Ashland Holiday Rentals

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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for Ashland holiday rentals

Outdoor dining

Cozy Cabin in Catskills

Cozy Cabin in Catskills
Greenville
The price is HK$670
HK$1,401 total
includes taxes & fees
7 Apr - 8 Apr
Cozy Cabin in Catskills
Property grounds

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (29 reviews)
"Best place ever!!"
United States
LaurapatOsterwald S.
The price is HK$1,587
HK$2,891 total
includes taxes & fees
12 Apr - 13 Apr
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Property grounds

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Phoenicia
The price is HK$1,129
HK$2,133 total
includes taxes & fees
26 Apr - 27 Apr
"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Bar (on property)

Jessie's Harvest House

Jessie's Harvest House
Tannersville
The price is HK$925
HK$1,585 total
includes taxes & fees
5 Apr - 6 Apr
Jessie's Harvest House
Exterior

PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC

PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
Mt. Tremper
9.6 out of 10, Exceptional, (10 reviews)
"Wonderful spot to unwind and take a relaxing getaway."
United States
cheryll s.
The price is HK$1,137
HK$2,775 total
includes taxes & fees
15 Apr - 16 Apr
PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
Terrace/patio

Sauna Belleayre Cozy Cabin

Sauna Belleayre Cozy Cabin
Fleischmanns
9.6 out of 10, Exceptional, (127 reviews)
"Great stay in a lovely area."
United States
Jordan W.
The price is HK$924
HK$1,870 total
includes taxes & fees
5 Apr - 6 Apr
Sauna Belleayre Cozy Cabin
Dining

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Lanesville
9.8 out of 10, Exceptional, (17 reviews)
"Great"
United States
christopher s.
The price is HK$1,607
HK$4,044 total
includes taxes & fees
5 Apr - 6 Apr
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Bar (on property)

Jessie's Harvest House

Jessie's Harvest House
Tannersville
The price is HK$925
HK$1,585 total
includes taxes & fees
5 Apr - 6 Apr
Jessie's Harvest House
Interior

Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.8 out of 10, Exceptional, (20 reviews)
"The house was exactly what we were looking for! Close to the ski mountains, town and made for a really nice weekend away!"
United States
Lauren P.
The price is HK$1,404
HK$3,167 total
includes taxes & fees
12 Apr - 13 Apr
Spacious Catskill Mountains ski cabin with fire pit
Smart TV, fireplace, books, stereo

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Fleischmanns
9.6 out of 10, Exceptional, (72 reviews)
"Very clean and well located"
United States
Dana S.
The price is HK$980
HK$2,260 total
includes taxes & fees
15 Apr - 16 Apr
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
2 bedrooms, travel cot, free WiFi, bed sheets

Renovated Barnhouse Escape

Renovated Barnhouse Escape
Lanesville
10.0 out of 10, Exceptional, (5 reviews)
"Great stay, easy check in and communication, quiet, and clean. Only stayed one night but had a great time. The hike to the falls from the trailhead at the end of the road is a nice plus. "
United States
Robert T.
The price is HK$1,176
HK$2,649 total
includes taxes & fees
5 Apr - 6 Apr
Renovated Barnhouse Escape
Smart TV, fireplace

Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.4 out of 10, Exceptional, (15 reviews)
"I loved explore this area. The interior of the rental property is clean, spacious, and cozy. "
United States
Andrea K.
The price is HK$908
HK$2,538 total
includes taxes & fees
5 Apr - 6 Apr
Cozy Waterfall Oasis + Firepit
Dining

Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
Gilboa
9.4 out of 10, Exceptional, (6 reviews)
"Great place to get away. "
United States
Joshua
The price is HK$925
HK$2,230 total
includes taxes & fees
12 Apr - 13 Apr
Cozy Cabin-Catskills secluded Mountain retreat
Living area

Suites on Main

Suites on Main
3.0 star property
Margaretville
7.2 out of 10, Good, (80 reviews)
"Great room, good amenities, very nice area. My friends and I had a great time staying here for our skiing trip and plan on renting again next year."
United States
Taylor
The price is HK$726
HK$1,097 total
includes taxes & fees
19 Apr - 20 Apr
Suites on Main
Exterior

Catskills Windham Hunter Mountain Cabin Getaway

Catskills Windham Hunter Mountain Cabin Getaway
Maplecrest
9.0 out of 10, Wonderful, (29 reviews)
"Really nice place great location no traffic , grass was extremely high upon arrival,owner was prompt to get it taking care , seen lots of wildlife , I would come back in the future . "
United States
Gary B.
The price is HK$1,897
HK$5,681 total
includes taxes & fees
12 Apr - 13 Apr
Catskills Windham Hunter Mountain Cabin Getaway
Sauna

1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Phoenicia
9.2 out of 10, Wonderful, (36 reviews)
"Excellent location close to everything we needed. The property was clean and comfortable, and the WiFi was strong and dependable throughout our stay."
United States
Jessica P.
The price is HK$1,261
HK$2,782 total
includes taxes & fees
5 Apr - 6 Apr
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Fridge, microwave, oven, stovetop

Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly

Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
Roxbury
10.0 out of 10, Exceptional, (15 reviews)
"Perfect little cabin for our Thanksgiving getaway! "
United States
Gabrielle G.
The price is HK$882
HK$1,720 total
includes taxes & fees
5 Apr - 6 Apr
Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
Terrace/patio

Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski

Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski
Cairo
10.0 out of 10, Exceptional, (5 reviews)
"Nice location and very comfortable/homey feel. Spacious, very clean and lots of amenities, as described. Janet was readily available to answer questions and a pleasure to communicate with. Highly recommended!"
United States
Kimberley V.
The price is HK$1,975
HK$5,274 total
includes taxes & fees
8 Apr - 9 Apr
Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski
Outdoor dining

Four Seasons Luxury Mountain Retreat next to hiking trails

Four Seasons Luxury Mountain Retreat next to hiking trails
Hunter Highlands
9.8 out of 10, Exceptional, (39 reviews)
"Excellent stay, and highly recommend! "
United States
alex r.
The price is HK$952
HK$1,943 total
includes taxes & fees
5 Apr - 6 Apr
Four Seasons Luxury Mountain Retreat next to hiking trails
Outdoor dining

Cozy Home, Wood-burning Fireplace, Ski Belleayre

Cozy Home, Wood-burning Fireplace, Ski Belleayre
Margaretville
9.8 out of 10, Exceptional, (16 reviews)
"Dunraven River House was perfect for our weekend away. The house was clean, comfortable and exactly as listed. The property so was peaceful and I loved having the sounds of the river right outside the door! We’d definitely stay again! "
United States
Angela P.
The price is HK$716
HK$2,590 total
includes taxes & fees
5 Apr - 6 Apr
Cozy Home, Wood-burning Fireplace, Ski Belleayre
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ashland Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Breakfast was awesome! Rooms were clean. Loved the pool. "
Shana 2-night trip
Posted 3 days ago
Hotel Vienna

Find out more about Ashland

Search for holiday rentals in Ashland on Expedia! You can easily find your home rentals, villas, holiday apartments in Ashland using one of the methods below:

  • View our selection of featured holiday rentals in Ashland
  • Use the map to find apartments and other holiday homes in the Ashland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Ashland while they last

Look no further and take a look at our great range of rental properties in Ashland!

Frequently asked questions

Can I find a holiday rental in Ashland?

Yes, there are holiday rentals close to the most popular sights in Ashland, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Ashland has to offer?

Beautiful new house 3/4 mile from Hunter Mountain : This holiday home rental outside of Ashland is located on the waterfront, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Ashland?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Ashland stay.

What can I see and do in Ashland?

While exploring the area, visit family-friendly sights like Zoom Flume, or get outside and enjoy nature at Mountain Top Arboretum. Ashland Town Hall and Windham Mountain Resort are a couple of places you'll find in the wider area.

What are holiday rentals like in Ashland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ashland. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for families.