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Search results; Over 1,000 homes in Windham

Superhost
Apartment in Windham
Windham Condo
2 bedrooms, 3 beds, 2 private bathrooms
21–26 Jul
,
4.68 out of 5 average rating, 124 reviews
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
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
Top guest favourite
Cabin in Round Top
Contemporary Cabin in Catskill Mountains
4.99 out of 5 average rating, 168 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
20–25 Sept
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Town
4 bedrooms, 7 beds, 2 bathrooms
3–8 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
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
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
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
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
Top guest favourite
Cottage in Windham
Cozy Cottage Retreat Close to Main St/Windham Mtn
5.0 out of 5 average rating, 64 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 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
17–22 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
30 Aug – 4 Sept
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
Top guest favourite
Home in Windham
Small house, Windham, NY
4.96 out of 5 average rating, 227 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
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
Guest favourite
Cabin in Windham
The Windham A
4.94 out of 5 average rating, 35 reviews, 3 bedrooms, 3 bathrooms
26–31 Jul