Search results; Over 1,000 homes in Windham

Guest favourite
Guest house in Windham
Little Bear’s Cottage Great location, cozy & cute
2 bedrooms, 3 beds, 1 private bathroom
5–10 Jul
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4.97 out of 5 average rating, 114 reviews
Top guest favourite
Cabin in Windham
Cozy Creekside Cabin | 5 Mins to Windham Mt!
3 bedrooms, 4 beds, 1 bathroom
19–24 Jul
4.95 out of 5 average rating, 209 reviews
Home in Windham
Spacious Five Bedroom House In Delightful Windham
5 bedrooms, 9 beds, 3 bathrooms
18–23 Aug
New place to stay
Chalet in Windham
Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views
4 bedrooms, 5 beds, 2.5 bathrooms
12–17 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Windham
Mountain Escape 5 Minutes to Ski Resort
3 bedrooms, 5 beds, 2 bathrooms
6–11 Jul
4.98 out of 5 average rating, 47 reviews
Top guest favourite
Cabin in Windham
The Windham A
3 bedrooms, 3 bathrooms
5–10 Jul
4.94 out of 5 average rating, 32 reviews
Guest favourite
Townhouse in Windham
Fully Updated and Centrally Located
2 bedrooms, 3 beds, 2.5 bathrooms
7–12 Jul
4.98 out of 5 average rating, 109 reviews
Guest favourite
Home in Windham
Windham Mountain Views! Gorgeous Deck
3 bedrooms, 6 beds, 2.5 bathrooms
1–6 Jul
4.95 out of 5 average rating, 20 reviews
Home in Windham
Modern Cozy Townhome in Windham
2 bedrooms, 3 beds, 2.5 bathrooms
7–12 Jul
New place to stay
Guest favourite
Apartment in Windham
Slope Side Luxe | Views, Decks, Walk to Mtn & Town
5 bedrooms, 8 beds, 5.5 bathrooms
1–6 Jul
4.98 out of 5 average rating, 43 reviews
Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds, 3.5 bathrooms
1–6 Jul
4.97 out of 5 average rating, 178 reviews
Top guest favourite
Cabin in Jewett
CatskillsSecludedCabin•PrivateRiverTrail
3 bedrooms, 3 queen beds, 2 bathrooms
8–13 Jul
4.98 out of 5 average rating, 98 reviews
Top guest favourite
Townhouse in Windham
Mountain View Condo • Windham
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
4.98 out of 5 average rating, 46 reviews
Top guest favourite
Home in Jewett
Mountain house w/ Scandinavian BBQ hut Spa & more!
3 bedrooms, 4 beds, 3 bathrooms
30 Aug – 4 Sept
4.94 out of 5 average rating, 214 reviews
Top guest favourite
Home in Windham
Family-ready retreat, games and BBQ
3 bedrooms, 6 beds, 2.5 bathrooms
1–6 Jul
5.0 out of 5 average rating, 51 reviews
Guest favourite
Chalet in Windham
Mountain Views-Game Room-Hot Tub-5 minutes to town
4 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Home in Windham
Luxury Modern Windham 5BR/4.5BA, Sleeps 12.
5 bedrooms, 8 beds, 4.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 21 reviews
Guest favourite
Home in Windham
Cozy Catskills Escape w/Hot Tub & Firepit
4 bedrooms, 6 beds, 2.5 bathrooms
7–12 Jul
4.89 out of 5 average rating, 142 reviews
Top guest favourite
Cabin in Round Top
Contemporary Cabin in Catskill Mountains
2 bedrooms, 2 queen beds, 2.5 bathrooms
23–28 Aug
4.99 out of 5 average rating, 163 reviews