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Search results; Over 1,000 homes in Windham

Guest favourite
Guest suite in Windham
Cozy Cabin Condo by the Mountain, 5mins to skiing!
1 bedroom, 2 beds, 1 private bathroom
2–7 Aug
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4.92 out of 5 average rating, 125 reviews
Top guest favourite
Home in East Jewett
Creekside Couple's Escape w/ Hot Tub Sauna & More!
1 bedroom, 2 beds, 1.5 bathrooms
25–30 Oct
5.0 out of 5 average rating, 14 reviews
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Town
4 bedrooms, 7 beds, 2 bathrooms
3–8 Aug
Guest favourite
Home in Windham
The Mad Brook House | Walk to Main St, Windham
2 bedrooms, 3 beds, 1 bathroom
22–27 Jul
5.0 out of 5 average rating, 12 reviews
Guest favourite
Apartment in Windham
Hideaway Windham/Hunter Fireplace, Snow & Skiing
1 bedroom, 1 sofa bed, 1 bathroom
25–30 Jul
4.9 out of 5 average rating, 246 reviews
Top guest favourite
Home in Windham
Modern Forest Retreat with Hot Tub and Sauna
4 bedrooms, 8 beds, 3 bathrooms
26–31 Jul
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Hensonville
Spacious Townhome for an Upstate getaway!
2 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Windham
Cozy Modern: Views, 3 min ski, fire pit, game room
3 bedrooms, 5 beds, 2 bathrooms
26–31 Jul
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
2 beds, 1 bathroom
24–29 Jul
4.99 out of 5 average rating, 70 reviews
Guest favourite
Guest house in Windham
Little Bear’s Cottage Great location, cozy & cute
2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
4.97 out of 5 average rating, 115 reviews
Guest favourite
Home in Jewett
Sweet cottage near Hunter Mountain
3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
4.9 out of 5 average rating, 103 reviews
Superhost
Room in Windham
Windham Cottage - Batavia Room
1 king bed, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cabin in Round Top
Contemporary Cabin in Catskill Mountains
2 bedrooms, 2 queen beds, 2.5 bathrooms
20–25 Sept
4.99 out of 5 average rating, 169 reviews
Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms, 3 beds, 2 bathrooms
29 Jul – 3 Aug
4.98 out of 5 average rating, 187 reviews
Guest favourite
Home in Hunter
Modern House with Mountain View @Getawind
2 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
4.96 out of 5 average rating, 218 reviews
Flat in Prattsville
Cozy Cabin Comfort in the Catskills
2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Windham
Mountain Escape 5 Minutes to Ski Resort
3 bedrooms, 5 beds, 2 bathrooms
27 Jul – 1 Aug
4.98 out of 5 average rating, 48 reviews
Top guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
5 bedrooms, 9 beds, 4.5 bathrooms
1–6 Aug
4.98 out of 5 average rating, 84 reviews
Top guest favourite
Cabin in Windham
Cozy Creekside Cabin | 5 Mins to Windham Mt!
3 bedrooms, 4 beds, 1 bathroom
3–8 Sept
4.94 out of 5 average rating, 216 reviews