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Search results; Over 1,000 homes in Windham

Guest favourite
Chalet in Windham
Secluded Fernwood Chalet, Hot Tub, & Sauna House
4 bedrooms, 5 beds, 2 private bathrooms
20–25 Sept
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4.94 out of 5 average rating, 119 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, 98 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, 56 reviews
Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds, 3.5 bathrooms
10–15 Sept
4.97 out of 5 average rating, 183 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, 196 reviews
Home in Windham
Cascade House Alpine Retreat
4 bedrooms, 5 beds, 2.5 bathrooms
9–14 Sept
New place to stay
Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
5 bedrooms, 8 beds, 4 bathrooms
8–13 Sept
5.0 out of 5 average rating, 44 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
Home in Windham
River & Golf Mountain Retreat
4 bedrooms, 5 beds, 4 bathrooms
8–13 Sept
5.0 out of 5 average rating, 87 reviews
Guest favourite
Apartment in Windham
Hideaway Windham/Hunter Fireplace, Snow & Skiing
1 bedroom, 1 sofa bed, 1 bathroom
13–18 Sept
4.9 out of 5 average rating, 255 reviews
Top guest favourite
Home in Windham
Family-ready retreat, games and BBQ
3 bedrooms, 6 beds, 2.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 55 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
10–15 Sept
4.98 out of 5 average rating, 174 reviews
Guest favourite
Home in Windham
Hyttå|Cozy Nordic Retreat|Hot Tub|Clubhouse|Wifi
4 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Townhouse in Windham
Secluded and Scenic Large Townhouse
3 bedrooms, 7 beds, 2.5 bathrooms
8–13 Sept
4.94 out of 5 average rating, 53 reviews
Top guest favourite
Home in Windham
“Amazing Mtn & Ski Slope Views “
5 bedrooms, 6 beds, 3.5 bathrooms
9–14 Sept
4.98 out of 5 average rating, 42 reviews
Top guest favourite
Cabin in Windham
Catskills Designer Retreat near Hiking + Swimming
4 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.97 out of 5 average rating, 141 reviews
Guest favourite
Home in Windham
Lux Farmhouse - Hot-tub/Sauna/Firepit/Game Room
5 bedrooms, 8 beds, 4.5 bathrooms
14–19 Sept
4.97 out of 5 average rating, 94 reviews
Guest favourite
Chalet in Windham
A Windham Chalet for All Seasons
4 bedrooms, 9 beds, 2 bathrooms
8–13 Sept
4.96 out of 5 average rating, 141 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