Ashland Vacation Rentals

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Vacation Rentals in Ashland

Starlite Motel
Exterior
Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (231)
"Good for the price. "
The price is $125
$140 total
includes taxes & fees
Jun 20 - Jun 21
Starlite Motel
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
Outdoor spa tub
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
9.6 out of 10, Exceptional, (163)
"The house was fantastic. Close to Hunter Mountain Ski Resort and a cute one street town. Peter and Lara had both wood burning stoves going for us when we arrived. The house is wonderful with a fun separate hang out place for the kids. Well equipped kitchen. Comfortable beds. Hot tub with wonderful views. All the firewood you could ever need. We will be back for sure!"
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
Large 13 Bedroom 5 bathrooms minutes to Hunter & walk to Tannerville
Fridge, microwave, oven, stovetop
Large 13 Bedroom 5 bathrooms minutes to Hunter & walk to Tannerville
8.6 out of 10, Excellent, (14)
"There were 26 of us for a nice family gathering. Plenty of bedrooms and beds. Only 2 showers for 26 people a little challenging. Kitchen facilities lacking materials as noted in the listing. Bring your own pots and pans. Hot tub and fire pit were a nice addition. All in all, worked out great."
Large 13 Bedroom 5 bathrooms minutes to Hunter & walk to Tannerville
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SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
Outdoor dining
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
9.8 out of 10, Exceptional, (87)
"Beautiful place, view is prime. The outdoor fire is awesome, the perfect spot to gather around. The myriad games are such great things to have. We left once over 3 days/nights. Owner and manager are super friendly and made the process seamless. Would definitely stay here again."
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
Mountain Chalet with Breathtaking Panoramic Views
Property grounds
Mountain Chalet with Breathtaking Panoramic Views
9.8 out of 10, Exceptional, (145)
"It’s all about the view. Quiet, compact little chalet, a short drive to everything Catskills. We always come back."
Mountain Chalet with Breathtaking Panoramic Views
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Property grounds
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
10.0 out of 10, Exceptional, (131)
"We had a great time at Greg’s property. The house is huge and easily accommodated the 25 guests we had. It is very conveniently located for those that like to take advantage of skiing between Hunter and Windham mountains. Greg was extremely responsive and very easy to work with anytime we had questions arise. I would definitely recommend to others and will most certainly keep this place in mind for future trips! Thanks again!"
The price is $1,095
$1,787 total
includes taxes & fees
Jun 20 - Jun 21
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Catskill Mountain Cabin Rental Near Skiing
View from property
Catskill Mountain Cabin Rental Near Skiing
9.0 out of 10, Wonderful, (23)
"We, five adults and five children, enjoyed our stay at the cabin the three adult bedrooms have extremely comfortable beds, while the downstairs offered a separate place for the kids to have some separation the morning views of Belleayre were definitely the highlight while enjoying a cup of coffee the upstairs open kitchen/living/dining area fit us all comfortably A perfect ski weekend getaway with only a short drive to the mountain!"
Catskill Mountain Cabin Rental Near Skiing
Your peaceful, private retreat to get away with friends & family!
Fridge, microwave, oven, stovetop
Your peaceful, private retreat to get away with friends & family!
10.0 out of 10, Exceptional, (23)
"Wonderful location and fabulous amenities."
Your peaceful, private retreat to get away with friends & family!
The Cabin at Chichester in the Catskills Mountains
The Cabin at Chichester in the Catskills Mountains
9.8 out of 10, Exceptional, (165)
"Very clean, good area"
The Cabin at Chichester in the Catskills Mountains
A-frame Chalet w/ OUTDOOR TV & HOT TUB; fire pit, pool table, playground & more!
Pool
A-frame Chalet w/ OUTDOOR TV & HOT TUB; fire pit, pool table, playground & more!
10.0 out of 10, Exceptional, (16)
"Our group of 6 (wife, friend, our three young kids, and myself) had a lovely time at this house. The house is bright, well maintained, clean, with a properly stocked kitchen. We had an amazing 3 day weekend without straying more than 10 minutes from the house. The kids loved the reading nook, boardgames, game room, and outdoor playset, while the adults spent most of our time on the lovely deck and outdoor seating. For the slightly chilly nights we all migrated to the hot tub and very nice...
A-frame Chalet w/ OUTDOOR TV & HOT TUB; fire pit, pool table, playground & more!
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
Fridge, microwave, oven, stovetop
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
9.6 out of 10, Exceptional, (42)
"We decided on a trip to Hunter Mountain with our family and some of my sons friends. I came across this house and let me tell you the pictures do not do it justice it’s even better in person!! We were beyond happy with the house and the location…. The house was fully stocked with everything you could imagine. So much room for our group of 13 including our golden retriever! The kids and adults loved the game room some adults even had a Pac-Man competition. We will definitely stay at this house...
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
Beautiful House 0,5 Mile From Hunter Mountain
Exterior
Beautiful House 0,5 Mile From Hunter Mountain
9.8 out of 10, Exceptional, (190)
"This location was perfect for a summer getaway! Walkable to downtown, great outdoor area and deck space, including grill and hot tub. Host was very responsive. Multiple golf courses within driving distance along with some convenient hikes made this a great place to stay."
Beautiful House 0,5 Mile From Hunter Mountain
Waterfront home w/swimming, kayaking and more; plus Hot Tub!!
Aerial view
Waterfront home w/swimming, kayaking and more; plus Hot Tub!!
9.8 out of 10, Exceptional, (67)
"We travel to the Catskills at least once a year and stay at various locations. What sets this property apart is the true seclusion and absolutely no distractions from the nature around you. Even though it is close to hubs like Wyndham and Hunter (less than 20 to both) when sitting outside it feels like you are in the middle of nowhere. Inside is clean, cosey by the fire, and lots of fun things to do with our teenagers. Definitely would stay again."
Waterfront home w/swimming, kayaking and more; plus Hot Tub!!
Updated Cabin on the Esopus
Property grounds
Updated Cabin on the Esopus
10.0 out of 10, Exceptional, (19)
"I had a really good experience with this cabin and the location. The owner lives on site, met me within two minutes of my arrival, and then gave me a brief and complete rundown of the property and the surrounding area highlights. Property sits on a beautiful stream and the large property is very well maintained. Inside of the cabin matches the photographs in the listing. A lot of outdoor activities near by. If you like hiking, there are really nice lakes and trailheads all along Route 214, which...
Updated Cabin on the Esopus
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
Fridge, microwave, oven, stovetop
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
Woodstock House on 35 private acres Mtn Views
Woodstock House on 35 private acres Mtn Views
10.0 out of 10, Exceptional, (36)
"Easy to book and directions were spot on."
Woodstock House on 35 private acres Mtn Views
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Property grounds
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
9.6 out of 10, Exceptional, (38)
"Property was clean and maintained. Hot tub was nice after a long day outside."
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Phoenicia Retreat: Massive Private Entertaining Home with Fireplace & Pond
Exterior
Phoenicia Retreat: Massive Private Entertaining Home with Fireplace & Pond
9.0 out of 10, Wonderful, (10)
"Wonderful property that allowed me to disconnect and relax. The home was comfortable and clean. Although this may seem weird, the towels were hotel quality and the sheets were clean and fresh. I appreciate this because I’ve stayed at some rentals that the sheets and towels were very questionable. I had everything I needed. Would definitely stay here again. Great communication by the property manager. They were awesome!"
Phoenicia Retreat: Massive Private Entertaining Home with Fireplace & Pond
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
3 bedrooms, internet, bed sheets
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
10.0 out of 10, Exceptional, (7)
"Amazing place! So cozy and comfortable. Close to so many trails. We dropped off the kids at Hunter Mountain to snowboard both days and went for 2 amazing hikes. Perfect bluebird days! Will definitely be back!"
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Moonlight Reflections
Terrace/patio
Moonlight Reflections
10.0 out of 10, Exceptional, (85)
"Stayed here for a family of 6 ski trip to Belleayre. It was very clean and well stocked, with comfortable furnishings . Enjoyed the gas firepit on the deck, which has lots of comfortable seating around it. This is a perfect all-season house. I highly recommend it. Will definitely return!"
Moonlight Reflections
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See all available properties in Ashland
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.

Ashland Vacation Rental Travel Info

Number of vacation rentals
45
Popular accommodation
Ashland private vacation homes
International airport
Albany, NY (ALB-Albany Intl.)

Other types of properties in Ashland you may be interested in

Hunter Lodge, a Bluebird by Lark
Lobby sitting area
Hunter Lodge, a Bluebird by Lark
2.5 star property
9.4 out of 10, Exceptional, (398)
"Highly recommended! Everything was outstanding. Thank you "
The price is $147
$158 total
includes taxes & fees
Jun 26 - Jun 27
Hunter Lodge, a Bluebird by Lark
Hotel Vienna
Exterior
Hotel Vienna
2.5 star property
9.2 out of 10, Wonderful, (364)
"Enjoyable and clean"
The price is $128
$139 total
includes taxes & fees
Jun 20 - Jun 21
Hotel Vienna
The Roxbury
The Archaeologist's Digs | Private kitchen | Microwave, coffee/tea maker
The Roxbury
2.0 star property
9.8 out of 10, Exceptional, (40)
"I can see why they have won so many awards!!! Outstanding service!!! We loved every minute of our stay. I wish we had met the owners... to say thank you! Kim would have stood on her head if we had asked her to do it!!! LOVED< LOVED it so much. We will be back!!! "
The price is $105
$135 total
includes taxes & fees
Jun 24 - Jun 25
The Roxbury
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.

Everything you need to know about Ashland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Ashland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ashland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Ashland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Ashland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $125 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Ashland rentals

At Expedia, we put the best Ashland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Ashland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ashland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ashland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!: This vacation home rental near Ashland is located in the mountains and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a selection of games, and a spa tub so you can immerse yourself in your vacation.

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 Hunter Mountain 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.

Recent reviews of Ashland properties
Expedia verified reviews

Hotel Vienna

Hotel Vienna

5/5 Excellent
"Enjoyable and clean"
A verified traveler stayed at Hotel Vienna
Posted 2 days ago
Hotel Vienna