Vacation rentals in Ashland
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Top-rated vacation rentals in Ashland
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Ashland vacation rentals
Other great vacation rentals in Ashland
Guest favorite
Cabin in Jefferson
5.0 out of 5 average rating, 430 reviews"Far from the Madding Crowd" Cozy Cabin Retreat
Jun 1 – 8
G$21,811 GYD per night
Guest favorite
Home in Windham
4.9 out of 5 average rating, 10 reviewsMagical Catskill Home
Jul 17 – 24
G$61,104 GYD per night
Guest favorite
Cabin in Windham
4.97 out of 5 average rating, 33 reviewsThe Creekside Cabin - 5 mins to Windham MT!
Nov 6 – 13
G$71,720 GYD per night
Superhost
Cabin in Windham
4.91 out of 5 average rating, 56 reviewsCatskills Farmhouse- Ski house by Windham & Hunter
Jul 26 – Aug 2
G$79,683 GYD per night
Guest favorite
Home in Windham
4.94 out of 5 average rating, 33 reviewsCreekside Lodge at Windham
Dec 16 – 23
G$102,380 GYD per night
Guest favorite
Home in Gilboa
4.84 out of 5 average rating, 38 reviewsGreat for hunters-skiers-hikers close to Windham
Aug 6 – 13
G$20,819 GYD per night
Guest favorite
Cabin in Windham
5.0 out of 5 average rating, 27 reviewsSpacious A-frame, Windham Cabin, Catskills
Aug 8 – 15
G$48,698 GYD per night
Guest favorite
Chalet in Windham
4.96 out of 5 average rating, 79 reviewsFernwood Chalet! Hiking, Sauna and Hot tub!
Aug 13 – 20
G$125,096 GYD per night
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