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Search results; Over 1,000 homes in Windham

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, 96 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, 193 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, 53 reviews
Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds
7–12 Sept
4.97 out of 5 average rating, 182 reviews
Home in Windham
Modern Cozy Townhome in Windham
2 bedrooms, 3 beds
3–8 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Chalet in Windham
Luxe Lodge w/ Mt View | Hot Tub, Fire Pit, Game Rm
5 bedrooms, 9 beds
7–12 Sept
4.98 out of 5 average rating, 173 reviews
Top guest favourite
Home in Windham
Beautifully restored 6 BR in the heart of Windham
6 bedrooms, 10 beds
7–12 Sept
4.98 out of 5 average rating, 57 reviews
Guest favourite
Apartment in Windham
Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub
4 bedrooms, 7 beds
6–11 Sept
5.0 out of 5 average rating, 31 reviews
Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
5 bedrooms, 8 beds
1–6 Sept
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Windham
4 bedrooms, 7 beds
6–11 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Windham
EAT, DRINK, PLAY ... and Relax in Windham
5 bedrooms, 8 beds
1–6 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
7–12 Sept
4.99 out of 5 average rating, 97 reviews
Top guest favourite
Home in Windham
River & Golf Mountain Retreat
4 bedrooms, 5 beds
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
12–17 Sept
4.98 out of 5 average rating, 61 reviews
Home in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
6 bedrooms, 6 beds
1–6 Sept
4.91 out of 5 average rating, 32 reviews
Guest favourite
Home in Hensonville
Spacious Townhome for an Upstate getaway!
2 bedrooms, 4 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 13 reviews
Superhost
Rooms in Windham
Windham Cottage- Beaver Room
2 bedrooms, 3 beds
5–10 Sept