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Search results; Over 1,000 homes in Windham

Guest favourite
Apartment in Windham
Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub
4 bedrooms, 7 beds, 4 private bathrooms
21–26 Aug
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5.0 out of 5 average rating, 31 reviews
Top guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
5 bedrooms, 9 beds
7–12 Sept
4.98 out of 5 average rating, 94 reviews
Top guest favourite
Cabin in Windham
Cozy Creekside Cabin | 5 Mins to Windham Mt!
3 bedrooms, 4 beds
7–12 Sept
4.95 out of 5 average rating, 225 reviews
Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms, 3 beds
25–30 Aug
4.98 out of 5 average rating, 192 reviews
Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds
30 Aug – 4 Sept
4.97 out of 5 average rating, 182 reviews
Top guest favourite
Home in Jewett
Mountain house w/ Scandinavian BBQ hut Spa & more!
3 bedrooms, 4 beds
30 Aug – 4 Sept
4.94 out of 5 average rating, 226 reviews
Top guest favourite
Chalet in Windham
Luxe Lodge w/ Mt View | Hot Tub, Fire Pit, Game Rm
5 bedrooms, 9 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 173 reviews
Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
2 beds
23–28 Aug
4.99 out of 5 average rating, 74 reviews
Top guest favourite
Home in Windham
Modern Forest Retreat with Hot Tub and Sauna
4 bedrooms, 8 beds
23–28 Aug
5.0 out of 5 average rating, 16 reviews
Guest favourite
Cabin in Windham
CozyCatskillChalet w/ Hot Tub (Catskill Mountains)
2 bedrooms, 3 queen beds
7–12 Sept
4.95 out of 5 average rating, 508 reviews
Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds
24–29 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Windham
4 bedrooms, 7 beds
6–11 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Windham
Family-ready retreat, games and BBQ
3 bedrooms, 6 beds
21–26 Aug
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Chalet in Windham
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven
4 bedrooms, 10 beds
13–18 Sept
4.96 out of 5 average rating, 26 reviews
Home in Windham
Modern Cozy Townhome in Windham
2 bedrooms, 3 beds
20–25 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Chalet in Windham
Velvet Timber Haus | HotTub, Sauna, Firepit, Games
7 bedrooms, 11 beds
7–12 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Cabin in Windham
Aframe Escape | Hot tub | Movie Room | Karaoke
3 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 48 reviews
Superhost
Apartment in Windham
WindhamWay MainSTREET Retreat*5 min to the Slopes
2 bedrooms, 4 beds
6–11 Sept
Guest favourite
Home in Windham
The Mad Brook House | Walk to Main St, Windham
2 bedrooms, 3 beds
20–25 Aug
5.0 out of 5 average rating, 15 reviews