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Search results; Over 1,000 homes in Windham

Guest favourite
Condo in Windham
Hideaway Windham/Hunter Fireplace, Snow & Skiing
1 bedroom, 1 bed, 1 private bath
Aug 28–Sep 2
,
4.9 out of 5 average rating, 248 reviews
Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
2 beds, 1 bath
Aug 16–21
4.99 out of 5 average rating, 73 reviews
Top guest favourite
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
Top guest favourite
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
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
Top guest favourite
Townhouse in Windham
Mountain View Condo • Windham
2 bedrooms, 3 beds, 2 baths
Aug 16–21
4.98 out of 5 average rating, 54 reviews
Guest favourite
Townhouse in Windham
Cheerful and Cozy 2 bedroom home in Windham
2 bedrooms, 4 beds, 2 baths
Aug 31–Sep 5
4.98 out of 5 average rating, 59 reviews
Top guest favourite
Cabin in Round Top
Contemporary Cabin in Catskill Mountains
2 bedrooms, 2 queen beds, 2.5 baths
Sep 20–25
4.99 out of 5 average rating, 175 reviews
Top guest favourite
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 favourite
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 favourite
Apartment in Prattsville
Cozy Cabin Comfort in the Catskills
2 bedrooms, 2 beds, 1 bath
Aug 16–21
4.83 out of 5 average rating, 12 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
Top guest favourite
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
Guest favourite
Home in Jewett
Private 5.5 Acres in Pines | Hot Tub + Fire Pit
3 bedrooms, 3 king beds, 3 baths
Aug 30–Sep 4
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Cottage in Windham
Cozy Cottage Retreat Close to Main St/Windham Mtn
2 bedrooms, 2 king beds, 1 bath
Aug 16–21
5.0 out of 5 average rating, 67 reviews
Top guest favourite
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
Guest favourite
Cabin in Windham
The Windham A
3 bedrooms, 3 baths
Aug 23–28
4.95 out of 5 average rating, 37 reviews
Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
5 bedrooms, 8 beds, 4 baths
Aug 16–21
5.0 out of 5 average rating, 42 reviews
Guest favourite
Home in Hensonville
Spacious Townhome for an Upstate getaway!
2 bedrooms, 4 beds, 2 baths
Aug 23–28
5.0 out of 5 average rating, 13 reviews