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

Search Holiday Homes in Ashland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Ashland holiday homes

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
9.0 out of 10, Wonderful, (9 reviews)
"It was in a quiet neighborhood. The beds were comfortable."
United States
Judi
The price is £156
includes taxes & fees
20 Oct - 21 Oct
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, (22 reviews)
"We really enjoyed our stay, perfect location for a visit to that part of Kentucky."
United States
Melinda K.
The price is £154
includes taxes & fees
20 Oct - 21 Oct
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.

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 £240
includes taxes & fees
20 Oct - 21 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 £255
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 £92
includes taxes & fees
20 Oct - 21 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 £416
includes taxes & fees
20 Oct - 21 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, (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 £140
includes taxes & fees
23 Oct - 24 Oct
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 £161
includes taxes & fees
2 Nov - 3 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 £194
includes taxes & fees
2 Nov - 3 Nov
The Blue House/Eclectic Art /Huntington’s Best Parks/full refund 1 day out
A dining table with a woven basket containing a candle and a book. A fireplace with a tiled surround is visible in the background.

10. 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.
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.

11. 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 £303
includes taxes & fees
20 Oct - 21 Oct
Visit The Sage Door House
A bedroom with a bed, bedside table, nightstand, lamp, and a ceiling fan.

12. The Cedar House -Cute, inviting, Charming and memorable.

The Cedar House -Cute, inviting, Charming and memorable.
Barboursville
The price is £223
includes taxes & fees
29 Oct - 30 Oct
The Cedar House -Cute, inviting, Charming and memorable.
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 £179
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 £1,127
includes taxes & fees
22 Oct - 23 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 £476
includes taxes & fees
27 Oct - 28 Oct
Spacious Historic 5-bedroom house in charming Barboursville with AC
A house with a porch and a gazebo by a pond.

16. 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 £240
includes taxes & fees
25 Oct - 26 Oct
Green Acres
A modern kitchen with white cabinets, stainless steel appliances, and a ceiling fan.

17. 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 £208
includes taxes & fees
26 Oct - 27 Oct
Charming 2-bedroom house in wonderful Portsmouth with AC, WiFi
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 £247
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 £388
includes taxes & fees
20 Oct - 21 Oct
Pink Dreams Cottage: Hot Tub, Fire Pit, BBQ & More
A bedroom with a bed, a bedside table, a mirror, a window, and a hanging chair.

20. Pet-friendly cottage bordering Shawnee State Forest. Minutes from Shawnee State Park, Roosevelt Lake, Turkey Creek Lake, nature center, and hiking trails.

Pet-friendly cottage bordering Shawnee State Forest. Minutes from Shawnee State Park, Roosevelt Lake, Turkey Creek Lake, nature center, and hiking trails.
West Portsmouth
9.4 out of 10, Exceptional, (10 reviews)
"Great stay. This home is huge and spacious and was very clean and well kept. Communication with the owner was quick and easy. Would highly recommend! "
United States
Amanda L.
The price is £143
includes taxes & fees
16 Nov - 17 Nov
Pet-friendly cottage bordering Shawnee State Forest. Minutes from Shawnee State Park, Roosevelt Lake, Turkey Creek Lake, nature center, and hiking trails.
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

Delta Hotels by Marriott Ashland Downtown

Delta Hotels by Marriott Ashland Downtown

10/10 Excellent
"Icemaker on my floor was not working."
Nikki 2-night trip
Posted 10 hours ago
Delta Hotels by Marriott Ashland Downtown

Find out more about Ashland

Ashland Holiday Homes information

Number of reviews
237
Accommodation
60 Holiday Homes
Lowest Price
£92
Highest Price
£1,127