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Search results; Over 1,000 homes in Windham

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Flat in Windham
Downtown Studio-Balcony/Mt View 3-Bed Coffee area
Studio, 3 beds, 1 private bathroom
20–25 Sept
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4.78 out of 5 average rating, 156 reviews
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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, 100 reviews
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Home in Windham
Renovated Mountain House - Barrel Sauna & Fire Pit
4 bedrooms, 5 beds
26–31 Oct
New place to stay
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Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds
16–21 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Cabin in Windham
Aframe Escape | Hot tub | Movie Room | Karaoke
3 bedrooms, 4 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 59 reviews
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Guest favourite
Home in Windham
Pool |MTNView| HotTub |Sauna| Games|Movie| Firepit
6 bedrooms, 9 beds
5–10 Oct
4.97 out of 5 average rating, 37 reviews
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Chalet in Windham
Windham Peak Chalet
3 bedrooms, 5 beds
16–21 Sept
New place to stay
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Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms, 3 beds
20–25 Sept
4.98 out of 5 average rating, 197 reviews
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Guest favourite
Home in Windham
Villa Windham | 6BDRM, Pool, Hot Tub & Movie Room
6 bedrooms, 8 beds
15–20 Sept
4.95 out of 5 average rating, 109 reviews
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Top guest favourite
Chalet in Windham
Velvet Timber Haus | HotTub, Sauna, Firepit, Games
7 bedrooms, 11 beds
4–9 Oct
5.0 out of 5 average rating, 18 reviews
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Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 184 reviews
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Top guest favourite
Cabin in Windham
Cozy Creekside Cabin | 5 Mins to Windham Mt!
3 bedrooms, 4 beds
27 Sept – 2 Oct
4.95 out of 5 average rating, 226 reviews
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Top guest favourite
Chalet in Windham
Luxe Lodge w/ Mt View | Hot Tub, Fire Pit, Game Rm
5 bedrooms, 9 beds
20–25 Sept
4.98 out of 5 average rating, 174 reviews
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Top guest favourite
Cottage in Windham
Cozy Cottage Retreat Close to Main St/Windham Mtn
2 bedrooms, 2 king beds
17–22 Sept
4.99 out of 5 average rating, 70 reviews
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Guest favourite
Townhouse in Windham
Mill House 2 | 3BD + 3.5 Bath Catskills Retreat
3 bedrooms, 5 beds
15–20 Sept
4.92 out of 5 average rating, 78 reviews
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Home in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
6 bedrooms, 6 beds
20–25 Sept
4.91 out of 5 average rating, 32 reviews
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Guest favourite
Home in Windham
'The Mountain House:' Windham Retreat w/ Hot Tub!
4 bedrooms, 6 beds
20–25 Sept
4.87 out of 5 average rating, 124 reviews
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Top guest favourite
Home in Windham
Small house, Windham, NY
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 237 reviews
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Guest favourite
Home in Hensonville
Mountain-Modern 5BR Home • Windham & Hunter • EV
5 bedrooms, 8 beds
16–21 Sept
4.93 out of 5 average rating, 109 reviews