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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
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
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
17–22 Aug
4.97 out of 5 average rating, 178 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
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 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
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
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
Cottage in Windham
Scenic Catskills Oasis|2 Acres|Creek|Sunset Views
4 bedrooms, 5 beds, 2 bathrooms
6–11 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Jewett
Sweet cottage near Hunter Mountain
3 bedrooms, 4 beds, 1 bathroom
7–12 Jul
4.9 out of 5 average rating, 100 reviews
Superhost
Place to stay in Windham
Windham Cottage - Batavia Room
1 bedroom, 1 king bed, 1 bathroom
2–7 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cabin in Town of Ashland
Luxury Cabin Retreat - 7 Mins to Windham
3 bedrooms, 8 beds, 2 bathrooms
6–11 Jul
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Chalet in Jewett
Sauna, EV-charger, Arcade, Private Family Getaway
6 bedrooms, 10 beds, 4 bathrooms
19–24 Jul
4.88 out of 5 average rating, 24 reviews
Guest favourite
Home in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
6 bedrooms, 5 beds, 3 bathrooms
9–14 Jul
5.0 out of 5 average rating, 21 reviews
Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
5 bedrooms, 8 beds, 4 bathrooms
5–10 Jul
5.0 out of 5 average rating, 37 reviews
Home in Windham
The Corral's in Windham
3 bedrooms, 10 beds, 2 bathrooms
5–10 Jul
4.97 out of 5 average rating, 39 reviews