A blue bridge over a river, a park with a paved walkway, and a lamppost.

Ashland Vacation Rentals

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Our top choices for Ashland vacation rentals

1. Charming 3BR Home - Near KDMC & Downtown

Charming 3BR Home - Near KDMC & Downtown
Ashland
9.2 out of 10, Wonderful, (11 reviews)
"Very quiet location. The beds were super comfortable. Lots of room and close to restaurants. I messaged the host about check out and they responded within minutes. I would stay here again when we return."
United States
Shelia C.
The price is CA $162
CA $313 total
includes taxes & fees
Nov 17 - Nov 18
Charming 3BR Home - Near KDMC & Downtown

2. Charming 2-bedroom house located in beautiful wooded setting!

Charming 2-bedroom house located in beautiful wooded setting!
Raceland
10.0 out of 10, Exceptional, (23 reviews)
"The cabin was clean, the checking in process was a breeze, and one of the better places we’ve stayed at. We have family in the area and will definitely be back."
United States
Jessica M.
The price is CA $141
CA $269 total
includes taxes & fees
Nov 16 - Nov 17
Charming 2-bedroom house located in beautiful wooded setting!

3. Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!

Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!
Grayson
8.8 out of 10, Excellent, (3 reviews)
"The home was as described.. clean .. location as great … bed was comfy!! Will definitely look to stay again!!"
United States
Ronald S.
The price is CA $123
CA $155 total
includes taxes & fees
Nov 9 - Nov 10
Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!

4. Cozy Fonzie Flat

Cozy Fonzie Flat
Ashland
10.0 out of 10, Exceptional, (1 review)
"It was a very pleasant stay, it was well maintained and clean. The property manager answered my questions quickly and efficiently,also was very professional. As a Veteran it was nice to have a place that accepts pets. "
United States
James F.
The price is CA $240
CA $436 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Fonzie Flat

5. Rush Creek Camp, Lot # 03

Rush Creek Camp, Lot # 03
Rush
The price is CA $71
CA $99 total
includes taxes & fees
Nov 9 - Nov 10
Rush Creek Camp, Lot # 03

6. THE LUXURY CABIN IN THE WOODS

THE LUXURY CABIN IN THE WOODS
Catlettsburg
10.0 out of 10, Exceptional, (245 reviews)
"Beautiful property well stocked pond and home was very clean."
United States
Eric H.
The price is CA $215
CA $427 total
includes taxes & fees
Nov 9 - Nov 10
THE LUXURY CABIN IN THE WOODS

7. The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.

The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.
Catlettsburg
10.0 out of 10, Exceptional, (128 reviews)
"This was a great getaway with everything you could need great place for couples and family's."
United States
Andrew B.
The price is CA $184
CA $292 total
includes taxes & fees
Nov 13 - Nov 14
The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.

8. Cozy camper in charming Rush with direct trail access rush off road park

Cozy camper in charming Rush with direct trail access rush off road park
Rush
The price is CA $247
CA $301 total
includes taxes & fees
Nov 9 - Nov 10
Cozy camper in charming Rush with direct trail access rush off road park

9. Cozy All Season 5th wheel camper in tranquil Greenup, ky.

Cozy All Season 5th wheel camper in tranquil Greenup, ky.
Greenup
The price is CA $146
CA $258 total
includes taxes & fees
Nov 10 - Nov 11
Cozy All Season 5th wheel camper in tranquil Greenup, ky.

10. Safari Tent Glamping in Kentucky with AC and Access to Biking Trails

Safari Tent Glamping in Kentucky with AC and Access to Biking Trails
Grayson
The price is CA $204
CA $230 total
includes taxes & fees
Nov 9 - Nov 10
Safari Tent Glamping in Kentucky with AC and Access to Biking Trails

11. Spacious Family Home w/ Fireplace & Fire Pit

Spacious Family Home w/ Fireplace & Fire Pit
Grayson
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful home, had a great stay. Will stay again."
United States
Kelly F.
The price is CA $443
CA $763 total
includes taxes & fees
Nov 10 - Nov 11
Spacious Family Home w/ Fireplace & Fire Pit

12. Modern Safari Tent Rental with AC and Trails in Grayson, Kentucky

Modern Safari Tent Rental with AC and Trails in Grayson, Kentucky
Grayson
The price is CA $204
CA $230 total
includes taxes & fees
Nov 10 - Nov 11
Modern Safari Tent Rental with AC and Trails in Grayson, Kentucky

13. Safari Tent Glamping in Grayson Kentucky with Biking Trails Access

Safari Tent Glamping in Grayson Kentucky with Biking Trails Access
Grayson
The price is CA $204
CA $230 total
includes taxes & fees
Nov 10 - Nov 11
Safari Tent Glamping in Grayson Kentucky with Biking Trails Access

14. Modern Safari Tent Glamping in Kentucky near Mountain Biking Trails

Modern Safari Tent Glamping in Kentucky near Mountain Biking Trails
Grayson
The price is CA $204
CA $230 total
includes taxes & fees
Nov 10 - Nov 11
Modern Safari Tent Glamping in Kentucky near Mountain Biking Trails

15. Charming Home with private Hot Tub and Fire Pit

Charming Home with private Hot Tub and Fire Pit
South Point
10.0 out of 10, Exceptional, (18 reviews)
"The cleanliness and the small special items example the bottle of wine and snacks if we wanted them. Will definitely stay here again if we travel that way. "
United States
Elizabeth C.
The price is CA $178
CA $225 total
includes taxes & fees
Nov 9 - Nov 10
Charming Home with private Hot Tub and Fire Pit

16. The Blue House/Eclectic Art /Huntington’s Best Parks/full refund 1 day out

The Blue House/Eclectic Art /Huntington’s Best Parks/full refund 1 day out
Huntington
10.0 out of 10, Exceptional, (23 reviews)
"Lovely and quiet location, comfortable, most stocked VRBO we’ve ever stayed in!"
United States
Lesly-Marie
The price is CA $108
CA $339 total
includes taxes & fees
Nov 17 - Nov 18
The Blue House/Eclectic Art /Huntington’s Best Parks/full refund 1 day out

17. 2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.

2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.
Kenova
10.0 out of 10, Exceptional, (64 reviews)
"Very nice place to stay! We really enjoyed it! "
United States
Hannah M.
The price is CA $161
CA $280 total
includes taxes & fees
Nov 10 - Nov 11
2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.

18. Workman's Wildlife Haven, Secluded country setting vacation cabin

Workman's Wildlife Haven, Secluded country setting vacation cabin
Louisa
10.0 out of 10, Exceptional, (153 reviews)
"This was my 3rd year in a row. I love staying here!!!"
United States
Steven S.
The price is CA $133
CA $165 total
includes taxes & fees
Nov 11 - Nov 12
Workman's Wildlife Haven, Secluded country setting vacation cabin

19. Newly transformed farm cottage off the beaten path!

Newly transformed farm cottage off the beaten path!
Minford
10.0 out of 10, Exceptional, (42 reviews)
"Just an amazing property and the people were so friendly. Highly recommend!"
United States
John T.
The price is CA $108
CA $162 total
includes taxes & fees
Nov 10 - Nov 11
Newly transformed farm cottage off the beaten path!
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

Find out more about Ashland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Ashland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Ashland?

Yes, you can find vacation rentals in Ashland close to Paramount Arts Center, or you can select a more remote option if you want a relaxing stay. Discover why Ashland is known for its shops. Make sure you have time to check out the football games and university setting during your trip.

What are some of the best vacation home rentals in Ashland?

Charming 3BR Home - Near KDMC & Downtown: Visitors like this Ashland vacation home rental. It is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. 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. Our travelers also rate Charming 3-bedroom house with large fenced in yard in adorable Ashland as a favorite home for rent in Ashland.

How many vacation rentals will I find in Ashland?

With 18 Expedia vacation rentals, you're sure to find just the right place for your Ashland stay.

What’s there to see and do in Ashland?

Cultural attractions include Paramount Arts Center and Highlands Museum and Discovery Center, whereas Ohio River and Ohio River Valley are a couple of picturesque spots to enjoy the outdoors. While here, Ashland Town Center and Camp Landing Entertainment District are other places worth a visit.

What’s a vacation rental in Ashland like?

Vacation rentals are private properties you can book for a long or short time in Ashland. Vacation rentals feature extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings.