Vacation rentals in Ashland

Find and book unique accommodation on Airbnb

Top-rated accommodation in Ashland

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

Guest favourite

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).

18 – 25 May

$2,818 AUD total
Guest favourite

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

17 – 24 Sept

$1,269 AUD total
Guest favourite

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.

2 – 9 Aug

$1,184 AUD total

Popular amenities for Ashland accommodation

Other great accommodation in Ashland

Superhost

Cabin in Jewett

4.92 out of 5 average rating, 237 reviews

The Barnhouse - Ski House near Hunter and Windham

27 May – 3 June

$7,800 AUD total
Guest favourite

Cabin in Prattsville

4.98 out of 5 average rating, 122 reviews

Alpine Ridge -Cabin w/ Mountain Views & Pizza Oven

1 – 8 June

$2,989 AUD total
Guest favourite

Cabin in West Kill

4.97 out of 5 average rating, 169 reviews

West Kill Cabin

18 – 25 Apr

$1,815 AUD total
Guest favourite

Cabin in Windham

4.88 out of 5 average rating, 108 reviews

The Windham Cabin w/ Hot Tub

12 – 19 July

$2,324 AUD total
Guest favourite

Cabin in Windham

4.96 out of 5 average rating, 27 reviews

The Creekside Cabin - 5 mins to Windham MT!

21 – 28 Aug

$3,491 AUD total
Guest favourite

Home in Windham

4.89 out of 5 average rating, 9 reviews

Magical Catskill Home

1 – 8 July

$3,712 AUD total
Superhost

Cabin in Windham

4.91 out of 5 average rating, 56 reviews

Catskills Farmhouse- Ski house by Windham & Hunter

30 June – 7 July

$4,426 AUD total
Guest favourite

Home in Prattsville

4.91 out of 5 average rating, 35 reviews

Private Catskill Mountain Retreat

6 – 13 Dec

$1,575 AUD total
Guest favourite

Home in Windham

4.94 out of 5 average rating, 33 reviews

Creekside Lodge at Windham

10 – 17 Dec

$5,648 AUD total
Guest favourite

Cabin in Windham

5.0 out of 5 average rating, 27 reviews

Spacious A-frame, Windham Cabin, Catskills

15 – 22 Jan

$3,360 AUD total
Guest favourite

Chalet in Windham

4.96 out of 5 average rating, 77 reviews

Fernwood Chalet! Hiking, Sauna and Hot tub!

26 July – 2 Aug

$6,872 AUD total
Guest favourite

Guesthouse in Windham

5.0 out of 5 average rating, 86 reviews

Alpine Chalet on Spectacular Property

4 – 11 Aug

$3,830 AUD total

Destinations to explore

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