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Search results; Over 1,000 homes in Windham

Guest favourite
Apartment in Windham
Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub
4 bedrooms, 7 beds, 4 private bathrooms
7–12 Aug
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5.0 out of 5 average rating, 30 reviews
Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms, 3 beds
12–17 Aug
4.98 out of 5 average rating, 189 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
Flat in Prattsville
Cozy Cabin Comfort in the Catskills
2 bedrooms, 2 beds
9–14 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Apartment in Windham
Hideaway Windham/Hunter Fireplace, Snow & Skiing
1 bedroom, 1 sofa bed
9–14 Aug
4.89 out of 5 average rating, 247 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
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
5 bedrooms, 9 beds
27 Aug – 1 Sept
4.98 out of 5 average rating, 89 reviews
Superhost
Apartment in Windham
WindhamWay MainSTREET Retreat*5 min to the Slopes
2 bedrooms, 4 beds
10–15 Aug
Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
2 beds
22–27 Aug
4.99 out of 5 average rating, 72 reviews
Top guest favourite
Townhouse in Windham
Mountain View Condo • Windham
2 bedrooms, 3 beds
18–23 Aug
4.98 out of 5 average rating, 54 reviews
Top guest favourite
Home in Windham
Modern Forest Retreat with Hot Tub and Sauna
4 bedrooms, 8 beds
9–14 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Windham
Cozy Modern: Views, 3 min ski, fire pit, game room
3 bedrooms, 5 beds
16–21 Aug
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Home in Windham
'The Mountain House:' Windham Retreat w/ Hot Tub!
4 bedrooms, 6 beds
30 Aug – 4 Sept
4.87 out of 5 average rating, 121 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
Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds
9–14 Aug
New place to stay
Home in Windham
Modern Cozy Townhome in Windham
2 bedrooms, 3 beds
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Windham
Family-ready retreat, games and BBQ
3 bedrooms, 6 beds
10–15 Aug
5.0 out of 5 average rating, 53 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, 13 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