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Search results; Over 1,000 homes in Windham

Guest favourite
Home in Windham
Cozy Catskills Escape w/Hot Tub & Firepit
4 bedrooms, 6 beds, 2.5 private bathrooms
2–7 Oct
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4.89 out of 5 average rating, 143 reviews
Top guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
5 bedrooms, 9 beds
7–12 Sept
4.98 out of 5 average rating, 93 reviews
Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms, 3 beds
25–30 Aug
4.98 out of 5 average rating, 191 reviews
Top guest favourite
Cabin in Windham
Cozy Creekside Cabin | 5 Mins to Windham Mt!
3 bedrooms, 4 beds
7–12 Sept
4.95 out of 5 average rating, 225 reviews
Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
2 beds
23–28 Aug
4.99 out of 5 average rating, 74 reviews
Farm stay in Acra
Idyllic 1850 farmhouse near Hudson and Catskills
5 bedrooms, 7 beds
18–23 Oct
New place to stay
Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds
30 Aug – 4 Sept
4.97 out of 5 average rating, 181 reviews
Top guest favourite
Chalet in Windham
Luxe Lodge w/ Mt View | Hot Tub, Fire Pit, Game Rm
5 bedrooms, 9 beds
21–26 Aug
4.98 out of 5 average rating, 173 reviews
Top guest favourite
Home in Windham
Modern Forest Retreat with Hot Tub and Sauna
4 bedrooms, 8 beds
23–28 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Jewett
Mountain house w/ Scandinavian BBQ hut Spa & more!
3 bedrooms, 4 beds
30 Aug – 4 Sept
4.94 out of 5 average rating, 226 reviews
Top guest favourite
Home in Windham
Family-ready retreat, games and BBQ
3 bedrooms, 6 beds
19–24 Aug
5.0 out of 5 average rating, 54 reviews
Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds
24–29 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Chalet in Windham
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven
4 bedrooms, 10 beds
13–18 Sept
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Cabin in Windham
Catskills Designer Retreat near Hiking + Swimming
4 bedrooms, 4 beds
14–19 Sept
4.97 out of 5 average rating, 139 reviews
Guest favourite
Townhouse in Windham
Mill House 2 | 3BD + 3.5 Bath Catskills Retreat
3 bedrooms, 5 beds
20–25 Aug
4.92 out of 5 average rating, 76 reviews
Guest favourite
Home in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
6 bedrooms, 6 beds
19–24 Aug
4.97 out of 5 average rating, 31 reviews
Guest favourite
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Windham
4 bedrooms, 7 beds
6–11 Sept
5.0 out of 5 average rating, 5 reviews
Home in Windham
Modern Cozy Townhome in Windham
2 bedrooms, 3 beds
19–24 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Jewett
Private 5.5 Acres in Pines | Hot Tub + Fire Pit
3 bedrooms, 3 king beds
8–13 Sept
5.0 out of 5 average rating, 10 reviews