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Search results; Over 1,000 homes in Windham

Holiday home in Windham
Luxurious 4 BR Condo at Windham Mountain Resort
4 bedrooms, 8 beds, 4 private bathrooms
6–11 Sept
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Top guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
5 bedrooms, 9 beds, 4.5 bathrooms
7–12 Sept
4.98 out of 5 average rating, 95 reviews
Guest favourite
Apartment in Windham
Slope Side Luxe | Views, Decks, Walk to Mtn & Town
5 bedrooms, 8 beds, 5.5 bathrooms
1–6 Sept
4.98 out of 5 average rating, 45 reviews
Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
5 bedrooms, 8 beds, 4 bathrooms
1–6 Sept
5.0 out of 5 average rating, 43 reviews
Guest favourite
Apartment in Windham
Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub
4 bedrooms, 7 beds, 4 bathrooms
6–11 Sept
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.98 out of 5 average rating, 192 reviews
Top guest favourite
Home in Jewett
The Jewett house
6 bedrooms, 7 beds, 4.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 90 reviews
Top guest favourite
Home in Windham
Catskills Retreat with Theater, Hot Tub and Games
8 bedrooms, 14 beds, 3.5 bathrooms
7–12 Sept
4.99 out of 5 average rating, 97 reviews
Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds, 5.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
6 bedrooms, 6 beds, 3 bathrooms
1–6 Sept
4.97 out of 5 average rating, 31 reviews
Guest favourite
Townhouse in Windham
Cheerful and Cozy 2 bedroom home in Windham
2 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.98 out of 5 average rating, 61 reviews
Luxe
Home in Hunter
Casa Catskills: Luxury, Modern 9 Acre Escape
6 bedrooms, 7 beds, 5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 51 reviews
Guest favourite
Home in Windham
The Corral's in Windham
3 bedrooms, 10 beds, 2 bathrooms
5–10 Sept
4.98 out of 5 average rating, 43 reviews
Top guest favourite
Home in Windham
Luxury Retreat | 6BDRM, Pool, Hot Tub & Movie Room
6 bedrooms, 8 beds, 3.5 bathrooms
7–12 Sept
4.95 out of 5 average rating, 106 reviews
Home in Windham
Modern Cozy Townhome in Windham
2 bedrooms, 3 beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Windham
Hyttå|Cozy Nordic Retreat|Hot Tub|Clubhouse|Wifi
4 bedrooms, 6 beds, 2 bathrooms
6–11 Sept
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Home in Windham
EAT, DRINK, PLAY ... and Relax in Windham
5 bedrooms, 8 beds, 3 bathrooms
1–6 Sept
4.95 out of 5 average rating, 62 reviews
Guest favourite
Townhouse in Windham
Mill House 1 | 3BR Catskills Mountain Escape
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.91 out of 5 average rating, 53 reviews
Top guest favourite
Chalet in Windham
Luxe Lodge w/ Mt View | Hot Tub, Fire Pit, Game Rm
5 bedrooms, 9 beds, 4.5 bathrooms
7–12 Sept
4.98 out of 5 average rating, 173 reviews