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Search results; Over 1,000 homes in Windham

Top guest favourite
Cabin in Windham
CozyCatskillChalet w/ Hot Tub (Catskill Mountains)
2 bedrooms, 3 beds, 1 private bathroom
2–7 Aug
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4.95 out of 5 average rating, 507 reviews
Guest favourite
Apartment in Windham
Hideaway Windham/Hunter Fireplace, Snow & Skiing
1 bedroom, 1 sofa bed
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
2–7 Aug
4.99 out of 5 average rating, 71 reviews
Top guest favourite
Townhouse in Windham
Cheerful and Cozy 2 bedroom home in Windham
2 bedrooms, 4 beds
11–16 Aug
4.98 out of 5 average rating, 57 reviews
Superhost
Apartment in Windham
WindhamWay MainSTREET Retreat*5 min to the Slopes
2 bedrooms, 4 beds
3–8 Aug
Guest favourite
Guest suite in Windham
Cozy Cabin Condo by the Mountain, 5mins to skiing!
1 bedroom, 2 beds
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
10–15 Aug
4.97 out of 5 average rating, 117 reviews
Top guest favourite
Home in Windham
'The Mountain House:' Windham Retreat w/ Hot Tub!
4 bedrooms, 6 beds
2–7 Aug
4.87 out of 5 average rating, 120 reviews
Superhost
Apartment in Hensonville
Cozy condo in Windham - Near Everything!
2 bedrooms, 4 beds
3–8 Aug
4.84 out of 5 average rating, 93 reviews
Guest favourite
Apartment in Windham
Slope Side Luxe | Views, Decks, Walk to Mtn & Town
5 bedrooms, 8 beds
2–7 Aug
4.98 out of 5 average rating, 44 reviews
Home in Windham
Newly Renovated 2BR Retreat Near Hiking & Golf
2 bedrooms, 2 beds
2–7 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Cairo
Foothills of the Catskills
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.97 out of 5 average rating, 198 reviews
Top guest favourite
Cottage in Windham
Cozy Cottage Retreat Close to Main St/Windham Mtn
2 bedrooms, 2 king beds
9–14 Aug
5.0 out of 5 average rating, 66 reviews
Guest favourite
Apartment in Windham
Cozy Mountain Condo w/ Pool
1 bedroom, 1 king bed
9–14 Aug
4.87 out of 5 average rating, 15 reviews
Home in Windham
Modern Cozy Townhome in Windham
2 bedrooms, 3 beds
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Jewett
Hot Tub | Sauna | Mountain Views | Fire Pit
4 bedrooms, 5 beds
30 Aug – 4 Sept
4.99 out of 5 average rating, 77 reviews
Top guest favourite
Chalet in Windham
Velvet Timber Haus | HotTub, Sauna, Firepit, Games
7 bedrooms, 11 beds
16–21 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Townhouse in Windham
Mountain View Condo • Windham
2 bedrooms, 3 beds
2–7 Aug
4.98 out of 5 average rating, 53 reviews
Guest favourite
Home in Windham
The Mad Brook House | Walk to Main St, Windham
2 bedrooms, 3 beds
18–23 Aug
5.0 out of 5 average rating, 13 reviews