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Search results; Over 1,000 homes in Windham

Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds, 3.5 private bathrooms
9–14 Sept
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4.97 out of 5 average rating, 183 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, 96 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, 54 reviews
Guest favourite
Apartment in Windham
Hideaway Windham/Hunter Fireplace, Snow & Skiing
1 bedroom, 1 sofa bed
13–18 Sept
4.9 out of 5 average rating, 254 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
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, 195 reviews
Guest favourite
Home in Windham
Pool |MTNView| HotTub |Sauna| Games|Movie| Firepit
6 bedrooms, 9 beds
28 Sept – 3 Oct
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Chalet in Windham
Luxe Lodge w/ Mt View | Hot Tub, Fire Pit, Game Rm
5 bedrooms, 9 beds
9–14 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
21–26 Sept
5.0 out of 5 average rating, 80 reviews
Home in Windham
Windham Mountain Escape, Private 5 bed/4 bath home
5 bedrooms, 8 beds
11–16 Sept
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Windham
Small house, Windham, NY
2 bedrooms, 3 beds
8–13 Sept
4.97 out of 5 average rating, 237 reviews
Guest favourite
Home in Windham
Modern Cozy Townhome in Windham
2 bedrooms, 3 beds
11–16 Sept
5.0 out of 5 average rating, 5 reviews
Home in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
6 bedrooms, 6 beds
13–18 Sept
4.91 out of 5 average rating, 32 reviews
Top guest favourite
Farm stay in Conesville
6 Bedroom 1860 Farmhouse Mountain Views Windham
6 bedrooms, 7 beds
21–26 Sept
4.99 out of 5 average rating, 108 reviews
Flat in Windham
Spacious 4BR + Loft | Fireplace | Mountain Views
4 bedrooms, 10 beds
7–12 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
Guest favourite
Home in Windham
Comfy-Cozy Quads Hideaway
2 bedrooms, 5 beds
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
14–19 Sept
5.0 out of 5 average rating, 92 reviews
Guest favourite
Home in Hensonville
Mountain-Modern 5BR Home • Windham & Hunter • EV
5 bedrooms, 8 beds
14–19 Sept
4.93 out of 5 average rating, 109 reviews