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

Search Vacation Homes in Ashland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Ashland vacation homes

A wooden deck with a glass table and chairs, a thatched umbrella, and a grill.

1. 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.
The price is AED 367
AED 733 total
includes taxes & fees
20 Oct - 21 Oct
Charming 2-bedroom house located in beautiful wooded setting!
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
The price is AED 386
AED 685 total
includes taxes & fees
20 Oct - 21 Oct
Charming 3BR Home - Near KDMC & Downtown
A covered porch with a wooden railing, a table with four chairs, and a hanging planter.

3. 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 AED 624
AED 1,175 total
includes taxes & fees
18 Oct - 19 Oct
Cozy Fonzie Flat
A living room with a ceiling fan, a sofa, a coffee table, and a window with curtains.

4. 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.
The price is AED 661
AED 1,225 total
includes taxes & fees
7 Nov - 8 Nov
Corner Cottage 2 bedroom pets welcome and close to downtown
A covered outdoor area with a set of stairs leading up to a seating area with two chairs and a small table.

5. 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.
The price is AED 321
AED 434 total
includes taxes & fees
19 Oct - 20 Oct
Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!
A cozy living room with a fireplace, a high ceiling with exposed beams, and a comfortable seating area.

6. 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 AED 1,153
AED 2,090 total
includes taxes & fees
19 Oct - 20 Oct
Spacious Family Home w/ Fireplace & Fire Pit
A hot tub with a control panel and a wooden cabinet.

7. 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.
The price is AED 511
AED 668 total
includes taxes & fees
13 Nov - 14 Nov
Charming Home with private Hot Tub and Fire Pit
A kitchen with a granite countertop, a black faucet, and a window with a view of a forest.

8. 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, (63 reviews)
"Very nice place to stay! We really enjoyed it! "
United States
Hannah M.
The price is AED 426
AED 761 total
includes taxes & fees
11 Nov - 12 Nov
2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.
A fountain with water jets in a park area, surrounded by stone walls and greenery.

9. 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 AED 312
AED 969 total
includes taxes & fees
2 Nov - 3 Nov
The Blue House/Eclectic Art /Huntington’s Best Parks/full refund 1 day out
A white cabinet with two drawers and a coffee maker on top.

10. The Park House A 5 Bedroom Retreat w/Game Room

The Park House A 5 Bedroom Retreat w/Game Room
Huntington
10.0 out of 10, Exceptional, (24 reviews)
"Beautiful place, loved the decor and home away from home."
United States
Yvette H.
The price is AED 988
AED 2,745 total
includes taxes & fees
22 Oct - 23 Oct
The Park House A 5 Bedroom Retreat w/Game Room
A dining table with a woven basket containing a candle and a book. A fireplace with a tiled surround is visible in the background.

11. Huntington Modern History - 4BD, MU, DT, St Mary's

Huntington Modern History - 4BD, MU, DT, St Mary's
Huntington
10.0 out of 10, Exceptional, (14 reviews)
"It was a great, historic home. We loved how the owners have kept the original details and the space worked very well for a family of four. "
United States
Brian B.
The price is AED 1,263
AED 2,616 total
includes taxes & fees
18 Oct - 19 Oct
Huntington Modern History - 4BD, MU, DT, St Mary's
A single-story house with a covered porch, a small garden, and a large tree in the background.

12. Visit The Sage Door House

Visit The Sage Door House
Wheelersburg
10.0 out of 10, Exceptional, (2 reviews)
"Great place with more than adequate accommodations. "
United States
kandace F.
The price is AED 477
AED 1,473 total
includes taxes & fees
19 Oct - 20 Oct
Visit The Sage Door House
An outdoor patio area with wicker furniture, a brick wall, and string lights.

13. The Kitchie Kottage/ House

The Kitchie Kottage/ House
Portsmouth
10.0 out of 10, Exceptional, (26 reviews)
"Clean Place, Great Host!"
United States
Taylor O.
The price is AED 459
AED 874 total
includes taxes & fees
4 Nov - 5 Nov
The Kitchie Kottage/ House
A living room with a sofa, coffee table, and a chandelier.

14. Entire Bldg w/6 Bedrooms across 4 Separate Apts - Group/Corporate Stay Downtown

Entire Bldg w/6 Bedrooms across 4 Separate Apts - Group/Corporate Stay Downtown
Huntington
The price is AED 1,930
AED 5,469 total
includes taxes & fees
19 Oct - 20 Oct
Entire Bldg w/6 Bedrooms across 4 Separate Apts - Group/Corporate Stay Downtown
A cozy living room with a fireplace, a dog lying on the floor, and a door leading outside.

15. Spacious Historic 5-bedroom house in charming Barboursville with AC

Spacious Historic 5-bedroom house in charming Barboursville with AC
Barboursville
10.0 out of 10, Exceptional, (2 reviews)
"Very cozy and nice place!"
United States
Joseph S.
The price is AED 1,074
AED 2,319 total
includes taxes & fees
27 Oct - 28 Oct
Spacious Historic 5-bedroom house in charming Barboursville with AC
A modern kitchen with white cabinets, stainless steel appliances, and a ceiling fan.

16. Charming 2-bedroom house in wonderful Portsmouth with AC, WiFi

Charming 2-bedroom house in wonderful Portsmouth with AC, WiFi
Portsmouth
10.0 out of 10, Exceptional, (17 reviews)
"Place was very clean and well kept will definitely stay here again"
United States
eric
The price is AED 477
AED 1,001 total
includes taxes & fees
26 Oct - 27 Oct
Charming 2-bedroom house in wonderful Portsmouth with AC, WiFi
A house with a porch and a gazebo by a pond.

17. Green Acres

Green Acres
Minford
10.0 out of 10, Exceptional, (29 reviews)
"Great place to stay, host were 10/10"
United States
Kenneth B.
The price is AED 657
AED 1,194 total
includes taxes & fees
18 Oct - 19 Oct
Green Acres
A two-story house with a front porch, steps leading to the entrance, and a small garden area.

18. Charming 3-bedroom house in terrific Portsmouth hilltop neighbourhood.

Charming 3-bedroom house in terrific Portsmouth hilltop neighbourhood.
Portsmouth
8.6 out of 10, Excellent, (18 reviews)
"Nice place well informed easy check in...lots of room...well done..thanks"
United States
earl l.
The price is AED 110
AED 1,216 total
includes taxes & fees
6 Nov - 7 Nov
Charming 3-bedroom house in terrific Portsmouth hilltop neighbourhood.
Exterior detail

19. Pink Dreams Cottage: Hot Tub, Fire Pit, BBQ & More

Pink Dreams Cottage: Hot Tub, Fire Pit, BBQ & More
Portsmouth
The price is AED 1,419
AED 1,940 total
includes taxes & fees
19 Oct - 20 Oct
Pink Dreams Cottage: Hot Tub, Fire Pit, BBQ & More
A room with a television on a wooden cabinet, a window with floral curtains, and a power outlet on the wall.

20. Escape the hustle and reconnect with nature at Outpost, your stay tucked along the borders of Shawnee State Forest. Whether you're seeking a solo retreat, a romantic getaway, or a weekend with friends, this spot offers a blend of woods & comfort.

Escape the hustle and reconnect with nature at Outpost, your stay tucked along the borders of Shawnee State Forest. Whether you're seeking a solo retreat, a romantic getaway, or a weekend with friends, this spot offers a blend of woods & comfort.
West Portstmouth
8.0 out of 10, Very good, (2 reviews)
"All was good .....6ppnëhhc"
United States
anthony b.
The price is AED 548
AED 655 total
includes taxes & fees
3 Nov - 4 Nov
Escape the hustle and reconnect with nature at Outpost, your stay tucked along the borders of Shawnee State Forest. Whether you're seeking a solo retreat, a romantic getaway, or a weekend with friends, this spot offers a blend of woods & comfort.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 6 hours ago
Ashland Castle. 5-bedroom estate with AC in charming Ashland.