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Search results; Over 1,000 homes in Windham

Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds, 3.5 private bathrooms
30 Aug – 4 Sept
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4.97 out of 5 average rating, 181 reviews
Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms, 3 beds, 2 bathrooms
11–16 Aug
4.98 out of 5 average rating, 189 reviews
Top guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
5 bedrooms, 9 beds, 4.5 bathrooms
17–22 Aug
4.98 out of 5 average rating, 89 reviews
Guest favourite
Home in Windham
The Mad Brook House | Walk to Main St, Windham
2 bedrooms, 3 beds, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Farm stay in Windham
"THE PAINTED COW" 5 acre farm in the mountains!!
6 bedrooms, 10 beds, 3 bathrooms
10–15 Aug
4.99 out of 5 average rating, 107 reviews
Guest favourite
Chalet in Town of Gilboa
Luxurious Chalet w/ Incredible Views on 20+ Acres
3 bedrooms, 4 beds, 2 bathrooms
25–30 Aug
4.98 out of 5 average rating, 204 reviews
Guest favourite
Guest house in Windham
Alpine Chalet on Spectacular Property
1 bedroom, 2 queen beds, 1 bathroom
6–11 Sept
4.98 out of 5 average rating, 198 reviews
Guest favourite
Apartment in Windham
5-Star Lux Condo: Ski-In/Out, Heated Pool, Hot Tub
4 bedrooms, 7 beds, 4 bathrooms
6–11 Aug
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Home in Jewett
Private Zen Retreat Minutes to Hunter & Windham
3 bedrooms, 3 king beds, 3 bathrooms
5–10 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Windham
Private cabin in the Catskills
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 413 reviews
Guest favourite
Home in Hensonville
Spacious Townhome for an Upstate getaway!
2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 13 reviews
Guest favourite
Treehouse in Lanesville
Edgewood Catskills - Treehouse Cabin
1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Chalet in Windham
Velvet Timber Haus | HotTub, Sauna, Firepit, Games
7 bedrooms, 11 beds, 3.5 bathrooms
25–30 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Townhouse in Windham
Windham Mountain Village 2 bedroom townhouse
3 bedrooms, 7 beds, 2 bathrooms
18–23 Aug
4.9 out of 5 average rating, 136 reviews
Top guest favourite
Townhouse in Windham
Cheerful and Cozy 2 bedroom home in Windham
2 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
4.98 out of 5 average rating, 57 reviews
Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
2 beds, 1 bathroom
22–27 Aug
4.99 out of 5 average rating, 72 reviews
Top guest favourite
Cabin in Windham
Catskills Designer Retreat near Hiking + Swimming
4 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
4.97 out of 5 average rating, 139 reviews
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Windham
4 bedrooms, 7 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Tiny home in Cairo
Cozy Tiny Home Near East Durham & Windham
2 beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 31 reviews