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Search results; Over 1,000 homes in Windham

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Guest favourite
Guest house in Windham
Little Bear’s Cottage Great location, cozy & cute
2 bedrooms, 3 beds, 1 private bathroom
13–18 Sept
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4.97 out of 5 average rating, 119 reviews
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Top guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
5 bedrooms, 9 beds, 4.5 bathrooms
7–12 Sept
4.98 out of 5 average rating, 96 reviews
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Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
5 bedrooms, 8 beds, 4 bathrooms
1–6 Sept
5.0 out of 5 average rating, 44 reviews
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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, 193 reviews
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Superhost
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, 52 reviews
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Top guest favourite
Home in Windham
Family-ready retreat, games and BBQ
3 bedrooms, 6 beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 55 reviews
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Top guest favourite
Home in Windham
EAT, DRINK, PLAY ... and Relax in Windham
5 bedrooms, 8 beds, 3 bathrooms
1–6 Sept
4.95 out of 5 average rating, 62 reviews
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Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds, 3.5 bathrooms
7–12 Sept
4.97 out of 5 average rating, 182 reviews
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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, 253 reviews
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Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds, 5.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Windham
Hyttå|Cozy Nordic Retreat|Hot Tub|Clubhouse|Wifi
4 bedrooms, 6 beds, 2 bathrooms
6–11 Sept
4.96 out of 5 average rating, 24 reviews
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Guest favourite
Apartment in Windham
Slope Side Luxe | Views, Decks, Walk to Mtn & Town
5 bedrooms, 8 beds, 5.5 bathrooms
1–6 Sept
4.98 out of 5 average rating, 45 reviews
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Guest favourite
Home in Hensonville
Wake Up to Mountain Magic Year-Round (Hot Tub)
2 bedrooms, 4 beds, 1 bathroom
8–13 Sept
4.96 out of 5 average rating, 84 reviews
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Top guest favourite
Home in Windham
Cozy Modern: Views, 3 min ski, fire pit, game room
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
4.97 out of 5 average rating, 38 reviews
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Guest favourite
Cottage in Windham
Windham Mountain Fall Escape | Views, Fire & Dogs
4 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Cabin in Windham
Catskills Designer Retreat near Hiking + Swimming
4 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.97 out of 5 average rating, 139 reviews
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Superhost
Home in Windham
Windham Vacation with Heated Pool, Hot Tub & Sauna
5 bedrooms, 5 beds, 4.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 45 reviews
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Top guest favourite
Cabin in Jewett
Catskills Mountain Retreat: Luxury Meets Serenity
4 bedrooms, 4 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 18 reviews
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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