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Search results; Over 1,000 homes in Windham

Guest favourite
Cabin in Windham
CozyCatskillChalet w/ Hot Tub (Catskill Mountains)
2 bedrooms, 3 beds, 1 private bathroom
13–18 Sept
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4.95 out of 5 average rating, 514 reviews
Top guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
5 bedrooms, 9 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 99 reviews
Top guest favourite
Cabin in Windham
Aframe Escape | Hot tub | Movie Room | Karaoke
3 bedrooms, 4 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 57 reviews
Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms, 3 beds
13–18 Sept
4.98 out of 5 average rating, 196 reviews
Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 183 reviews
Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
5 bedrooms, 8 beds
12–17 Sept
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Apartment in Windham
Hideaway Windham/Hunter Fireplace, Snow & Skiing
1 bedroom, 1 sofa bed
4–9 Oct
4.9 out of 5 average rating, 256 reviews
Top guest favourite
Home in Windham
Hyttå|Cozy Nordic Retreat|Hot Tub|Clubhouse|Wifi
4 bedrooms, 6 beds
12–17 Sept
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Home in Jewett
Hot Tub | Sauna | Mountain Views | Fire Pit
4 bedrooms, 5 beds
20–25 Sept
4.99 out of 5 average rating, 84 reviews
Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds
13–18 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Windham
Family-ready retreat, games and BBQ
3 bedrooms, 6 beds
12–17 Sept
5.0 out of 5 average rating, 55 reviews
Chalet in Windham
Windham Peak Chalet
3 bedrooms, 5 beds
13–18 Sept
New place to stay
Top guest favourite
Home in Windham
EAT, DRINK, PLAY ... and Relax in Windham
5 bedrooms, 8 beds
14–19 Sept
4.95 out of 5 average rating, 62 reviews
Top guest favourite
Home in Windham
River & Golf Mountain Retreat
4 bedrooms, 5 beds
12–17 Sept
5.0 out of 5 average rating, 89 reviews
Guest favourite
Home in Windham
The Mad Brook House | Walk to Main St, Windham
2 bedrooms, 3 beds
12–17 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Windham
Modern Forest Retreat with Hot Tub and Sauna
4 bedrooms, 8 beds
13–18 Sept
5.0 out of 5 average rating, 16 reviews
Home in Windham
Cascade House Alpine Retreat
4 bedrooms, 5 beds
13–18 Sept
New place to stay
Top guest favourite
Home in Windham
Entire Magda Cabin XL! Sauna! Hot Tub!
7 bedrooms, 13 beds
13–18 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Windham
Cozy Modern: Views, 3 min ski, fire pit, game room
3 bedrooms, 5 beds
20–25 Sept
4.98 out of 5 average rating, 40 reviews