Ashland

Ashland Homestays

Enter your dates to find homestays in Ashland for a cozy, local experience.

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Popular Homestays in Ashland

Check out the best homestays in Ashland for a cozy, home-like experience.
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Lowest Price
Closest to Downtown
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Catskill Park Farm by AvantStay Huge Yard Fire Pit Near Windham Ski Resort
Catskill Park Farm by AvantStay Huge Yard Fire Pit Near Windham Ski ResortCatskill Park Farm by AvantStay Huge Yard Fire Pit Near Windham Ski ResortCatskill Park Farm by AvantStay Huge Yard Fire Pit Near Windham Ski ResortCatskill Park Farm by AvantStay Huge Yard Fire Pit Near Windham Ski ResortCatskill Park Farm by AvantStay Huge Yard Fire Pit Near Windham Ski ResortCatskill Park Farm by AvantStay Huge Yard Fire Pit Near Windham Ski Resort
78
Hotels in Ashland
Featured facilities: Private bathroom, Kitchen
Outstanding
10.0/10
Check Availability
A'Neils Windham Ski Lodge & Family Retreat
A'Neils Windham Ski Lodge & Family RetreatA'Neils Windham Ski Lodge & Family RetreatA'Neils Windham Ski Lodge & Family RetreatA'Neils Windham Ski Lodge & Family RetreatA'Neils Windham Ski Lodge & Family RetreatA'Neils Windham Ski Lodge & Family Retreat
46
Hotels in Ashland
Featured facilities: Clothes dryer
Outstanding
17 reviews
10.0/10
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Spacious Residence Windham - XL Pool, Movie Room, Hot Tub, 6 Bedrooms, Gardens
Spacious Residence Windham - XL Pool, Movie Room, Hot Tub, 6 Bedrooms, GardensSpacious Residence Windham - XL Pool, Movie Room, Hot Tub, 6 Bedrooms, GardensSpacious Residence Windham - XL Pool, Movie Room, Hot Tub, 6 Bedrooms, GardensSpacious Residence Windham - XL Pool, Movie Room, Hot Tub, 6 Bedrooms, GardensSpacious Residence Windham - XL Pool, Movie Room, Hot Tub, 6 Bedrooms, GardensSpacious Residence Windham - XL Pool, Movie Room, Hot Tub, 6 Bedrooms, Gardens
45
Hotels in Ashland
Featured facilities: Kitchen, Washing machine
Outstanding
5 reviews
10.0/10
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Ashland
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Magical Home Located in Windham and Catskills
Magical Home Located in Windham and CatskillsMagical Home Located in Windham and CatskillsMagical Home Located in Windham and CatskillsMagical Home Located in Windham and CatskillsMagical Home Located in Windham and CatskillsMagical Home Located in Windham and Catskills
30
Hotels in Ashland
Featured facilities: Kitchen, Washing machine
Outstanding
4 reviews
10.0/10
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(New Listing) Beautiful mountain home on private road
(New Listing) Beautiful mountain home on private road(New Listing) Beautiful mountain home on private road(New Listing) Beautiful mountain home on private road(New Listing) Beautiful mountain home on private road(New Listing) Beautiful mountain home on private road(New Listing) Beautiful mountain home on private road
64
Hotels in Ashland
Featured facilities: Clothes dryer
Amazing
9.6/10
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Creek house with expansive mountain views
Creek house with expansive mountain viewsCreek house with expansive mountain viewsCreek house with expansive mountain viewsCreek house with expansive mountain viewsCreek house with expansive mountain viewsCreek house with expansive mountain views
25
Hotels in Ashland
Featured facilities: Kitchen, Washing machine
Very Good
8.8/10
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Just 6 minutes from Windham Mountain
Just 6 minutes from Windham MountainJust 6 minutes from Windham MountainJust 6 minutes from Windham MountainJust 6 minutes from Windham MountainJust 6 minutes from Windham MountainJust 6 minutes from Windham Mountain
44
Hotels in Ashland
Featured facilities: Clothes dryer
Outstanding
9.8/10
Check Availability
Stylish, Luxury Mountain House 10 Mins to Windham
Stylish, Luxury Mountain House 10 Mins to WindhamStylish, Luxury Mountain House 10 Mins to WindhamStylish, Luxury Mountain House 10 Mins to WindhamStylish, Luxury Mountain House 10 Mins to WindhamStylish, Luxury Mountain House 10 Mins to WindhamStylish, Luxury Mountain House 10 Mins to Windham
25
Hotels in Ashland
Featured facilities: Kitchen, Washing machine
Outstanding
2 reviews
10.0/10
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Tiny House on Walnut Grove
Tiny House on Walnut GroveTiny House on Walnut GroveTiny House on Walnut GroveTiny House on Walnut GroveTiny House on Walnut GroveTiny House on Walnut Grove
19
Hotels in Ashland
Welcome to this charming cottage minutes from Windham and Hunter Mountains. This terrific one-bedroom retreat features a cool living room with a sofa bed, perfect for extra guests. A full kitchen and a banquette is included. Guests can enjoy amenities like a hair dryer, heating, AC, WiFi, and a washing machine/dryer. Experience what Ashland has to offer with a stay at our cozy cottage and a hot tub.About pets:Pets allowed: limit 1 total.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
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Delightful 3-bedroom chalet with WiFi in Windham
0
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