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Search results; Over 1,000 places in Ashland

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Guest favourite
Home in Prattsville
Cozy Catskill Home Near Windham and Hunter
Hosted by Garrison
19–24 Apr
4.88 out of 5 average rating, 32 reviews
Superhost
Home in Prattsville
Holly Lodge - Ski Windham, Hunter, Catskills
Hosted by a business
19–24 Apr
4.84 out of 5 average rating, 129 reviews
Guest favourite
Home in Windham
Magical Catskill Home
Hosted by Michael
29 Apr – 4 May
4.9 out of 5 average rating, 10 reviews
Guest favourite
Cabin in Windham
The Creekside Cabin - 5 mins to Windham MT!
Hosted by Jill
5–10 May
4.97 out of 5 average rating, 33 reviews
Guest favourite
Cabin in Windham
Hunter / Windham Ski Loft
Hosted by Valerie
29 Apr – 4 May
4.83 out of 5 average rating, 247 reviews
Guest favourite
Home in Prattsville
Private Catskill Mountain Retreat
Hosted by Joseph And Teresa
29 Apr – 4 May
4.92 out of 5 average rating, 38 reviews
Chalet in Prattsville
Luxury Chalet | Ski Resort | HotTub| Mountain View
Hosted by Blue Dream
19–24 May
4.71 out of 5 average rating, 21 reviews
Home in Prattsville
Modern Mountain Home - 10 mins from Windham ski!
Hosted by Mitch
21–26 Apr
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Windham
Custom-built Catskills retreat, 7 mins from skiing
Hosted by Arin
23–28 Apr
4.99 out of 5 average rating, 316 reviews
Guest favourite
Cabin in Prattsville
Little Red Cabin Near Windham & Hunter w/ Hot Tub
Hosted by Thomas
9–14 Jun
4.91 out of 5 average rating, 159 reviews
Guest favourite
Home in Prattsville
Ashland Cottage—Minutes to Windham Mountain
Hosted by Ben
21–26 Apr
5.0 out of 5 average rating, 15 reviews
Guest favourite
Guest house in Windham
Alpine Chalet on Spectacular Property
Hosted by Carolyn+Dan
26 Apr – 1 May
5.0 out of 5 average rating, 90 reviews
Guest favourite
Home in Windham
Creekside Lodge at Windham
Hosted by Joe
19–24 Apr
4.94 out of 5 average rating, 33 reviews
Guest favourite
Cabin in Windham
5600sqft Log Cabin w/ Hot Tub, Game Room, and more
Hosted by Liberto
20–25 Apr
4.96 out of 5 average rating, 28 reviews
Guest favourite
Chalet in Windham
Fernwood Chalet! Hiking, Sauna and Hot tub!
Hosted by Amerah
21–26 Apr
4.96 out of 5 average rating, 79 reviews
Superhost
Home in Ashland
Arcade|Music|BBQ|Fire Pit|Acres|Batavia House!
Hosted by David
29 Apr – 4 May
4.94 out of 5 average rating, 36 reviews
Guest favourite
Cabin in Windham
Modern forest retreat with hot tub and sauna
Hosted by Eddie
21–26 Apr
4.98 out of 5 average rating, 65 reviews
Guest favourite
Home in Ashland
Home Theatre, Game Room, Private Driving Range
Hosted by a business
19–24 Apr
5.0 out of 5 average rating, 11 reviews