filters

Search results; Over 1,000 homes in Windham

Photo 1 of 29
Guest favourite
Chalet in Windham
Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views
4 bedrooms, 5 beds, 2.5 private bathrooms
13–18 Oct
,
4.92 out of 5 average rating, 12 reviews
Photo 1 of 29
Home in Windham
Renovated Mountain House - Barrel Sauna & Fire Pit
4 bedrooms, 5 beds, 2.5 bathrooms
26–31 Oct
New place to stay
Photo 1 of 29
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, 100 reviews
Photo 1 of 29
Chalet in Windham
Hot-tub | Sauna | Fire-pit | Golf-sim | Game room
5 bedrooms, 9 beds, 4 bathrooms
19–24 Sept
New place to stay
Photo 1 of 29
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, 60 reviews
Photo 1 of 29
Top guest favourite
Cabin in Windham
CozyCatskillChalet w/ Hot Tub (Catskill Mountains)
2 bedrooms, 3 queen beds, 1 bathroom
24–29 Oct
4.95 out of 5 average rating, 515 reviews
Photo 1 of 29
Top guest favourite
Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds, 5.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 5 reviews
Photo 1 of 29
Guest favourite
Home in Windham
*The View* ski in/out at Windham Mountain Resort
5 bedrooms, 15 beds, 6 bathrooms
19–24 Sept
4.93 out of 5 average rating, 28 reviews
Photo 1 of 29
Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.98 out of 5 average rating, 197 reviews
Photo 1 of 29
Superhost
Home in Windham
Le Mont Bleu- Pickleball, Hot tub, Sauna, Game Rm
5 bedrooms, 9 beds, 3.5 bathrooms
21–26 Sept
New place to stay
Photo 1 of 29
Top guest favourite
Home in Windham
Small house, Windham, NY
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 237 reviews
Photo 1 of 29
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
Photo 1 of 29
Top guest favourite
Chalet in Windham
Velvet Timber Haus | HotTub, Sauna, Firepit, Games
7 bedrooms, 11 beds, 3.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 18 reviews
Photo 1 of 29
Home in Windham
Cascade House Alpine Retreat
4 bedrooms, 5 beds, 2.5 bathrooms
30 Sept – 5 Oct
New place to stay
Photo 1 of 29
Top guest favourite
Chalet in Windham
Mountain Chalet with Hot Tub & Pool
5 bedrooms, 8 beds, 4.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 80 reviews
Photo 1 of 20
Top guest favourite
Cottage in Windham
Cozy Cottage Retreat Close to Main St/Windham Mtn
2 bedrooms, 2 king beds, 1 bathroom
27 Sept – 2 Oct
4.99 out of 5 average rating, 70 reviews
Photo 1 of 29
Chalet in Windham
Windham Peak Chalet
3 bedrooms, 5 beds, 2.5 bathrooms
20–25 Sept
New place to stay
Photo 1 of 29
Guest favourite
Apartment in Windham
Slope Side Luxe | Views, Decks, Walk to Mtn & Town
5 bedrooms, 8 beds, 5.5 bathrooms
19–24 Sept
4.98 out of 5 average rating, 45 reviews
Photo 1 of 29
Top guest favourite
Home in Windham
Cozy Modern: Views, 3 min ski, fire pit, game room
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.98 out of 5 average rating, 40 reviews