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Search results; Over 1,000 homes in Windham

Guest favourite
Townhouse in Windham
Cozy, peaceful-3Br (5 beds)2.5 Bath townhouse
3 bedrooms, 6 beds, 2.5 private bathrooms
20–25 Sept
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4.96 out of 5 average rating, 111 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
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
Chalet in Windham
Windham Peak Chalet
3 bedrooms, 5 beds, 2.5 bathrooms
15–20 Sept
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
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
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
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
Guest favourite
Home in Windham
Catskill Villa | 6BDRM, Pool, Hot Tub & Movie Room
6 bedrooms, 8 beds, 3.5 bathrooms
14–19 Sept
4.95 out of 5 average rating, 109 reviews
Top guest favourite
Cabin in Windham
Cozy Creekside Cabin | 5 Mins to Windham Mt!
3 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 226 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
Top guest favourite
Chalet in Jewett
Luxe Party Retreat: Ski| Pool |Karaoke|Game| Movie
5 bedrooms, 6 queen beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 93 reviews
Guest favourite
Home in Windham
The Mad Brook House | Walk to Main St, Windham
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Windham
'The Mountain House:' Windham Retreat w/ Hot Tub!
4 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
4.87 out of 5 average rating, 124 reviews
Top guest favourite
Chalet in Windham
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven
4 bedrooms, 10 beds, 4 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 27 reviews
Guest favourite
Townhouse in Windham
Cheerful and Cozy 2 bedroom home in Windham
2 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.98 out of 5 average rating, 61 reviews
Home in Windham
1854 Victorian Inn - Simple Lodging - 5 BR, 5 Bath
5 bedrooms, 7 beds, 5 bathrooms
14–19 Sept
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