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

Ashland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Ashland vacation rentals

A modern kitchen with a central island, built-in appliances, and pendant lighting.

1. Renovated Apartment with Modern Amenities, Fenced-In Back Yard -Downtown Ashland

Renovated Apartment with Modern Amenities, Fenced-In Back Yard -Downtown Ashland
Ashland
10.0 out of 10, Exceptional, (23 reviews)
"Great place to stay. Very modern and comfortable. Philip is a nice guy to deal with."
United States
Paul M.
$159 nightly
The price is $185
Oct 19 - Oct 20
Total with taxes and fees
Renovated Apartment with Modern Amenities, Fenced-In Back Yard -Downtown Ashland
A dining area with a round table, a vase with flowers, a lamp, and a potted plant.

2. Charming 3BR Home - Near KDMC & Downtown

Charming 3BR Home - Near KDMC & Downtown
Ashland
8.8 out of 10, Excellent, (8 reviews)
"It was in a quiet neighborhood. The beds were comfortable."
United States
Judi
$175 nightly
The price is $204
Oct 20 - Oct 21
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.

3. 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, (22 reviews)
"We really enjoyed our stay, perfect location for a visit to that part of Kentucky."
United States
Melinda K.
$181 nightly
The price is $200
Oct 20 - Oct 21
Total with taxes and fees
Charming 2-bedroom house located in beautiful wooded setting!
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.
$282 nightly
The price is $320
Oct 19 - Oct 20
Total with taxes and fees
Cozy Fonzie Flat
A living room with a ceiling fan, a sofa, a coffee table, and a window with curtains.

5. Corner Cottage 2 bedroom pets welcome and close to downtown

Corner Cottage 2 bedroom pets welcome and close to downtown
Ashland
9.0 out of 10, Wonderful, (4 reviews)
"The host communicated promptly about pet friendly place. Home was great for my stay and needs."
United States
Jennifer A.
$294 nightly
The price is $333
Nov 7 - Nov 8
Total with taxes and fees
Corner Cottage 2 bedroom pets welcome and close to downtown
A cozy cabin-style room with a bed, a small table, a chair, and a trash bin.

6. Hot Tub, Fire Pit: Lake-View Catlettsburg Getaway!

Hot Tub, Fire Pit: Lake-View Catlettsburg Getaway!
Catlettsburg
10.0 out of 10, Exceptional, (9 reviews)
"Great little place to spend a few days very clean...im a very picking person and it was a 10 in every way...."
United States
Lance G.
$227 nightly
The price is $257
Oct 19 - Oct 20
Total with taxes and fees
Hot Tub, Fire Pit: Lake-View Catlettsburg Getaway!
A wooden cabin with a red roof, surrounded by lush greenery and a calm lake.

7. THE LUXURY CABIN IN THE WOODS

THE LUXURY CABIN IN THE WOODS
Catlettsburg
10.0 out of 10, Exceptional, (243 reviews)
"Beautiful property well stocked pond and home was very clean."
United States
Eric H.
$288 nightly
The price is $318
Oct 19 - Oct 20
Total with taxes and fees
THE LUXURY CABIN IN THE WOODS
A covered outdoor area with a set of stairs leading up to a seating area with two chairs and a small table.

8. 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
10.0 out of 10, Exceptional, (2 reviews)
"The home was as described.. clean .. location as great … bed was comfy!! Will definitely look to stay again!!"
United States
Ronald S.
$107 nightly
The price is $118
Oct 19 - Oct 20
Total with taxes and fees
Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!
A wooden porch with a bench and rocking chair, a door, and a window.

9. 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, (127 reviews)
"This was a great getaway with everything you could need great place for couples and family's."
United States
Andrew B.
$199 nightly
The price is $219
Oct 25 - Oct 26
Total with taxes and fees
The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.
A gravel parking area with picnic tables and a building in the background.

10. Rush Creek Camp, Lot # 03

Rush Creek Camp, Lot # 03
Rush
$70 nightly
The price is $79
Oct 19 - Oct 20
Total with taxes and fees
Rush Creek Camp, Lot # 03
A compact RV kitchen with wooden cabinets, a microwave, a stove, and a sink.

11. 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
$195 nightly
The price is $221
Oct 19 - Oct 20
Total with taxes and fees
Cozy camper in charming Rush with direct trail access rush off road park
A compact bedroom with a bed, a small bedside table, and a window.

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

Cozy All Season 5th wheel camper in tranquil Greenup, ky.
Greenup
$176 nightly
The price is $193
Oct 19 - Oct 20
Total with taxes and fees
Cozy All Season 5th wheel camper in tranquil Greenup, ky.
A cozy living room with a fireplace, a high ceiling with exposed beams, and a comfortable seating area.

13. 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.
$530 nightly
The price is $569
Oct 19 - Oct 20
Total with taxes and fees
Spacious Family Home w/ Fireplace & Fire Pit
An aerial view of a campsite with a gravel road, RVs, and several tent-style cabins.

14. 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
$154 nightly
The price is $164
Nov 2 - Nov 3
Total with taxes and fees
Safari Tent Glamping in Kentucky with AC and Access to Biking Trails
A cozy cabin-style room with a bed, a small table, a chair, and a trash bin.

15. Hot Tub, Fire Pit: Lake-view Catlettsburg Getaway!

Hot Tub, Fire Pit: Lake-view Catlettsburg Getaway!
3.0 star property
Catlettsburg
$224 nightly
The price is $254
Oct 19 - Oct 20
Total with taxes and fees
Hot Tub, Fire Pit: Lake-view Catlettsburg Getaway!
A tent with a platform and two chairs in a forest setting.

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

Modern Safari Tent Rental with AC and Trails in Grayson, Kentucky
Grayson
$154 nightly
The price is $164
Nov 2 - Nov 3
Total with taxes and fees
Modern Safari Tent Rental with AC and Trails in Grayson, Kentucky
A tent with a bed inside, surrounded by a forest.

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

Safari Tent Glamping in Grayson Kentucky with Biking Trails Access
Grayson
$154 nightly
The price is $164
Nov 2 - Nov 3
Total with taxes and fees
Safari Tent Glamping in Grayson Kentucky with Biking Trails Access
An aerial view of a campsite with a gravel road, RVs, and several tent-style cabins.

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

Modern Safari Tent Glamping in Kentucky near Mountain Biking Trails
Grayson
$154 nightly
The price is $164
Nov 2 - Nov 3
Total with taxes and fees
Modern Safari Tent Glamping in Kentucky near Mountain Biking Trails
A modern kitchen with white cabinets, stainless steel appliances, and a central island.

19. Quaint, spacious, & relaxing; come stay with us, you'll enjoy the details.

Quaint, spacious, & relaxing; come stay with us, you'll enjoy the details.
South Point
10.0 out of 10, Exceptional, (20 reviews)
"The apartment was nice and clean. Bed was comfortable. Very peaceful neighbor hood. Lovely place to stay better than any hotel. Would stay there again for sure."
United States
teresa lynette
$130 nightly
The price is $130
Oct 19 - Oct 20
Total with taxes and fees
Quaint, spacious, & relaxing; come stay with us, you'll enjoy the details.
A hot tub with a control panel and a wooden cabinet.

20. 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, (17 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.
$182 nightly
The price is $182
Nov 13 - Nov 14
Total with taxes and fees
Charming Home with private Hot Tub and 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.
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Top Ashland Hotel Reviews

Ashland Castle. 5-bedroom estate with AC in charming Ashland.

Ashland Castle. 5-bedroom estate with AC in charming Ashland.

10/10 Excellent
"This house was amazing. Plenty of room for our whole family. Everything we needed to cook and host a lunch. So much history and an amazing location. This will be a memory our family will always remember. Cheryl is an amazing host as well and great communication."
Brooke H. 4-night trip
Posted 1 day ago
Ashland Castle. 5-bedroom estate with AC in charming Ashland.

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 $130 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.