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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
Guest favourite
Townhouse in Windham
Cheerful and Cozy 2 bedroom home in Windham
2 bedrooms, 4 beds
31 Aug – 5 Sept
4.98 out of 5 average rating, 59 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, 190 reviews
Top guest favourite
Cabin in Round Top
Contemporary Cabin in Catskill Mountains
2 bedrooms, 2 queen beds
7–12 Sept
4.99 out of 5 average rating, 175 reviews
Guest favourite
Chalet in Town of Gilboa
Luxurious Chalet w/ Incredible Views on 20+ Acres
3 bedrooms, 4 beds
25–30 Aug
4.98 out of 5 average rating, 205 reviews
Guest favourite
Home in Windham
The Mad Brook House | Walk to Main St, Windham
2 bedrooms, 3 beds
18–23 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Treehouse in Lanesville
Edgewood Catskills - Treehouse Cabin
1 bedroom, 1 bed
11–16 Oct
5.0 out of 5 average rating, 11 reviews
Guest favourite
Room in Windham
Windham Cottage - Batavia Room
1 king bed
9–14 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Guest house in Windham
Alpine Chalet on Spectacular Property
1 bedroom, 2 queen beds
6–11 Sept
4.98 out of 5 average rating, 198 reviews
Top guest favourite
Townhouse in Windham
Windham Mountain Village 2 bedroom townhouse
3 bedrooms, 7 beds
31 Aug – 5 Sept
4.9 out of 5 average rating, 136 reviews
Top guest favourite
Home in Windham
Small house, Windham, NY
2 bedrooms, 3 beds
9–14 Aug
4.97 out of 5 average rating, 230 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, 90 reviews
Apartment in Windham
1/2 Mi to Windham Mtn: Main Street Condo
2 bedrooms, 2 beds
23–28 Sept
4.76 out of 5 average rating, 37 reviews
Top guest favourite
Cabin in Windham
Catskills Designer Retreat near Hiking + Swimming
4 bedrooms, 4 beds
17–22 Aug
4.97 out of 5 average rating, 139 reviews
Superhost
Apartment in Windham
WindhamWay MainSTREET Retreat*5 min to the Slopes
2 bedrooms, 4 beds
31 Aug – 5 Sept
Top guest favourite
Home in Windham
Private cabin in the Catskills
2 bedrooms, 2 queen beds
16–21 Aug
5.0 out of 5 average rating, 414 reviews
Guest favourite
Chalet in Windham
A Windham Chalet for All Seasons
4 bedrooms, 9 beds
21–26 Aug
4.96 out of 5 average rating, 139 reviews
Guest favourite
Home in Hensonville
Spacious Townhome for an Upstate getaway!
2 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in East Jewett
Creekside Couple's Retreat w/Hot tub, Sauna & More
1 bedroom, 2 beds
5–10 Dec
4.99 out of 5 average rating, 144 reviews