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Search results; Over 1,000 homes in Windham

Guest favourite
Holiday home in Windham
Perfect Windham getaway for year round fun!
2 bedrooms, 6 beds, 2 private bathrooms
8–13 Sept
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4.88 out of 5 average rating, 26 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, 96 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
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, 54 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, 194 reviews
Guest favourite
Apartment in Windham
Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub
4 bedrooms, 7 beds, 4 bathrooms
8–13 Sept
5.0 out of 5 average rating, 31 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
9–14 Sept
4.98 out of 5 average rating, 174 reviews
Guest favourite
Townhouse in Windham
Cheerful and Cozy 2 bedroom home in Windham
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 61 reviews
Guest favourite
Home in Windham
Modern Cozy Townhome in Windham
2 bedrooms, 3 beds, 2.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds, 3.5 bathrooms
9–14 Sept
4.97 out of 5 average rating, 183 reviews
Top guest favourite
Home in Windham
River & Golf Mountain Retreat
4 bedrooms, 5 beds, 4 bathrooms
7–12 Sept
5.0 out of 5 average rating, 87 reviews
Guest favourite
Home in Windham
Pool |MTNView| HotTub |Sauna| Games|Movie| Firepit
6 bedrooms, 9 beds, 3 bathrooms
28 Sept – 3 Oct
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Home in Windham
Catskills Retreat with Theater, Hot Tub and Games
8 bedrooms, 14 beds, 3.5 bathrooms
7–12 Sept
4.99 out of 5 average rating, 97 reviews
Home in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
6 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
4.91 out of 5 average rating, 32 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, 254 reviews
Guest favourite
Townhouse in Windham
Mill House 2 | 3BD + 3.5 Bath Catskills Retreat
3 bedrooms, 5 beds, 3.5 bathrooms
14–19 Sept
4.92 out of 5 average rating, 77 reviews
Guest favourite
Home in Windham
Comfy-Cozy Quads Hideaway
2 bedrooms, 5 beds, 2 bathrooms
5–10 Oct
4.87 out of 5 average rating, 15 reviews
Guest favourite
Home in Windham
The Corral's in Windham
3 bedrooms, 10 beds, 2 bathrooms
8–13 Sept
4.98 out of 5 average rating, 43 reviews
Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
5 bedrooms, 8 beds, 4 bathrooms
7–12 Sept
5.0 out of 5 average rating, 44 reviews