A rustic wooden gate in a grassy field with a stone tower in the background.

Olive Hill Vacation Rentals

  • 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
18 Sep - 20 Sep
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Olive Hill vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. Casino Nights near Sandy’s Racing and gaming. Entire House, Sleeps 8, 3-Bedroom.

Casino Nights near Sandy’s Racing and gaming. Entire House, Sleeps 8, 3-Bedroom.
Ashland
The price is SAR 639
SAR 831 total
includes taxes & fees
8 Sep - 9 Sep
Casino Nights near Sandy’s Racing and gaming. Entire House, Sleeps 8, 3-Bedroom.
Property grounds

2. Rush Creek Camp, Lot # 03

Rush Creek Camp, Lot # 03
Rush
The price is SAR 188
SAR 298 total
includes taxes & fees
2 Sep - 3 Sep
Rush Creek Camp, Lot # 03
Private kitchen

3. 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 SAR 591
SAR 756 total
includes taxes & fees
1 Sep - 2 Sep
Cozy camper in charming Rush with direct trail access rush off road park
Exterior

4. Iona Cabin: Your Cozy Retreat for Hunting, Off-Roading, and Relaxation

Iona Cabin: Your Cozy Retreat for Hunting, Off-Roading, and Relaxation
Louisa
9.8 out of 10, Exceptional, (9 reviews)
"We've stayed here a couple of times when visiting famly and it's clean, quaint and has a beautiful mountain view."
United States
Jennifer B.
The price is SAR 439
SAR 973 total
includes taxes & fees
13 Sep - 14 Sep
Iona Cabin: Your Cozy Retreat for Hunting, Off-Roading, and Relaxation
Property grounds

5. Summer fun awaits...in the Heart of the Parks!

Summer fun awaits...in the Heart of the Parks!
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 SAR 328
SAR 444 total
includes taxes & fees
1 Sep - 2 Sep
Summer fun awaits...in the Heart of the Parks!
Miscellaneous

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

Cozy All Season 5th wheel camper in tranquil Greenup, ky.
Greenup
The price is SAR 389
SAR 726 total
includes taxes & fees
1 Sep - 2 Sep
Cozy All Season 5th wheel camper in tranquil Greenup, ky.
Property grounds

7. Secluded cabin located on 400 acres in the beautiful hills of Kentucky.

Secluded cabin located on 400 acres in the beautiful hills of Kentucky.
Garrison
9.4 out of 10, Exceptional, (23 reviews)
"Was a great place to get away from the busyness. Would go again great country."
United States
Casey B.
The price is SAR 413
SAR 603 total
includes taxes & fees
1 Sep - 2 Sep
Secluded cabin located on 400 acres in the beautiful hills of Kentucky.
2 bedrooms, WiFi (free), bed sheets

8. 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 SAR 503
SAR 616 total
includes taxes & fees
15 Sep - 16 Sep
Pet-friendly cottage bordering Shawnee State Forest. Minutes from Shawnee State Park, Roosevelt Lake, Turkey Creek Lake, nature center, and hiking trails.
Terrace/patio

9. Shawnee Forest Cabin · Hot Tub · Fire Pit · Creek

Shawnee Forest Cabin · Hot Tub · Fire Pit · Creek
Blue Creek
9.8 out of 10, Exceptional, (16 reviews)
"Over all, a nice little get away "
United States
jonathan
The price is SAR 631
SAR 1,246 total
includes taxes & fees
14 Sep - 15 Sep
Shawnee Forest Cabin · Hot Tub · Fire Pit · Creek
Smart TV, fireplace

10. 20-Acre Escape, Trail to Licking River, Near Cave Run Lake & Red River Gorge

20-Acre Escape, Trail to Licking River, Near Cave Run Lake & Red River Gorge
West Liberty
10.0 out of 10, Exceptional, (23 reviews)
"Absolutely beautiful, hot tub was amazing, nice an cozy cabin, river looks beautiful!"
United States
Leeland L.
The price is SAR 443
SAR 860 total
includes taxes & fees
3 Sep - 4 Sep
20-Acre Escape, Trail to Licking River, Near Cave Run Lake & Red River Gorge
Exterior

11. Luxe A-Frame: 5 Mins to Cave Run Lake close to RRG

Luxe A-Frame: 5 Mins to Cave Run Lake close to RRG
Wellington
9.8 out of 10, Exceptional, (7 reviews)
"This little cabin was the CUTEST! From the decor, the wraparound porch with a hammock and swing, comfy couches and beds, we loved loved loved our stay! The entire cabin had everything you need, even little things that you might have forgotten, the hosts were so thoughtful and had it taken care of! It was so quiet, peaceful, and easy to get to. Such a perfect getaway! We would absolutely stay again!"
United States
Amanda J.
The price is SAR 462
SAR 1,142 total
includes taxes & fees
8 Sep - 9 Sep
Luxe A-Frame: 5 Mins to Cave Run Lake close to RRG
Interior

12. Forget Me Not Aframe - Best Location in Area!♥☚

Forget Me Not Aframe - Best Location in Area!♥☚
Wellington
9.8 out of 10, Exceptional, (60 reviews)
"Had an enjoyable stay"
United States
Shawn G.
The price is SAR 266
SAR 748 total
includes taxes & fees
1 Sep - 2 Sep
Forget Me Not Aframe - Best Location in Area!♥☚
Interior

13. The Cave Run Lake Cabin

The Cave Run Lake Cabin
Wellington
9.6 out of 10, Exceptional, (79 reviews)
"Very nice property, in a nice neighborhood."
United States
Anne S.
The price is SAR 436
SAR 903 total
includes taxes & fees
1 Sep - 2 Sep
The Cave Run Lake Cabin
Exterior

14. Rustic Chic Couples Retreat/ RRG

Rustic Chic Couples Retreat/ RRG
Menifee County
The price is SAR 439
SAR 1,132 total
includes taxes & fees
10 Sep - 11 Sep
Rustic Chic Couples Retreat/ RRG
Exterior

15. Quiet relaxing Cabin in Wellington backed up to Daniel Boone National Forest.

Quiet relaxing Cabin in Wellington backed up to Daniel Boone National Forest.
Wellington
10.0 out of 10, Exceptional, (18 reviews)
"Great stay!"
United States
Lisa W.
The price is SAR 297
SAR 844 total
includes taxes & fees
1 Sep - 2 Sep
Quiet relaxing Cabin in Wellington backed up to Daniel Boone National Forest.
TV

16. Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!

Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!
Stout
10.0 out of 10, Exceptional, (8 reviews)
"Very peaceful, amazing veiw perfect getaway will definitely stay again. "
United States
Kenneth
The price is SAR 308
SAR 688 total
includes taxes & fees
1 Sep - 2 Sep
Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!
House (1 Bedroom) | Interior

17. Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!

Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!
3.0 star property
Rome
The price is SAR 428
SAR 677 total
includes taxes & fees
1 Sep - 2 Sep
Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!
Property grounds

18. Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge

Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge
Wellington
9.4 out of 10, Exceptional, (29 reviews)
"Very beautiful, peaceful, and friendly place to stay! It was very accommodating for our family of 4.Being able to sit under a covered porch while it rained was one of the best parts! Would recommend."
United States
Devona T.
The price is SAR 375
SAR 846 total
includes taxes & fees
1 Sep - 2 Sep
Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge
Exterior

19. The Cozy Den

The Cozy Den
Wellington
9.8 out of 10, Exceptional, (93 reviews)
"Awesome stay! Would highly recommend and will be back."
United States
Kenneth B.
The price is SAR 319
SAR 656 total
includes taxes & fees
1 Sep - 2 Sep
The Cozy Den
Terrace/patio

20. Luxury Cliffside Hammock House

Luxury Cliffside Hammock House
Wellington
9.6 out of 10, Exceptional, (4 reviews)
"Very responsive. Super clean. Very quiet. "
United States
Misty H.
Luxury Cliffside Hammock House
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 Olive Hill Hotel Reviews

Days Inn by Wyndham Ashland

Days Inn by Wyndham Ashland

10/10 Excellent
"Staff was AMAZING, room was clean, properly is outdated on inside. Safety, distance, & pet friendly was a HUGE plus!"
Susan 3-night trip
Posted 7 hours ago
Days Inn by Wyndham Ashland

Frequently asked questions

Are there vacation rentals in Olive Hill?

Yes, we have vacation rentals close to the most popular sights in Olive Hill, or you can choose a more secluded option if you'd like a relaxing place to stay. Olive Hill is known for its parks.

What's the top vacation rental that Olive Hill has to offer?

Charming 2-bedroom house with Hot Tub 1.5 miles from Cave Run lake: This vacation home rental outside of Olive Hill offers a selection of games, a hot tub, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What’s there to see and do in Olive Hill?

Carter Caves State Park and Bat Cave and Cascade Caverns are a couple of lovely local spots to get outside and enjoy nature. While here, Carter Caves State Park Golf Course and Grayson Lake State Park are other places worth a visit.

What’s a vacation rental in Olive Hill like?

Vacation rentals are private properties where you can stay for several days or longer in Olive Hill. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. 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 a family trip.