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Search results; Over 1,000 homes in Windham

Guest favourite
Home in Windham
Cozy Catskills Escape w/Hot Tub & Firepit
4 bedrooms, 6 beds, 2.5 private bathrooms
16–21 Aug
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4.89 out of 5 average rating, 142 reviews
Guest favourite
Apartment in Windham
Hideaway Windham/Hunter Fireplace, Snow & Skiing
1 bedroom, 1 sofa bed, 1 bathroom
9–14 Aug
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
2–7 Aug
4.99 out of 5 average rating, 72 reviews
Superhost
Apartment in Windham
WindhamWay MainSTREET Retreat*5 min to the Slopes
2 bedrooms, 4 beds, 2 bathrooms
4–9 Aug
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, 127 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
Guest favourite
Apartment in Windham
Slope Side Luxe | Views, Decks, Walk to Mtn & Town
5 bedrooms, 8 beds, 5.5 bathrooms
2–7 Aug
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
2–7 Aug
4.87 out of 5 average rating, 121 reviews
Superhost
Apartment in Hensonville
Cozy condo in Windham - Near Everything!
2 bedrooms, 4 beds, 1.5 bathrooms
9–14 Aug
4.84 out of 5 average rating, 93 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, 198 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, 77 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
Home in Windham
Newly Renovated 2BR Retreat Near Hiking & Golf
2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Apartment in Windham
Cozy Mountain Condo w/ Pool
1 bedroom, 1 king bed, 1 bathroom
9–14 Aug
4.87 out of 5 average rating, 15 reviews
Home in Windham
Modern Cozy Townhome in Windham
2 bedrooms, 3 beds, 2.5 bathrooms
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Windham
The Mad Brook House | Walk to Main St, Windham
2 bedrooms, 3 beds, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 13 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, 53 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