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Search results; Over 1,000 homes in Windham

Guest favorite
Home in Windham
Walk to town | 2 Mins to Ski | Windham Mill House
3 bedrooms, 4 beds, 2 private baths
Aug 17 – 22
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4.98 out of 5 average rating, 85 reviews
Top guest favorite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms, 3 beds, 2 baths
Aug 17 – 22
4.98 out of 5 average rating, 191 reviews
Place to stay in Windham
The Cottage - The Catskill Room
1 bedroom, 1 queen bed, 1 bath
Aug 16 – 21
New place to stay
Top guest favorite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
5 bedrooms, 9 beds, 4.5 baths
Aug 17 – 22
4.98 out of 5 average rating, 91 reviews
Top guest favorite
Cabin in Windham
Cozy Creekside Cabin | 5 Mins to Windham Mt!
3 bedrooms, 4 beds, 1 bath
Sep 7 – 12
4.95 out of 5 average rating, 221 reviews
Top guest favorite
Home in Windham
Small house, Windham, NY
2 bedrooms, 3 beds, 1 bath
Aug 16 – 21
4.97 out of 5 average rating, 230 reviews
Guest favorite
Vacation home in Windham
*Farmhouse Chic with Mountain and Lake Views*
4 bedrooms, 4 beds, 3.5 baths
Sep 8 – 13
4.9 out of 5 average rating, 122 reviews
Top guest favorite
Chalet in Town of Gilboa
Luxurious Chalet w/ Incredible Views on 20+ Acres
3 bedrooms, 4 beds, 2 baths
Aug 25 – 30
4.98 out of 5 average rating, 206 reviews
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Windham
4 bedrooms, 7 beds, 2 baths
Aug 23 – 28
5.0 out of 5 average rating, 4 reviews
Home in Windham
Modern Cozy Townhome in Windham
2 bedrooms, 3 beds, 2.5 baths
Aug 13 – 18
5.0 out of 5 average rating, 4 reviews
Guest favorite
Home in Windham
Comfy-Cozy Quads Hideaway
2 bedrooms, 5 beds, 2 baths
Sep 7 – 12
4.87 out of 5 average rating, 15 reviews
Guest favorite
Condo in Windham
Hideaway Windham/Hunter Fireplace, Snow & Skiing
1 bedroom, 1 sofa bed, 1 bath
Aug 28 – Sep 2
4.9 out of 5 average rating, 248 reviews
Guest favorite
Guesthouse in Windham
Alpine Chalet on Spectacular Property
1 bedroom, 2 queen beds, 1 bath
Sep 6 – 11
4.98 out of 5 average rating, 198 reviews
Top guest favorite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds, 3.5 baths
Aug 30 – Sep 4
4.97 out of 5 average rating, 181 reviews
Top guest favorite
Home in Windham
Hyttå|Cozy Nordic Retreat|Hot Tub|Clubhouse|Wifi
4 bedrooms, 6 beds, 2 baths
Aug 24 – 29
5.0 out of 5 average rating, 22 reviews
Top guest favorite
Home in Jewett
Mountain house w/ Scandinavian BBQ hut Spa & more!
3 bedrooms, 4 beds, 3 baths
Aug 30 – Sep 4
4.94 out of 5 average rating, 226 reviews
Top guest favorite
Home in Windham
Modern Forest Retreat with Hot Tub and Sauna
4 bedrooms, 8 beds, 3 baths
Aug 23 – 28
5.0 out of 5 average rating, 16 reviews
Top guest favorite
Home in Windham
Cozy Modern: Views, 3 min ski, fire pit, game room
3 bedrooms, 5 beds, 2 baths
Aug 16 – 21
4.97 out of 5 average rating, 37 reviews
Superhost
Home in Windham
“Ski/Hike/Mtn Bike out the door Trailside Chalet”
4 bedrooms, 8 beds, 3 baths
Aug 13 – 18
5.0 out of 5 average rating, 4 reviews