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Search results; Over 1,000 homes in Windham

Top guest favourite
Chalet in Windham
Blue Spruce Chalet — Hot Tub, Pet Friendly
3 bedrooms, 6 beds, 2 private bathrooms
9–14 Aug
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5.0 out of 5 average rating, 66 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
Top guest favourite
Home in Jewett
Hot Tub | Sauna | Mountain Views | Fire Pit
4 bedrooms, 5 beds, 3.5 bathrooms
30 Aug – 4 Sept
4.99 out of 5 average rating, 78 reviews
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Windham
4 bedrooms, 7 beds, 2 bathrooms
11–16 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Jewett
Mountain house w/ Scandinavian BBQ hut Spa & more!
3 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
4.94 out of 5 average rating, 226 reviews
Top guest favourite
Home in Windham
Cozy Modern: Views, 3 min ski, fire pit, game room
3 bedrooms, 5 beds, 2 bathrooms
4–9 Aug
4.97 out of 5 average rating, 37 reviews
Guest favourite
Home in Hensonville
Spacious Townhome for an Upstate getaway!
2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
2 beds, 1 bathroom
4–9 Aug
4.99 out of 5 average rating, 72 reviews
Guest favourite
Guest house in Windham
Little Bear’s Cottage Great location, cozy & cute
2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
4.97 out of 5 average rating, 117 reviews
Top guest favourite
Guest suite in Windham
Cozy 2 bedrooms apartment with private entrance
2 bedrooms, 3 beds, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 78 reviews
Top guest favourite
Cottage in Windham
Cozy Cottage Retreat Close to Main St/Windham Mtn
2 bedrooms, 2 king beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 66 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
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, 89 reviews
Guest favourite
Home in Windham
Peaceful Woods at The Johnson Cottage
3 bedrooms, 4 beds, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 21 reviews
Guest favourite
Room in Windham
Windham Cottage - Batavia Room
1 king bed, 1 bathroom
6–11 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Townhouse in Windham
Mountain View Condo • Windham
2 bedrooms, 3 beds, 2 bathrooms
18–23 Aug
4.98 out of 5 average rating, 54 reviews
Top guest favourite
Home in Windham
'The Mountain House:' Windham Retreat w/ Hot Tub!
4 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
4.87 out of 5 average rating, 121 reviews
Top guest favourite
Home in Windham
Modern Forest Retreat with Hot Tub and Sauna
4 bedrooms, 8 beds, 3 bathrooms
9–14 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Cabin in Windham
Catskills Designer Retreat near Hiking + Swimming
4 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
4.97 out of 5 average rating, 139 reviews