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Search results; Over 1,000 homes in Windham

Guest favourite
Chalet in Windham
Beautiful Windham Ski/Summer House
4 bedrooms, 6 beds, 3 private bathrooms
14–19 Sept
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4.88 out of 5 average rating, 194 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
Home in Windham
Renovated Mountain House - Barrel Sauna & Fire Pit
4 bedrooms, 5 beds, 2.5 bathrooms
18–23 Oct
New place to stay
Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds, 3.5 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 184 reviews
Top guest favourite
Cabin in Windham
Aframe Escape | Hot tub | Movie Room | Karaoke
3 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 59 reviews
Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds, 5.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 4 reviews
Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
5 bedrooms, 8 beds, 4 bathrooms
14–19 Sept
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Apartment in Windham
Hideaway Windham/Hunter Fireplace, Snow & Skiing
1 bedroom, 1 sofa bed, 1 bathroom
20–25 Sept
4.9 out of 5 average rating, 257 reviews
Top guest favourite
Home in Windham
Family-ready retreat, games and BBQ
3 bedrooms, 6 beds, 2.5 bathrooms
15–20 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
20–25 Sept
4.98 out of 5 average rating, 174 reviews
Top guest favourite
Home in Windham
River & Golf Mountain Retreat
4 bedrooms, 5 beds, 4 bathrooms
14–19 Sept
5.0 out of 5 average rating, 89 reviews
Top guest favourite
Home in Windham
Windham Vacation with Heated Pool, Hot Tub & Sauna
5 bedrooms, 5 beds, 4.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Home in Windham
Entire Magda Cabin XL! Sauna! Hot Tub!
7 bedrooms, 13 beds, 5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Windham
Hyttå|Cozy Nordic Retreat|Hot Tub|Clubhouse|Wifi
4 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 25 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, 142 reviews
Top guest favourite
Townhouse in Windham
Secluded and Scenic Large Townhouse
3 bedrooms, 7 beds, 2.5 bathrooms
14–19 Sept
4.94 out of 5 average rating, 53 reviews
Top guest favourite
Home in Windham
Modern Forest Retreat with Hot Tub and Sauna
4 bedrooms, 8 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Windham
4 bedrooms, 7 beds, 2 bathrooms
6–11 Oct
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Windham
Windham/Hunter Ski Chalet
3 bedrooms, 7 beds, 4 bathrooms
17–22 Sept
4.94 out of 5 average rating, 103 reviews