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Search results; Over 1,000 homes in Windham

Superhost
Apartment in Windham
Windham Condo
2 bedrooms, 3 beds, 2 private bathrooms
8–13 Sept
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4.69 out of 5 average rating, 127 reviews
Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms, 3 beds
17–22 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
7–12 Sept
4.98 out of 5 average rating, 92 reviews
Top guest favourite
Home in Jewett
Bearadise - Escape w/ Hot Tub & Fireplace
3 bedrooms, 5 beds
17–22 Aug
4.94 out of 5 average rating, 100 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
Guest favourite
Townhouse in Windham
Mill House 1 | 3BR Catskills Mountain Escape
3 bedrooms, 4 beds
16–21 Aug
4.9 out of 5 average rating, 52 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, 224 reviews
Guest favourite
Apartment in Windham
Hideaway Windham/Hunter Fireplace, Snow & Skiing
1 bedroom, 1 sofa bed
30 Aug – 4 Sept
4.9 out of 5 average rating, 250 reviews
Guest favourite
Townhouse in Windham
Secluded and Scenic Large Townhouse
3 bedrooms, 7 beds
17–22 Aug
4.94 out of 5 average rating, 51 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
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
Guest favourite
Guest house in Windham
Little Bear’s Cottage Great location, cozy & cute
2 bedrooms, 3 beds
16–21 Aug
4.97 out of 5 average rating, 118 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
Top guest favourite
Chalet in Windham
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven
4 bedrooms, 10 beds
16–21 Aug
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Chalet in Windham
Blue Spruce Chalet — Hot Tub, Pet Friendly
3 bedrooms, 6 beds
16–21 Aug
5.0 out of 5 average rating, 66 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
Townhouse in Windham
Windham Mountain Village 2 bedroom townhouse
3 bedrooms, 7 beds
8–13 Sept
4.9 out of 5 average rating, 136 reviews
Superhost
Apartment in Windham
WindhamWay MainSTREET Retreat*5 min to the Slopes
2 bedrooms, 4 beds
31 Aug – 5 Sept
Superhost
Home in Windham
“Ski/Hike/Mtn Bike out the door Trailside Chalet”
4 bedrooms, 8 beds
15–20 Aug
5.0 out of 5 average rating, 4 reviews