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Check prices for these dates

In two weeks
12 Sep - 14 Sep
In one month
26 Sep - 28 Sep
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Browse Select Ashland Cottages

Our top choices for Ashland cottages

Catskills Home, 5 Mins to Windham Mtn Resort!
House (2 Bedrooms) | Front of property

Catskills Home, 5 Mins to Windham Mtn Resort!

3.0 star property
10.0 out of 10, Exceptional, (4)
"This place was awesome. Very clean, nicely appointed, very welcoming. Highly recommend and would definitely stay again. Only downside is that it is a second floor unit and the stairs are a little steep but still totally worth it "
Catskills Home, 5 Mins to Windham Mtn Resort!
Mountain Views & Brook Access: Home in Arkville!
House (3 Bedrooms) | Interior

Mountain Views & Brook Access: Home in Arkville!

3.0 star property
Mountain Views & Brook Access: Home in Arkville!
Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish
House (3 Bedrooms) | Interior

Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great time during our stay. The house was nicely setup. We would go back again."
Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish
Cozy Catskills Cabin - 12 Mi to Windham Mountain!
House (2 Bedrooms) | Interior

Cozy Catskills Cabin - 12 Mi to Windham Mountain!

3.0 star property
10.0 out of 10, Exceptional, (1)
"It was great. Place was as advertised. Great place to stay, can't wait to book it again! Place was clean, easy to get in, has everything you would need for a long weekend getaway to the catskills."
Cozy Catskills Cabin - 12 Mi to Windham Mountain!
Catskills Mtn Retreat w/ Panoramic View & Fire Pit
House (3 Bedrooms) | Interior

Catskills Mtn Retreat w/ Panoramic View & Fire Pit

3.0 star property
Catskills Mtn Retreat w/ Panoramic View & Fire Pit
Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort
House (4 Bedrooms) | Interior

Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort

3.0 star property
Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort
Creekside Catskills Getaway Near Hunter Mountain
House (3 Bedrooms) | Interior

Creekside Catskills Getaway Near Hunter Mountain

3.0 star property
Creekside Catskills Getaway Near Hunter Mountain
Private 7-acre Retreat: On-site Pond, Streams
House (3 Bedrooms) | Interior

Private 7-acre Retreat: On-site Pond, Streams

3.0 star property
Private 7-acre Retreat: On-site Pond, Streams
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Cottage (3 Bedrooms) | Interior

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

3.0 star property
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!
House (3 Bedrooms) | Interior

Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!

3.0 star property
Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!
Grand Windham Retreat w/ Fire Pit & Game Room
House (2 Bedrooms) | Interior

Grand Windham Retreat w/ Fire Pit & Game Room

3.0 star property
Grand Windham Retreat w/ Fire Pit & Game Room
Secluded Elka Park Cabin: Hot Tub & Fire Pit!
House (2 Bedrooms) | Interior

Secluded Elka Park Cabin: Hot Tub & Fire Pit!

3.0 star property
Secluded Elka Park Cabin: Hot Tub & Fire Pit!
High Peak Heaven: Cozy Log Cabin on 1 Acre!
House (2 Bedrooms) | Interior

High Peak Heaven: Cozy Log Cabin on 1 Acre!

3.0 star property
High Peak Heaven: Cozy Log Cabin on 1 Acre!
Mtn Views + On-site Hiking Trails: Catskills Cabin
House (2 Bedrooms) | Interior

Mtn Views + On-site Hiking Trails: Catskills Cabin

3.0 star property
Mtn Views + On-site Hiking Trails: Catskills Cabin
Retreat w/ Deck & Grill: 1 Mi to Hunter Mtn Resort
House (6 Bedrooms) | Interior

Retreat w/ Deck & Grill: 1 Mi to Hunter Mtn Resort

3.0 star property
Retreat w/ Deck & Grill: 1 Mi to Hunter Mtn Resort
Catskills Family Retreat: Fishing & Hiking On-site
House (2 Bedrooms) | Interior

Catskills Family Retreat: Fishing & Hiking On-site

3.0 star property
Catskills Family Retreat: Fishing & Hiking On-site
7 Mi to Kaaterskill Falls: Home w/ Mountain Views!
House (2 Bedrooms) | Interior

7 Mi to Kaaterskill Falls: Home w/ Mountain Views!

3.0 star property
7 Mi to Kaaterskill Falls: Home w/ Mountain Views!
Scenic Catskills Cabin Rental w/ Hot Tub & Views!
House (2 Bedrooms) | Interior

Scenic Catskills Cabin Rental w/ Hot Tub & Views!

3.0 star property
Scenic Catskills Cabin Rental w/ Hot Tub & Views!
9 Mi to Skiing: Catskills Casita w/ Mountain Views
House (3 Bedrooms) | Interior

9 Mi to Skiing: Catskills Casita w/ Mountain Views

3.0 star property
2.0 out of 10, (1)
"Booked a stay for a group I work with, they arrived to the home at 11:30pm to find out that the booking had been cancelled due to a declined payment but the bank confirmed that the card was good. I did not receive any notification from the managing company that there was a issue so we could not remedy it. I called them, they told me I would've received an email from Expedia (never did), spoke with Hotels.com who reached out and was told the same thing. At the same time, I received two duplicate...
9 Mi to Skiing: Catskills Casita w/ Mountain Views
Hunter Hideaway w/ Yard & Deck: 3 Mi to Ski Slopes
House (3 Bedrooms) | Interior

Hunter Hideaway w/ Yard & Deck: 3 Mi to Ski Slopes

3.0 star property
10.0 out of 10, Exceptional, (1)
Hunter Hideaway w/ Yard & Deck: 3 Mi to Ski Slopes
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

Find out more about Ashland

Find out more about Ashland

Ashland Cottages information

Number of reviews
3
Accommodation
92 Cottages
Lowest Price
Highest Price

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Frequently asked questions

How much do cottages in Ashland cost?
Prices for cottages in Ashland range between and per night. No matter your budget, you're sure to find the perfect place to immerse yourself in nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Ashland with Expedia?
Reserving a cottage in Ashland is as easy as clicking on your travel dates and selecting your ideal place for a holiday in the outdoors. From chic retreats to budget-friendly stays and cottages that come with amenities like a kitchenette, Expedia has something for all styles and tastes. As for terrific deals? We've got you covered!
How can I find cheap cottages in Ashland?
With Expedia's handy filter tool, booking cheap cottages in Ashland has never been simpler. To find accommodation that'll make your wallet smile, tailor your search results by amenities, star rating and budget.