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Search results; Over 1,000 homes in Windham

Flat in Windham
Downtown Studio-Balcony/Mt View 3-Bed Coffee area
Studio, 3 beds, 1 private bathroom
25–30 Jul
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4.78 out of 5 average rating, 154 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
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 Round Top
Contemporary Cabin in Catskill Mountains
2 bedrooms, 2 queen beds, 2.5 bathrooms
30 Aug – 4 Sept
4.99 out of 5 average rating, 168 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
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
Apartment in Windham
Slope Side Luxe | Views, Decks, Walk to Mtn & Town
5 bedrooms, 8 beds, 5.5 bathrooms
17–22 Jul
4.98 out of 5 average rating, 44 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
Top guest favourite
Cottage in Windham
Cozy Cottage Retreat Close to Main St/Windham Mtn
2 bedrooms, 2 king beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 64 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
Top 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, 227 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
Blue Spruce Chalet — Hot Tub, Pet Friendly
3 bedrooms, 6 beds, 2 bathrooms
18–23 Jul
5.0 out of 5 average rating, 65 reviews
Top guest favourite
Cabin in Jewett
HiddenCatskillsCabin•PrivateTrails•River•SwimHole
3 bedrooms, 3 queen beds, 2 bathrooms
17–22 Jul
4.98 out of 5 average rating, 101 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 Jewett
Sweet cottage near Hunter Mountain
3 bedrooms, 4 beds, 1 bathroom
17–22 Aug
4.9 out of 5 average rating, 103 reviews
Top guest favourite
Home in Hensonville
3BDR- Cozy Windham/Hunter Escape
3 bedrooms, 8 beds, 2 bathrooms
19–24 Jul
4.96 out of 5 average rating, 53 reviews
Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds, 3.5 bathrooms
17–22 Aug
4.97 out of 5 average rating, 179 reviews