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Search results; Over 1,000 homes in Windham

Flat in Windham
Downtown Studio-Balcony/Mt View 3-Bed Coffee area
Studio, 3 beds, 1 private bathroom
25–30 Jul
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4.78 out of 5 average rating, 154 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
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
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, 56 reviews
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
Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds, 5.5 bathrooms
22–27 Jul
New place to stay
Room in Windham
1854 Victorian Inn, Storm Clouds Suite, 2 Twin Bed
2 single beds, 1 bathroom
21–26 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest suite in Windham
Cozy 2 bedrooms apartment with private entrance
2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 77 reviews
Superhost
Apartment in Windham
Cozy Mountain Condo w/ Pool
1 bedroom, 1 king bed, 1 bathroom
21–26 Jul
4.86 out of 5 average rating, 14 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 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
Guest favourite
Apartment in Windham
Slope Side Luxe | Views, Decks, Walk to Mtn & Town
5 bedrooms, 8 beds, 5.5 bathrooms
21–26 Jul
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Home in Windham
'The Mountain House:' Windham Retreat w/ Hot Tub!
4 bedrooms, 6 beds, 2 bathrooms
26–31 Jul
4.87 out of 5 average rating, 119 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
Cottage in Windham
Cozy Cottage Retreat Close to Main St/Windham Mtn
2 bedrooms, 2 king beds, 1 bathroom
23–28 Jul
5.0 out of 5 average rating, 65 reviews
Cottage in Windham
Scenic Catskills Oasis|2 Acres|Creek|Sunset Views
4 bedrooms, 5 beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 4 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, 85 reviews
Top guest favourite
Home in Windham
Family-ready retreat, games and BBQ
3 bedrooms, 6 beds, 2.5 bathrooms
21–26 Jul
5.0 out of 5 average rating, 52 reviews
Top guest favourite
Cabin in Windham
Sauna • Hot Tub • Sleeps 10 • Firepit • Mountain
3 bedrooms, 6 beds, 2 bathrooms
21–26 Jul
5.0 out of 5 average rating, 22 reviews