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Search results; Over 1,000 homes in Windham

Superhost
Holiday home in Windham
*Farmhouse Chic with Mountain and Lake Views*
4 bedrooms, 4 beds, 3.5 private bathrooms
8–13 Sept
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4.89 out of 5 average rating, 125 reviews
Top guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
5 bedrooms, 9 beds, 4.5 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 96 reviews
Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds, 5.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cabin in Windham
Aframe Escape | Hot tub | Movie Room | Karaoke
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 54 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, 194 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
9–14 Sept
4.98 out of 5 average rating, 174 reviews
Guest favourite
Apartment in Windham
Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub
4 bedrooms, 7 beds, 4 bathrooms
8–13 Sept
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in Windham
River & Golf Mountain Retreat
4 bedrooms, 5 beds, 4 bathrooms
7–12 Sept
5.0 out of 5 average rating, 87 reviews
Guest favourite
Townhouse in Windham
Cheerful and Cozy 2 bedroom home in Windham
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 61 reviews
Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds, 3.5 bathrooms
9–14 Sept
4.97 out of 5 average rating, 183 reviews
Guest favourite
Home in Windham
Modern Cozy Townhome in Windham
2 bedrooms, 3 beds, 2.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Windham
The Corral's in Windham
3 bedrooms, 10 beds, 2 bathrooms
8–13 Sept
4.98 out of 5 average rating, 43 reviews
Top guest favourite
Home in Windham
EAT, DRINK, PLAY ... and Relax in Windham
5 bedrooms, 8 beds, 3 bathrooms
14–19 Sept
4.95 out of 5 average rating, 62 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
Top guest favourite
Chalet in Windham
Mountain Chalet with Hot Tub & Pool
5 bedrooms, 8 beds, 4.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 80 reviews
Top guest favourite
Home in Windham
Beautifully restored 6 BR in the heart of Windham
6 bedrooms, 10 beds, 3 bathrooms
7–12 Sept
4.98 out of 5 average rating, 57 reviews
Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
5 bedrooms, 8 beds, 4 bathrooms
7–12 Sept
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Home in Jewett
The Jewett house
6 bedrooms, 7 beds, 4.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 90 reviews
Guest favourite
Cabin in Windham
Cozy Family-Friendly A-Frame - Windham with AC
4 bedrooms, 5 beds, 2 bathrooms
9–14 Sept
4.95 out of 5 average rating, 22 reviews