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Search results; Over 1,000 homes in Windham

Apartment in Windham
airy and lovely space, great views
2 bedrooms, 5 beds, 2 bathrooms
1–6 Aug
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4.75 out of 5 average rating, 4 reviews
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Windham
4 bedrooms, 7 beds, 2 bathrooms
3–8 Aug
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, 2 bathrooms
1–6 Aug
4.98 out of 5 average rating, 187 reviews
Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
2 beds, 1 bathroom
1–6 Aug
4.99 out of 5 average rating, 70 reviews
Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds, 3.5 bathrooms
17–22 Aug
4.97 out of 5 average rating, 180 reviews
Top guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
5 bedrooms, 9 beds, 4.5 bathrooms
1–6 Aug
4.98 out of 5 average rating, 85 reviews
Guest favourite
Home in Windham
Mountain Escape 5 Minutes to Ski Resort
3 bedrooms, 5 beds, 2 bathrooms
1–6 Aug
4.98 out of 5 average rating, 48 reviews
Top guest favourite
Home in Windham
Cozy Modern: Views, 3 min ski, fire pit, game room
3 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
4.97 out of 5 average rating, 37 reviews
Guest favourite
Home in Windham
Catskills Home, 5 Mins to Windham Mtn Resort!
2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.83 out of 5 average rating, 60 reviews
Guest favourite
Townhouse in Windham
Amazing + pet friendly gem in the heart of Windham
2 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
4.88 out of 5 average rating, 172 reviews
Guest favourite
Home in Jewett
Sweet cottage near Hunter Mountain
3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
4.9 out of 5 average rating, 103 reviews
Guest favourite
Home in Windham
The Mad Brook House | Walk to Main St, Windham
2 bedrooms, 3 beds, 1 bathroom
6–11 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Townhouse in Windham
Mountain View Condo • Windham
2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
4.98 out of 5 average rating, 50 reviews
Guest favourite
Home in Windham
Cozy Catskills Escape w/Hot Tub & Firepit
4 bedrooms, 6 beds, 2.5 bathrooms
16–21 Aug
4.89 out of 5 average rating, 142 reviews
Guest favourite
Townhouse in Windham
Secluded and Scenic Large Townhouse
3 bedrooms, 7 beds, 2.5 bathrooms
1–6 Aug
4.94 out of 5 average rating, 51 reviews
Guest favourite
Guest house in Windham
Little Bear’s Cottage Great location, cozy & cute
2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
4.97 out of 5 average rating, 115 reviews
Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
5 bedrooms, 8 beds, 4 bathrooms
2–7 Aug
5.0 out of 5 average rating, 38 reviews
Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds, 5.5 bathrooms
1–6 Aug
New place to stay
Guest favourite
Chalet in Town of Gilboa
Luxurious Chalet w/ Incredible Views on 20+ Acres
3 bedrooms, 4 beds, 2 bathrooms
4–9 Aug
4.98 out of 5 average rating, 203 reviews