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Ashland Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Ashland vacation rentals

Sauna

Vintage camper on small farm

Vintage camper on small farm
Greenville
The price is ￥15,247
￥26,922 total
includes taxes & fees
Jul 10 - Jul 11
Vintage camper on small farm
Premium House, Kitchen, Mountain View | Private kitchen | Full-size fridge, microwave, coffee/tea maker

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (305 reviews)
"Perfect for us- so close to the mountain and kitchen was great "
United States
Elizabeth
The price is ￥20,168
￥22,588 total
includes taxes & fees
Jul 14 - Jul 15
Starlite Motel
Dining

Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
Gilboa
9.6 out of 10, Exceptional, (9 reviews)
"Great place to get away. "
United States
Joshua
The price is ￥19,038
￥46,079 total
includes taxes & fees
Jul 19 - Jul 20
Cozy Cabin-Catskills secluded Mountain retreat
Property grounds

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (32 reviews)
"Lovely place almost magical ....the perfect get away . . So well kept."
United States
Nivia
The price is ￥32,671
￥59,505 total
includes taxes & fees
Jul 7 - Jul 8
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
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, (17 reviews)
"Perfect little cabin for our Thanksgiving getaway! "
United States
Gabrielle G.
The price is ￥25,814
￥45,610 total
includes taxes & fees
Jul 27 - Jul 28
Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
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, (78 reviews)
"Everything was good for our stay"
United States
jesse u.
The price is ￥20,184
￥46,692 total
includes taxes & fees
Jul 8 - Jul 9
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Bar (on property)

Jessie's Harvest House

Jessie's Harvest House
Tannersville
10.0 out of 10, Exceptional, (2 reviews)
"cute little spot! very nice place to stay"
United States
David R.
The price is ￥24,201
￥38,735 total
includes taxes & fees
Jul 7 - Jul 8
Jessie's Harvest House
Interior

Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.6 out of 10, Exceptional, (25 reviews)
"Lovely property with responsive & attentive host. We enjoyed our cabin getaway!"
United States
Lily
The price is ￥30,203
￥67,121 total
includes taxes & fees
Jul 7 - Jul 8
Spacious Catskill Mountains ski cabin with fire pit
Suite, 2 Bedrooms | Living area | TV

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 ￥17,586
￥25,476 total
includes taxes & fees
Jul 12 - Jul 13
Suites on Main
Towels

Cold Spring Lodge - Cabin 2

Cold Spring Lodge - Cabin 2
Big Indian
9.6 out of 10, Exceptional, (4 reviews)
"We had a nice relaxing stay"
United States
Michael
The price is ￥17,747
￥36,140 total
includes taxes & fees
Jul 7 - Jul 8
Cold Spring Lodge - Cabin 2
Property grounds

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

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Phoenicia
The price is ￥25,209
￥48,315 total
includes taxes & fees
Jul 7 - Jul 8
"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Outdoor dining

Off-Grid Tiny Cabin with Cozy Vintage Charm

Off-Grid Tiny Cabin with Cozy Vintage Charm
Bovina
10.0 out of 10, Exceptional, (5 reviews)
"This was an awesome experience . Loved it Sooo Cozy , Peaceful and Beautiful Cabin . Had a wonderful time and great host Kim Definitely will come back.."
United States
LILLIAN R.
The price is ￥12,101
￥40,260 total
includes taxes & fees
Jul 8 - Jul 9
Off-Grid Tiny Cabin with Cozy Vintage Charm
Smart TV, fireplace

Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.4 out of 10, Exceptional, (16 reviews)
"Everything was perfect!"
United States
Jen C.
The price is ￥18,688
￥52,592 total
includes taxes & fees
Jul 7 - Jul 8
Cozy Waterfall Oasis + Firepit
Exterior

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
9.2 out of 10, Wonderful, (25 reviews)
"Everything was fantastic.We would recommend the place to everyone."
United States
Mary C.
The price is ￥20,168
￥34,850 total
includes taxes & fees
Jul 8 - Jul 9
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Property grounds

"A Stone's Throw" Cabin • Creekside • Fires • BBQ • Fishing

"A Stone's Throw" Cabin • Creekside • Fires • BBQ • Fishing
Phoenicia
8.0 out of 10, Very Good, (3 reviews)
"The host was good and responsive and very accommodating. The location and cabin was beautiful, I highly recommend and will return. "
United States
Alan-Michael N.
The price is ￥25,556
￥48,676 total
includes taxes & fees
Jul 7 - Jul 8
"A Stone's Throw" Cabin • Creekside • Fires • BBQ • Fishing
Terrace/patio

Sauna Belleayre Cozy Cabin

Sauna Belleayre Cozy Cabin
Fleischmanns
9.6 out of 10, Exceptional, (131 reviews)
"Very cozy and comfortable, super close toBelleayre. We enjoyed the sauna after a day of skiing. Thank you for an amazing stay! "
United States
Taku T.
The price is ￥22,507
￥43,570 total
includes taxes & fees
Jul 14 - Jul 15
Sauna Belleayre Cozy Cabin
TV, fireplace, books

Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Unwind!

Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Unwind!
Lanesville
10.0 out of 10, Exceptional, (3 reviews)
"Had a wonderful weekend getaway here. The property is just as described, awesome communication and recs, and VERY convenient to the mountain. Would highly recommend if you are looking to relax and unwind away from the crowds that the nearby hotels have. Very conveniently located to some great restaurants and cafes. Thoroughly enjoyed ourselves! "
United States
Krista F.
The price is ￥19,167
￥37,527 total
includes taxes & fees
Jul 29 - Jul 30
Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Unwind!
Bar (on property)

Jessie's Harvest House Suite

Jessie's Harvest House Suite
Tannersville
9.0 out of 10, Wonderful, (8 reviews)
"Everything's done online and great food within mins from the stay. Very accommodating and pet friendly! Super easy to communicate and fast response no matter the time! "
United States
Jennie D.
The price is ￥15,811
￥28,628 total
includes taxes & fees
Jul 23 - Jul 24
Jessie's Harvest House Suite
Property grounds

Boutique Glamping Dome in the Catskill Mountains

Boutique Glamping Dome in the Catskill Mountains
Gilboa
10.0 out of 10, Exceptional, (1 review)
The price is ￥23,717
￥37,224 total
includes taxes & fees
Jul 7 - Jul 8
Boutique Glamping Dome in the Catskill Mountains
Smart TV, books, stereo, computer monitors

Upgraded! Perfect location seconds from Hunter Mtn! Incredible views! King bed!

Upgraded! Perfect location seconds from Hunter Mtn! Incredible views! King bed!
Hunter
9.8 out of 10, Exceptional, (18 reviews)
"Nice home, spacious, and conveniently located minutes from Hunter. I would stay here again. "
United States
Jim D.
The price is ￥33,567
￥70,404 total
includes taxes & fees
Jul 7 - Jul 8
Upgraded! Perfect location seconds from Hunter Mtn! Incredible views! King bed!
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

The Hidden Inn

The Hidden Inn

10/10 Excellent
"The check in was super easy. The room was perfect and better than expected. Everything was spotless and very nice. Only stayed one night but was great! Thanks!"
Cari 1-night trip
Posted 5 hours ago
The Hidden Inn

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:

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

Frequently asked questions

Can I find a vacation rental in Ashland?

Yes, we offer vacation rentals near popular attractions in Ashland, or you can choose a secluded option if you'd like a relaxing place to stay.

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

A world where time stands still, close to Belleayre Ski & Wedding venues. : This vacation home rental near Ashland is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a hot tub.

How many vacation rentals will I find in Ashland?

With 4 Expedia vacation rentals, you're sure 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 larger area.

What are vacation rentals like in Ashland?

Vacation rentals are private properties you can book for several days or longer in Ashland. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a family trip.