Search Ashland Cottage Rentals from CA $182

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Ashland Cottages

The Cabin at Chichester in the Catskills Mountains

The Cabin at Chichester in the Catskills Mountains

9.8 out of 10, Exceptional, (176)
"A beautiful, peaceful location to enjoy nature, yet be close enough to restaurants and shopping for convenience. We had four days of quiet and serenity in the warm, cozy, "feels like home" cottage. Our Labrador retriever loved exploring the woods and creekside (and barking at the wild turkeys!) Host Paul was attentive and gracious."
The Cabin at Chichester in the Catskills Mountains
Cozy Getaway: King bed/ Game Room/ Out Door Patio
Miscellaneous

Cozy Getaway: King bed/ Game Room/ Out Door Patio

9.0 out of 10, Wonderful, (14)
"The house was beautiful and comfy."
Cozy Getaway: King bed/ Game Room/ Out Door Patio
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
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

The price is CA $182
CA $667 total
includes taxes & fees
Jan 9 - Jan 10
Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls
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
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)
"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
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, (11)
"We were so happy with the place! Nice private little cove. It’s got a nice walkway to the place and is fenced in for good doggies! The Kitchenette was perfect and they had a coffee/ tea station that was a game changer. For 2 adults, 2 dogs, and a baby it was plenty of room for a few days"
Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!
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
Modern Cottage with Private Pond, Spa and Views
Terrace/patio

Modern Cottage with Private Pond, Spa and Views

8.8 out of 10, Excellent, (10)
"Loved this place! Will definitely come back!"
Modern Cottage with Private Pond, Spa and Views
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...
Walk to Ski Lift! Charming Hunter A-frame
House (3 Bedrooms) | Private kitchen

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
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

Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Catskills Home, 5 Mins to Windham Mtn Resort!
Property grounds

Catskills Home, 5 Mins to Windham Mtn Resort!

3.0 star property
10.0 out of 10, Exceptional, (4)
"Clean quiet space. Nice landing spot for a stay in the Catskills!"
Catskills Home, 5 Mins to Windham Mtn Resort!
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
Hot Tub and Barn Movie Theater at Route 22 Retreat
Fridge, microwave, oven, stovetop

Hot Tub and Barn Movie Theater at Route 22 Retreat

10.0 out of 10, Exceptional, (1)
"The property very nice, there was plenty of extras for entertaining"
The price is CA $278
CA $480 total
includes taxes & fees
Jan 13 - Jan 14
Hot Tub and Barn Movie Theater at Route 22 Retreat
Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!
Miscellaneous

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

3.0 star property
Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!
Vacation Rental Home ~ 2 Mi to Windham Mountain!
House (3 Bedrooms) | Private kitchen

Vacation Rental Home ~ 2 Mi to Windham Mountain!

3.0 star property
Vacation Rental Home ~ 2 Mi to Windham Mountain!
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!
'bearpen Lodge' on 125 Acres - Near Belleayre Mtn!
House (3 Bedrooms) | Private kitchen

'bearpen Lodge' on 125 Acres - Near Belleayre Mtn!

3.0 star property
'bearpen Lodge' on 125 Acres - Near Belleayre Mtn!
Secluded Elka Park Cabin: Hot Tub & Fire Pit!
Fireplace

Secluded Elka Park Cabin: Hot Tub & Fire Pit!

3.0 star property
Secluded Elka Park Cabin: Hot Tub & Fire Pit!
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.
Don't see what you're looking for?
See all available properties in Ashland
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Ashland

Starlite Motel
Exterior

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (245)
"Cozy,excellent cable package…"
The price is CA $181
CA $206 total
includes taxes & fees
Jan 7 - Jan 8
Starlite Motel
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, (145)
"We had another fun stay at the Dancing Horse Farm! The house has been upgraded with a new stove and other amenities. Huge home, to house several large families. Very well maintained and clean. We also visited the near by town for coffee and a nice brisk walk. Overall great time and look forward to coming again!"
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
Tuscan Year Round Beauty - Pickleball Court
Outdoor dining

Tuscan Year Round Beauty - Pickleball Court

10.0 out of 10, Exceptional, (97)
"Awesome"
Tuscan Year Round Beauty - Pickleball Court
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 CA $182 and CA $278 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?
Expedia can help you track down cheap cottages in Ashland. To reserve your dream stay in just a few keystrokes, use our handy filter tool to tailor your search results by star rating, amenities and budget.