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Search results; Over 1,000 homes in Windham

Guest favourite
Chalet in Windham
Beautiful Windham Ski/Summer House
4 bedrooms, 6 beds, 3 private bathrooms
12–17 Aug
,
4.88 out of 5 average rating, 194 reviews
Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms, 3 beds
13–18 Aug
4.98 out of 5 average rating, 191 reviews
Top guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
5 bedrooms, 9 beds
17–22 Aug
4.98 out of 5 average rating, 91 reviews
Place to stay in Windham
The Cottage - The Catskill Room
1 bedroom, 1 queen bed
16–21 Aug
New place to stay
Top guest favourite
Home in East Jewett
Creekside Couple's Escape w/ Hot Tub Sauna & More!
1 bedroom, 2 beds
28 Nov – 3 Dec
5.0 out of 5 average rating, 21 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
Modern Forest Retreat with Hot Tub and Sauna
4 bedrooms, 8 beds
23–28 Aug
5.0 out of 5 average rating, 16 reviews
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Windham
4 bedrooms, 7 beds
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Windham
Small house, Windham, NY
2 bedrooms, 3 beds
16–21 Aug
4.97 out of 5 average rating, 230 reviews
Top guest favourite
Home in Jewett
Bearadise - Escape w/ Hot Tub & Fireplace
3 bedrooms, 5 beds
15–20 Aug
4.94 out of 5 average rating, 100 reviews
Top guest favourite
Home in Windham
Family-ready retreat, games and BBQ
3 bedrooms, 6 beds
18–23 Aug
5.0 out of 5 average rating, 54 reviews
Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
2 beds
16–21 Aug
4.99 out of 5 average rating, 73 reviews
Top guest favourite
Townhouse in Windham
Mountain View Condo • Windham
2 bedrooms, 3 beds
16–21 Aug
4.98 out of 5 average rating, 54 reviews
Home in Windham
Modern Cozy Townhome in Windham
2 bedrooms, 3 beds
12–17 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Chalet in Windham
Velvet Timber Haus | HotTub, Sauna, Firepit, Games
7 bedrooms, 11 beds
7–12 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Jewett
Private 5.5 Acres in Pines | Hot Tub + Fire Pit
3 bedrooms, 3 king beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Prattsville
Cozy Cabin Comfort in the Catskills
2 bedrooms, 2 beds
16–21 Aug
4.83 out of 5 average rating, 12 reviews
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
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, 221 reviews