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Search results; Over 1,000 homes in Windham

Guest favourite
Townhouse in Windham
Amazing + pet friendly gem in the heart of Windham
2 bedrooms, 5 beds, 2 private bathrooms
18–23 Oct
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4.88 out of 5 average rating, 173 reviews
Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
2 beds, 1 bathroom
2–7 Aug
4.99 out of 5 average rating, 70 reviews
Guest favourite
Apartment in Windham
Hideaway Windham/Hunter Fireplace, Snow & Skiing
1 bedroom, 1 sofa bed, 1 bathroom
6–11 Aug
4.9 out of 5 average rating, 246 reviews
Top guest favourite
Townhouse in Windham
Cheerful and Cozy 2 bedroom home in Windham
2 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
4.98 out of 5 average rating, 57 reviews
Guest favourite
Guest suite in Windham
Cozy Cabin Condo by the Mountain, 5mins to skiing!
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
4.92 out of 5 average rating, 126 reviews
Top guest favourite
Home in Windham
'The Mountain House:' Windham Retreat w/ Hot Tub!
4 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
4.87 out of 5 average rating, 120 reviews
Top guest favourite
Home in Windham
Small house, Windham, NY
2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
4.97 out of 5 average rating, 230 reviews
Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms, 3 beds, 2 bathrooms
11–16 Aug
4.98 out of 5 average rating, 189 reviews
Guest favourite
Home in Windham
Bluebird Cabin: Windham Mtn Views & Hot Tub
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Cairo
Foothills of the Catskills
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 197 reviews
Top guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
5 bedrooms, 9 beds, 4.5 bathrooms
17–22 Aug
4.98 out of 5 average rating, 88 reviews
Top guest favourite
Chalet in Windham
Blue Spruce Chalet — Hot Tub, Pet Friendly
3 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 66 reviews
Guest favourite
Apartment in Windham
Slope Side Luxe | Views, Decks, Walk to Mtn & Town
5 bedrooms, 8 beds, 5.5 bathrooms
1–6 Aug
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Townhouse in Windham
Windham Mountain Village 2 bedroom townhouse
3 bedrooms, 7 beds, 2 bathrooms
1–6 Aug
4.9 out of 5 average rating, 136 reviews
Guest favourite
Home in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
6 bedrooms, 5 beds, 3 bathrooms
2–7 Aug
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Townhouse in Windham
Mountain View Condo • Windham
2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
4.98 out of 5 average rating, 51 reviews
Top guest favourite
Home in Windham
Family-ready retreat, games and BBQ
3 bedrooms, 6 beds, 2.5 bathrooms
10–15 Aug
5.0 out of 5 average rating, 53 reviews
Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds, 5.5 bathrooms
1–6 Aug
New place to stay
Guest favourite
Home in Windham
Mountain Escape 5 Minutes to Ski Resort
3 bedrooms, 5 beds, 2 bathrooms
1–6 Aug
4.98 out of 5 average rating, 48 reviews