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Search results; Over 1,000 homes in Windham

Top guest favourite
Cabin in Windham
CozyCatskillChalet w/ Hot Tub (Catskill Mountains)
2 bedrooms, 3 beds, 1 private bathroom
19–24 Jul
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4.95 out of 5 average rating, 504 reviews
Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
4.99 out of 5 average rating, 69 reviews, 2 beds, 1 bathroom
19–24 Jul
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
4.98 out of 5 average rating, 187 reviews, 3 bedrooms, 3 beds, 2 bathrooms
29 Jul – 3 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
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
19–24 Jul
Top guest favourite
Townhouse in Windham
Mountain View Condo • Windham
4.98 out of 5 average rating, 49 reviews, 2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
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
19–24 Jul
Guest favourite
Guest house in Windham
Little Bear’s Cottage Great location, cozy & cute
4.97 out of 5 average rating, 115 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Guest favourite
Home in Jewett
Mountain house w/ Scandinavian BBQ hut Spa & more!
4.94 out of 5 average rating, 222 reviews, 3 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
Guest favourite
Cabin in Windham
Catskills Designer Retreat near Hiking + Swimming
4.97 out of 5 average rating, 135 reviews, 4 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
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
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
18–23 Jul
Top guest favourite
Chalet in Windham
Blue Spruce Chalet — Hot Tub, Pet Friendly
5.0 out of 5 average rating, 65 reviews, 3 bedrooms, 6 beds, 2 bathrooms
18–23 Jul
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
17–22 Aug
Guest favourite
Home in Hunter
Modern House with Mountain View @Getawind
4.96 out of 5 average rating, 217 reviews, 2 bedrooms, 3 beds, 2 bathrooms
28 Jul – 2 Aug
Guest favourite
Home in East Jewett
Europe in The Catskills
4.89 out of 5 average rating, 36 reviews, 4 bedrooms, 7 beds, 4 bathrooms
18–23 Jul
Top guest favourite
Cabin in Windham
Cozy Creekside Cabin | 5 Mins to Windham Mt!
4.94 out of 5 average rating, 215 reviews, 3 bedrooms, 4 beds, 1 bathroom
3–8 Sept
Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
5.0 out of 5 average rating, 38 reviews, 5 bedrooms, 8 beds, 4 bathrooms
19–24 Jul