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

Ashland Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Ashland vacation rentals

A dining area with a round table, a vase with flowers, a lamp, and a potted plant.

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.
$184 nightly
The price is $215
Nov 17 - Nov 18
Total with taxes and fees
Charming 3BR Home - Near KDMC & Downtown
A wooden deck with a glass table and chairs, a thatched umbrella, and a grill.

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.
$168 nightly
The price is $185
Nov 16 - Nov 17
Total with taxes and fees
Charming 2-bedroom house located in beautiful wooded setting!
A covered outdoor area with a set of stairs leading up to a seating area with two chairs and a small table.

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.
$97 nightly
The price is $107
Nov 10 - Nov 11
Total with taxes and fees
Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!
A covered porch with a wooden railing, a table with four chairs, and a hanging planter.

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.
$262 nightly
The price is $297
Nov 10 - Nov 11
Total with taxes and fees
Cozy Fonzie Flat
A green pickup truck parked on a grassy area with a house and trees in the background.

5. Rush Creek Camp, Lot # 03

Rush Creek Camp, Lot # 03
Rush
$61 nightly
The price is $69
Nov 10 - Nov 11
Total with taxes and fees
Rush Creek Camp, Lot # 03
A wooden cabin with a red roof, surrounded by lush greenery and a calm lake.

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.
$266 nightly
The price is $293
Nov 11 - Nov 12
Total with taxes and fees
THE LUXURY CABIN IN THE WOODS
A wooden porch with a bench and rocking chair, a door, and a window.

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.
$191 nightly
The price is $210
Nov 13 - Nov 14
Total with taxes and fees
The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.
A compact RV kitchen with wooden cabinets, a microwave, a stove, and a sink.

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
$184 nightly
The price is $209
Nov 10 - Nov 11
Total with taxes and fees
Cozy camper in charming Rush with direct trail access rush off road park
A compact RV kitchen with a sink, stove, and wooden cabinets.

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

Cozy All Season 5th wheel camper in tranquil Greenup, ky.
Greenup
$163 nightly
The price is $179
Nov 10 - Nov 11
Total with taxes and fees
Cozy All Season 5th wheel camper in tranquil Greenup, ky.
A tented area with two chairs facing a playground and trees.

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
$152 nightly
The price is $162
Nov 10 - Nov 11
Total with taxes and fees
Safari Tent Glamping in Kentucky with AC and Access to Biking Trails
A cozy living room with a fireplace, a high ceiling with exposed beams, and a comfortable seating area.

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.
$490 nightly
The price is $525
Nov 10 - Nov 11
Total with taxes and fees
Spacious Family Home w/ Fireplace & Fire Pit
A portable tent with a raised platform and a sleeping area inside.

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

Modern Safari Tent Rental with AC and Trails in Grayson, Kentucky
Grayson
$152 nightly
The price is $162
Nov 10 - Nov 11
Total with taxes and fees
Modern Safari Tent Rental with AC and Trails in Grayson, Kentucky
A portable tent with a raised platform and a sleeping area inside.

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

Safari Tent Glamping in Grayson Kentucky with Biking Trails Access
Grayson
$152 nightly
The price is $162
Nov 10 - Nov 11
Total with taxes and fees
Safari Tent Glamping in Grayson Kentucky with Biking Trails Access
A portable tent with a raised platform and a sleeping area inside.

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

Modern Safari Tent Glamping in Kentucky near Mountain Biking Trails
Grayson
$152 nightly
The price is $162
Nov 10 - Nov 11
Total with taxes and fees
Modern Safari Tent Glamping in Kentucky near Mountain Biking Trails
A hot tub with a control panel and a wooden cabinet.

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.
$169 nightly
The price is $169
Nov 10 - Nov 11
Total with taxes and fees
Charming Home with private Hot Tub and Fire Pit
A modern living room with a dark wall, two wall-mounted lights, a patterned rug, a brown sofa with blue cushions, a black chair, and a window with curtains.

16. The Blue House/Ritter & Memorial Park/full refund/30% monthly discount/art

The Blue House/Ritter & Memorial Park/full refund/30% monthly discount/art
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
$208 nightly
The price is $234
Nov 17 - Nov 18
Total with taxes and fees
The Blue House/Ritter & Memorial Park/full refund/30% monthly discount/art
A spacious living room with a wooden dining table, leather sofas, and mounted deer heads.

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.
$170 nightly
The price is $190
Dec 2 - Dec 3
Total with taxes and fees
2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.
A rustic cabin with a porch, surrounded by lush greenery and trees.

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)
"Perfect secluded property! Host was great, property was clean and very comfortable. Had a great time, will come again!"
United States
Justin W.
$104 nightly
The price is $115
Nov 11 - Nov 12
Total with taxes and fees
Workman's Wildlife Haven, Secluded country setting vacation cabin
A rustic cabin with a covered porch, a small attached shed, and a gravel driveway.

19. Newly transformed farm cottage off the beaten path!

Newly transformed farm cottage off the beaten path!
Minford
10.0 out of 10, Exceptional, (43 reviews)
"Just an amazing property and the people were so friendly. Highly recommend!"
United States
John T.
$107 nightly
The price is $113
Nov 10 - Nov 11
Total with taxes and fees
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

Super 8 by Wyndham Portsmouth

Super 8 by Wyndham Portsmouth

10/10 Excellent
"Everything was amazing"
Kelli 1-night trip
Posted 13 hours ago
Super 8 by Wyndham Portsmouth

Find out more about Ashland

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 $104 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.

Explore a world of travel with Expedia

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.