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Check prices for these dates

Next weekend
21 Saf. - 23 Saf.
In two weeks
28 Saf. - 2 Rab. I
In one month
14 Rab. I - 16 Rab. I
In two months
11 Rab. II - 13 Rab. II

Compare Cottages in Ashland with updated reviews, rates, and availability.

20 Miles to Windham Mountain Cozy Getaway: King bed/ Game Room
Game room & futon

20 Miles to Windham Mountain Cozy Getaway: King bed/ Game Room

9.0 out of 10, Wonderful, (14)
"The house was beautiful and comfy."
20 Miles to Windham Mountain Cozy Getaway: King bed/ Game Room
The Cabin at Chichester in the Catskills Mountains
The Cottage at Chichester

The Cabin at Chichester in the Catskills Mountains

9.8 out of 10, Exceptional, (179)
"Very nice cottage that is well kept and clean. Easy 7 min to Phoenicia and 20 min to Belleayre. The manager is very attentive and responsive to messages and questions. Very nice heat for the winter. Good kitchen for a small family. Also had a nice time running the dog in the yard."
The Cabin at Chichester in the Catskills Mountains
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Elka Park Vacation Rental | 3BR | 2BA | 1,200 Sq Ft | Step-Free Entry

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

9.6 out of 10, Exceptional, (16)
"I had a wonderful weekend stay at this lovely cabin! It is beautiful and cozy, all necessities provided. The check in and check out processes were easy, the guest contact was easy to contact and pleasant to speak with. The views are gorgeous, and the neighbors are so kind. Loved being here and definitely plan to come back! Will tell all my friends! Thank you!"
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls
Outdoor dining

Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls

10.0 out of 10, Exceptional, (1)
"The place was clean, the area was adorable and close to everything, and the communication with the owner was quick and painless. Would stay again. "
Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls
Hot Tub and Barn Movie Theater at Route 22 Retreat

Hot Tub and Barn Movie Theater at Route 22 Retreat

10.0 out of 10, Exceptional, (2)
"About 20 minutes from the mountain, my friends and I were very cozy and entertained by amenities. Comfortable and clean and owner very responsive."
The price is SAR 822
SAR 1,343 total
includes taxes & fees
11 Mar - 12 Mar
Hot Tub and Barn Movie Theater at Route 22 Retreat
Mountain Views & Brook Access: Home in Arkville!
Exterior

Mountain Views & Brook Access: Home in Arkville!

3.0 star property
Mountain Views & Brook Access: Home in Arkville!
Modern Country Cottage
Living area

Modern Country Cottage

10.0 out of 10, Exceptional, (2)
"We were looking for a quiet getaway and found it! The house is updated, immaculate and fully appointed. It is well laid out with very comfortable furniture. There is a deck with a forest and a pond in the backyard, and a short walk through the forest to a creek. Very peaceful, with things to do in the area."
Modern Country Cottage
Charming Retreat 5 Minute Walk to Main Street & 7 Minutes to Hunter Mountain
Outdoor spa tub

Charming Retreat 5 Minute Walk to Main Street & 7 Minutes to Hunter Mountain

Charming Retreat 5 Minute Walk to Main Street & 7 Minutes to Hunter Mountain
Charming 2-bedroom cottage with WiFi and AC in fabulous Phoenicia
Exterior

Charming 2-bedroom cottage with WiFi and AC in fabulous Phoenicia

10.0 out of 10, Exceptional, (2)
"The house was well taken care of and suzanne was a very accomadating host"
Charming 2-bedroom cottage with WiFi and AC in fabulous Phoenicia
Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!
Living area

Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!

10.0 out of 10, Exceptional, (11)
"Short vacation for us to escape the city. This place is very nice and quite, we love it! Thank you!"
Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!
Modern Cottage 1 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Downstairs

Modern Cottage 1 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

9.2 out of 10, Wonderful, (9)
"Definitely enjoyed my stay at the Lorca. It was clean, neat and tidy and was close to Belleayre. Peakamoose restaurant served an amazing dinner apres ski. Available grill and firepit provided a perfect getaway long weekend for us."
Modern Cottage 1 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Miscellaneous

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants

10.0 out of 10, Exceptional, (19)
"This was an excellent cottage. Great condition. Immaculate. Homely. Cosy. "
The price is SAR 1,346
SAR 2,069 total
includes taxes & fees
23 Feb - 24 Feb
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Cozy Ski House Retreat minutes to Belleayre Mountain Resort
Located 3 miles from Belleayre Ski Resort.

Cozy Ski House Retreat minutes to Belleayre Mountain Resort

10.0 out of 10, Exceptional, (4)
"This house was so nice. It was very clean, good location with parking and everything we needed was already there. There were two full baths and a half bathroom so plenty of space for 3 couples. The kitchen was well equipped. No issues with hot water and we had AC in each room. Very happy with our stay and would return if we were back in the area."
Cozy Ski House Retreat minutes to Belleayre Mountain Resort
Hunter Hideaway w/ Yard & Deck: 3 Mi to Ski Slopes
Terrace/patio

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
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Terrace/patio

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

3.0 star property
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Cozy Catskills Cabin - 12 Mi to Windham Mountain!
Exterior

Cozy Catskills Cabin - 12 Mi to Windham Mountain!

3.0 star property
Cozy Catskills Cabin - 12 Mi to Windham Mountain!
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Dining

Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Mtn-view Home w/ Deck on 4 Acres in Windham
Living area

Mtn-view Home w/ Deck on 4 Acres in Windham

3.0 star property
Mtn-view Home w/ Deck on 4 Acres in Windham
Walk to Ski Lift! Charming Hunter A-frame
Property grounds

Walk to Ski Lift! Charming Hunter A-frame

3.0 star property
6.8 out of 10, (3)
"Great location and lovely area. Only problem is that address in listing doesn’t fully match address of home. The GPS initially took us to a location a few miles away. Other than that, the stay was great."
Walk to Ski Lift! Charming Hunter A-frame
Private 7-acre Retreat: On-site Pond, Streams
Terrace/patio

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

3.0 star property
Private 7-acre Retreat: On-site Pond, Streams
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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Other property types in Ashland

Starlite Motel
Terrace/patio

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (248)
"Works great for our family of seven to Ski at Belleayre Mountain resort. Thank you. "
The price is SAR 469
SAR 536 total
includes taxes & fees
24 Feb - 25 Feb
Starlite Motel
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
Exterior

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

9.6 out of 10, Exceptional, (38)
"Beautiful setting with this home. Kitchen appliances and amenities were great. Bedrooms slightly sparse, but very functional. Bathrooms clean and seemed to be recently updated. "
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!
Living area

True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!

2.0 star property
9.8 out of 10, Exceptional, (28)
"Great place and location. We have been staying at different condo places for the past 3 Winter Ski season. This is by far the best. Matt is great. "
The price is SAR 589
SAR 1,016 total
includes taxes & fees
5 Mar - 6 Mar
True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!
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.

Frequently asked questions

How much do cottages in Ashland cost?
Cottages in Ashland range between and per night. These properties offer a chance to touch base with nature — at a price you can afford. 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?
Expedia has some terrific cottages in Ashland, so start packing for a memorable vacay close to nature. If you have a certain budget, choose how much you’d like to spend and the star rating of your property. Or take advantage of our filters to search for cottages with free WiFi or a pool. We’ll help you find the perfect digs whatever your style of travel or plans.
How can I find cheap cottages in Ashland?
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