Vacation rentals in Ashland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Ashland

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Home in Prattsville

4.94 out of 5 average rating, 107 reviews

12acres Catskill Mntn vws, hot tub, fire pit, pond

Get away to this beautiful remote location in the Catskills region. Stunning views of mountains and over 12 acres of land to explore. Located on the property is also a new hot tub, fire pit & a serene pond where you can just sit back and take in the views. We are about a 15 minute drive away from Windham Mountains ski resort, 13 minutes to Bearpen Mountain Sports, less than 30 minutes to Hunter Mountain and less than 40 minutes to Kaaterskill Falls (the most famous Catskill Mountain waterfall).

May 23 – 30

R4,493 ZAR per night
Guest favorite

Home in Prattsville

4.91 out of 5 average rating, 270 reviews

Yanity House

You will have access to the entire house fully furnished. Pet's are welcome just keep paws clean its a beige rug. We want everyone to be comfortable, so please let us know how and what you would like to see improved if you rent the unit. We will improve the unit as per guest suggestions. Currently we do not have cable but we do have a dvd and game system in the living room - All the bedrooms have TV's, dvd players or bring your streaming device There currently is no phone but cell service works

May 8 – 15

R1,826 ZAR per night
Guest favorite

Apartment in Windham

4.99 out of 5 average rating, 210 reviews

Main Street, The Heart of Windham

The perfect base to explore Windham & spend time in the Mountains! Just 0.7 mi. to Windham Mtn/9 mi. to Hunter. Located where Main St. begins, this immaculate 1 Bdrm has a queen bed, open concept EIK/LR, Full Bath & Balcony. Roll-away bed avail. Hiking/ski/snowboard/music/dining/exploring. Near Wedding Venues-Wylder Hotel, Hayfield & Windham Manor. Walkable to restaurants, movies, pubs, galleries & shops. Parking. WIFI. Smart TV/NO CABLE. Bring your Roku/Amazon/Netflex/Hulu codes. DVDs avail.

Sep 4 – 11

R1,835 ZAR per night

Popular amenities for Ashland vacation rentals

Other great vacation rentals in Ashland

Guest favorite

Cabin in Prattsville

4.98 out of 5 average rating, 122 reviews

Alpine Ridge -Cabin w/ Mountain Views & Pizza Oven

Jul 31 – Aug 7

R5,911 ZAR per night
Guest favorite

Condo in Hunter

4.98 out of 5 average rating, 531 reviews

Hunter Mtn Liftside Ski In/Out, Slopeside!

Aug 29 – Sep 5

R2,456 ZAR per night
Guest favorite

Cabin in West Kill

4.97 out of 5 average rating, 169 reviews

West Kill Cabin

Apr 18 – 25

R3,035 ZAR per night
Guest favorite

Cabin in Windham

4.88 out of 5 average rating, 108 reviews

The Windham Cabin w/ Hot Tub

Sep 8 – 15

R3,860 ZAR per night
Guest favorite

Cabin in Windham

4.96 out of 5 average rating, 27 reviews

The Creekside Cabin - 5 mins to Windham MT!

Dec 27 – Jan 3

R6,499 ZAR per night
Guest favorite

Home in Windham

4.89 out of 5 average rating, 9 reviews

Magical Catskill Home

Jul 1 – 8

R6,068 ZAR per night
Superhost

Cabin in Windham

4.91 out of 5 average rating, 56 reviews

Catskills Farmhouse- Ski house by Windham & Hunter

Jun 29 – Jul 6

R7,300 ZAR per night
Guest favorite

Home in Windham

4.94 out of 5 average rating, 33 reviews

Creekside Lodge at Windham

Dec 9 – 16

R9,278 ZAR per night
Guest favorite

Cabin in Windham

5.0 out of 5 average rating, 27 reviews

Spacious A-frame, Windham Cabin, Catskills

Jan 14 – 21

R5,497 ZAR per night
Superhost

Cabin in Jewett

4.91 out of 5 average rating, 33 reviews

YAYFrame - Catskills Mountains Cozy Cabin Getaway

Jun 12 – 19

R1,960 ZAR per night
Guest favorite

Chalet in Windham

4.96 out of 5 average rating, 77 reviews

Fernwood Chalet! Hiking, Sauna and Hot tub!

Jul 26 – Aug 2

R11,624 ZAR per night
Guest favorite

Guesthouse in Windham

5.0 out of 5 average rating, 86 reviews

Alpine Chalet on Spectacular Property

Aug 3 – 10

R6,340 ZAR per night

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Greene County
  5. Ashland