 average rating, 36 reviews, 2 bedrooms, 2 beds, 2 bathrooms
3–8 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
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