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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

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

The Cabin at Chichester in the Catskills Mountains

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
TV, books

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

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

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

9.2 out of 10, Wonderful, (15)
"Alex had a great property and was very communicative throughout the whole process. Amazing cabin with tons of amenities"
20 Miles to Windham Mountain Cozy Getaway: King bed/ Game Room
Charming Cottage In The Catskills. Ski, Golf, Hike, Bike And More.
2 bedrooms, iron/ironing board, WiFi, bed sheets

Charming Cottage In The Catskills. Ski, Golf, Hike, Bike And More.

9.6 out of 10, Exceptional, (63)
"Great house, perfect for our mid week ski vacation.. Thank you!"
Charming Cottage In The Catskills. Ski, Golf, Hike, Bike And More.
Cozy Cottage with Stunning Mountain Views
Interior

Cozy Cottage with Stunning Mountain Views

10.0 out of 10, Exceptional, (95)
"Great location only 15 minutes from Belleayre. Paul was a great host and checked in with us to make sure everything was ok. Beautiful mountain views. "
Cozy Cottage with Stunning Mountain Views
Cozy Ski House Retreat minutes to Belleayre Mountain Resort
Terrace/patio

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
Mountain Views & Brook Access: Home in Arkville!
Interior

Mountain Views & Brook Access: Home in Arkville!

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

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

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

10.0 out of 10, Exceptional, (13)
"Would recommend to anyone. "
Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Flat-screen TV

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

10.0 out of 10, Exceptional, (20)
"We had a wonderful stay at the cottage. Great location, close to everything at Windham and Hunter. The cottage was exactly as described - very clean and very comfortable. Agnes even had a fire going for us when we arrived and my daughter loved the cookies. Communication was excellent. We are looking forward to our next stay. "
The price is AED 1,319
AED 2,037 total
includes taxes & fees
13 Mar - 14 Mar
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Charming Retreat 5 Minute Walk to Main Street & 7 Minutes to Hunter Mountain
Interior

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

10.0 out of 10, Exceptional, (1)
"Great place! We really enjoyed our stay. Ryan was very quick in responding to any of our questions. Great property, very clean and great location. Looking forward to coming back again. "
The price is AED 524
AED 1,432 total
includes taxes & fees
17 Mar - 18 Mar
Charming Retreat 5 Minute Walk to Main Street & 7 Minutes to Hunter Mountain
Modern Cottage 1 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Interior

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

9.2 out of 10, Wonderful, (9)
"The place was “clean” but the couches and chairs had stains on them. Cobwebs everywhere. I only stayed for 50% of the time bc I couldn’t deal with all the bugs INSIDE the home. My dog was bitten by some bug. Probably a tick and I didn’t realize till later the first night. I still won’t know what if any infection she may have encountered for 4 weeks. I was specific about noise bc my dog is sensitive and my home in Manhattan is quieter as this place is right on the main road. No TV but host was...
Modern Cottage 1 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Jewett Cabin w/ Viewing Deck - 10 Mins to Skiing!
Exterior

Jewett Cabin w/ Viewing Deck - 10 Mins to Skiing!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great location and very clean and comfortable stay!"
Jewett Cabin w/ Viewing Deck - 10 Mins to Skiing!
Stream Come True! Ski, hike, spa, flow, relax...
2 bedrooms, free WiFi, bed sheets

Stream Come True! Ski, hike, spa, flow, relax...

10.0 out of 10, Exceptional, (4)
"This charming home was lovely for our visit to the Catskill Mountains. The stream is right outside the door and the hot tub was relaxing. We appreciated the updated kitchen and bathroom. The bed was very comfortable and we had plenty of towels and other essentials. There are good local restaurants five minutes away in the town Phoenicia."
Stream Come True! Ski, hike, spa, flow, relax...
Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls
Outdoor spa tub

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. "
The price is AED 845
AED 2,126 total
includes taxes & fees
16 Mar - 17 Mar
Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Outdoor dining

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

The price is AED 386
AED 661 total
includes taxes & fees
9 Apr - 10 Apr
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Cozy Catskills Cabin - 12 Mi to Windham Mountain!
Interior

Cozy Catskills Cabin - 12 Mi to Windham Mountain!

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

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

3.0 star property
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Catskills Mountain Cabin in Bloomville!
TV, fireplace, video-game console, books

Catskills Mountain Cabin in Bloomville!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful and cozy home Peaceful scenery PERFECT fit for our large families "
Catskills Mountain Cabin in Bloomville!
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
Exterior

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (250)
"Works great for our family of seven to Ski at Belleayre Mountain resort. Thank you. "
The price is AED 459
AED 530 total
includes taxes & fees
13 Mar - 14 Mar
Starlite Motel
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
Fridge, microwave, oven, stovetop

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

9.6 out of 10, Exceptional, (39)
"The property was well maintained and a great space. The views along side the creek were amazing. "
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
Property grounds

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

10.0 out of 10, Exceptional, (154)
"Large home with everything you’ll need. Plenty of towels, kitchen supplies, fridge space for a large party. Bedding was nice, with plenty of extra blankets. Greg was very easy to work with and answered all of our questions quickly. We would definitely book this property again. "
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
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?
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 vacation 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 accommodations that’ll make your wallet smile, tailor your search results by amenities, star rating and budget.