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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
22–27 Sept
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4.89 out of 5 average rating, 143 reviews
Top guest favourite
Cabin in Round Top
Contemporary Cabin in Catskill Mountains
2 bedrooms, 2 queen beds, 2.5 bathrooms
7–12 Sept
4.99 out of 5 average rating, 174 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
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
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
Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms, 3 beds, 2 bathrooms
12–17 Aug
4.98 out of 5 average rating, 189 reviews
Superhost
Apartment in Windham
WindhamWay MainSTREET Retreat*5 min to the Slopes
2 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
Guest favourite
Chalet in Windham
A Windham Chalet for All Seasons
4 bedrooms, 9 beds, 2 bathrooms
17–22 Aug
4.96 out of 5 average rating, 138 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
Top guest favourite
Home in Jewett
Mountain house w/ Scandinavian BBQ hut Spa & more!
3 bedrooms, 4 beds, 3 bathrooms
30 Aug – 4 Sept
4.94 out of 5 average rating, 226 reviews
Top guest favourite
Room in Windham
Cozy Studio in Downtown Windham
1 king bed, 1 bathroom
9–14 Aug
4.95 out of 5 average rating, 38 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
Top guest favourite
Townhouse in Windham
Windham Mountain Village 2 bedroom townhouse
3 bedrooms, 7 beds, 2 bathrooms
31 Aug – 5 Sept
4.9 out of 5 average rating, 136 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
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
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
Cabin in Jewett
HiddenCatskillsCabin•PrivateTrails•River•SwimHole
3 bedrooms, 3 queen beds, 2 bathrooms
23–28 Aug
4.98 out of 5 average rating, 101 reviews
Top guest favourite
Home in Windham
Cozy Modern: Views, 3 min ski, fire pit, game room
3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
4.97 out of 5 average rating, 37 reviews
Guest favourite
Apartment in Windham
Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub
4 bedrooms, 7 beds, 4 bathrooms
7–12 Aug
5.0 out of 5 average rating, 30 reviews