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Search results; Over 1,000 homes in Ashland

Guest favourite
Home in Town of Ashland
Arcade|Music|BBQ|Fire Pit|Acres|Batavia House!
4 bedrooms, 5 beds, 2 private bathrooms
6–11 Sept
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4.91 out of 5 average rating, 66 reviews
Top guest favourite
Cabin in Windham
Cozy Creekside Cabin | 5 Mins to Windham Mt!
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.95 out of 5 average rating, 225 reviews
Guest favourite
Cabin in Windham
Dream cabin
5 bedrooms, 7 beds, 3 bathrooms
1–6 Sept
4.89 out of 5 average rating, 61 reviews
Top guest favourite
Cabin in Town of Ashland
Luxury Cabin Retreat - 7 Mins to Windham
3 bedrooms, 8 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in Windham
Entire Magda Cabin XL! Sauna! Hot Tub!
7 bedrooms, 13 beds, 5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Windham
Private cabin in the Catskills
2 bedrooms, 2 queen beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 416 reviews
Guest favourite
Home in Windham
Creekside Lodge | Windham | A/C | Sleeps 12
4 bedrooms, 8 beds, 3 bathrooms
7–12 Sept
4.93 out of 5 average rating, 71 reviews
Top guest favourite
Home in Prattsville
Modern Mountain Home - Near Windham & Hunter ski!
3 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Home in Prattsville
Hot Tub • Sauna • Mtn View • Firepit • Home Office
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 32 reviews
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
Top guest favourite
Home in Windham
Modern Forest Retreat with Hot Tub and Sauna
4 bedrooms, 8 beds, 3 bathrooms
6–11 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Prattsville
Gem w Hot tub/Pond/ 9 min to Ski
4 bedrooms, 6 beds, 4 bathrooms
1–6 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Prattsville
Our Ski House
4 bedrooms, 6 queen beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 32 reviews
Chalet in Prattsville
NEW HOT TUB! Game Room • Firepit • Near Windham
4 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
4.74 out of 5 average rating, 39 reviews
Luxe
Home in Hunter
Casa Catskills: Luxury, Modern 9 Acre Escape
6 bedrooms, 7 beds, 5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Home in Prattsville
10 min to Windham! 20 min to Hunter! EV charger!
3 bedrooms, 8 beds, 3 bathrooms
4–9 Sept
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Home in Prattsville
Catskills Retreat - Game Room, Hot Tub, EV charger
4 bedrooms, 6 beds, 3 bathrooms
1–6 Sept
4.97 out of 5 average rating, 105 reviews
Top guest favourite
Home in Windham
Catskills Retreat with Theater, Hot Tub and Games
8 bedrooms, 14 beds, 3.5 bathrooms
7–12 Sept
4.99 out of 5 average rating, 97 reviews
Guest favourite
Townhouse in Windham
Cheerful and Cozy 2 bedroom home in Windham
2 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.98 out of 5 average rating, 61 reviews