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

Olive Hill Holiday 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
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Olive Hill holiday rentals

Coffee/tea maker, fridge, microwave, oven

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 HK$1,334
HK$1,709 total
includes taxes & fees
4 Aug - 5 Aug
Casino Nights near Sandy’s Racing and gaming. Entire House, Sleeps 8, 3-Bedroom.
Exterior

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, (8 reviews)
"Beautiful secluded property. Cabin was clean and has everything you need for a get away. Communication with the host was great as Kaycee is very responsive."
United States
Jason M.
The price is HK$917
HK$2,023 total
includes taxes & fees
30 Jul - 31 Jul
Iona Cabin: Your Cozy Retreat for Hunting, Off-Roading, and Relaxation
Property grounds

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 HK$685
HK$928 total
includes taxes & fees
27 Aug - 28 Aug
Summer fun awaits...in the Heart of the Parks!
Outdoor dining

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

Modern Safari Tent Rental with AC and Trails in Grayson, Kentucky
Grayson
The price is HK$1,013
HK$1,287 total
includes taxes & fees
30 Jul - 31 Jul
Modern Safari Tent Rental with AC and Trails in Grayson, Kentucky
Property grounds

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, (22 reviews)
"Was a great place to get away from the busyness. Would go again great country."
United States
Casey B.
The price is HK$878
HK$1,276 total
includes taxes & fees
25 Aug - 26 Aug
Secluded cabin located on 400 acres in the beautiful hills of Kentucky.
Interior

The Cave Run Lake Cabin

The Cave Run Lake Cabin
Wellington
9.8 out of 10, Exceptional, (77 reviews)
"Great parking, clean rooms, family-friendly. Large dining table for meals and games."
Canada
Kelly
The price is HK$910
HK$1,868 total
includes taxes & fees
30 Jul - 31 Jul
The Cave Run Lake Cabin
Terrace/patio

Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State

Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
Morehead
10.0 out of 10, Exceptional, (44 reviews)
"Great place to stay, updated and clean"
United States
Ty R.
The price is HK$941
HK$1,520 total
includes taxes & fees
3 Aug - 4 Aug
Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
Outdoor spa tub

Shawnee Forest Cabin · Hot Tub · Fire Pit · Creek

Shawnee Forest Cabin · Hot Tub · Fire Pit · Creek
Blue Creek
9.8 out of 10, Exceptional, (15 reviews)
"Over all, a nice little get away "
United States
jonathan
The price is HK$1,317
HK$2,602 total
includes taxes & fees
3 Aug - 4 Aug
Shawnee Forest Cabin · Hot Tub · Fire Pit · Creek
Terrace/patio

Luxury Cliffside Hammock House

Luxury Cliffside Hammock House
Wellington
9.6 out of 10, Exceptional, (4 reviews)
The price is HK$1,701
HK$4,089 total
includes taxes & fees
30 Jul - 31 Jul
Luxury Cliffside Hammock House
Property grounds

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, (28 reviews)
"The cabin was clean, very accommodating and in a quiet area. We loved it there!"
United States
Paula G.
The price is HK$784
HK$1,751 total
includes taxes & fees
30 Jul - 31 Jul
Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge
Exterior

Cottage 4 at MeadowView- near cave run lake!

Cottage 4 at MeadowView- near cave run lake!
Morehead
10.0 out of 10, Exceptional, (2 reviews)
"Clean, well-appointed home that had everything we needed in a convenient location. We enjoyed our stay and would definitely stay again. "
United States
Ashley B.
The price is HK$1,451
HK$1,746 total
includes taxes & fees
30 Jul - 31 Jul
Cottage 4 at MeadowView- near cave run lake!
Interior

Luxury Cabin: Hot Tub, Bunk/Gameroom @CaveRunLake

Luxury Cabin: Hot Tub, Bunk/Gameroom @CaveRunLake
Wellington
10.0 out of 10, Exceptional, (28 reviews)
"We had a wonderful stay. Our cabin was clean and cozy. The hot tub allowed for relaxation. The fire pit was an awesome spot for s’mores and a nice gathering spot for our friends and family. The beds slept amazing! Our showers were hot and had amazing shower heads with multiple jets that left us wanting one in our own home!! Much thanks to our hosts for great communication with our whole stay.God Bless,The Austin’s"
United States
Lisa A.
The price is HK$1,098
HK$4,537 total
includes taxes & fees
30 Jul - 31 Jul
Luxury Cabin: Hot Tub, Bunk/Gameroom @CaveRunLake
Exterior

The Cozy Den

The Cozy Den
Wellington
9.8 out of 10, Exceptional, (91 reviews)
"The cabin was beautiful and so very clean."
United States
Carla H.
The price is HK$667
HK$1,370 total
includes taxes & fees
30 Jul - 31 Jul
The Cozy Den
Smart TV, fireplace

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, (19 reviews)
"Absolutely beautiful, hot tub was amazing, nice an cozy cabin, river looks beautiful!"
United States
Leeland L.
The price is HK$925
HK$1,830 total
includes taxes & fees
30 Jul - 31 Jul
20-Acre Escape, Trail to Licking River, Near Cave Run Lake & Red River Gorge
Smart TV, video games

Cozy 2-bedroom cabin in charming Wellington with Hot tub

Cozy 2-bedroom cabin in charming Wellington with Hot tub
Wellington
9.6 out of 10, Exceptional, (8 reviews)
"Property was amazing and well kept. Was a great location for our day adventures on way to summer camp. Would recomend this property to others."
United States
Melissa W.
The price is HK$1,153
HK$2,611 total
includes taxes & fees
2 Aug - 3 Aug
Cozy 2-bedroom cabin in charming Wellington with Hot tub
Exterior

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, (16 reviews)
"Great stay!"
United States
Lisa W.
The price is HK$620
HK$1,746 total
includes taxes & fees
30 Jul - 31 Jul
Quiet relaxing Cabin in Wellington backed up to Daniel Boone National Forest.
Smart TV

Cozy Cabin Near Cave Run Lake & Marina #1

Cozy Cabin Near Cave Run Lake & Marina #1
Morehead
9.6 out of 10, Exceptional, (64 reviews)
"The cabin was super nice and clean. Would definitely stay here again!"
United States
Carlotta M.
The price is HK$670
HK$1,306 total
includes taxes & fees
4 Aug - 5 Aug
Cozy Cabin Near Cave Run Lake & Marina #1
Terrace/patio

Cave Run Lodge - Near Lake - Playground & Fire pit - Cabin #6

Cave Run Lodge - Near Lake - Playground & Fire pit - Cabin #6
Morehead
9.6 out of 10, Exceptional, (10 reviews)
"Me and my sister stayed there so that we could visit with family. It was big enough for everything that we needed very enjoyable stay."
United States
henry h.
The price is HK$670
HK$1,306 total
includes taxes & fees
2 Aug - 3 Aug
Cave Run Lodge - Near Lake - Playground & Fire pit - Cabin #6
Interior

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

Forget Me Not Aframe - Best Location in Area!♥☚
Wellington
9.8 out of 10, Exceptional, (59 reviews)
"Had an enjoyable stay"
United States
Shawn G.
The price is HK$585
HK$1,579 total
includes taxes & fees
30 Jul - 31 Jul
Forget Me Not Aframe - Best Location in Area!♥☚
Terrace/patio

Beautiful Country Sunsets I

Beautiful Country Sunsets I
Hillsboro
9.6 out of 10, Exceptional, (68 reviews)
"Very nice, serene, and personable and the owners were excellent. Great sunrise and sunsets and the stars at night were amazing. "
United States
Simple
The price is HK$667
HK$1,133 total
includes taxes & fees
2 Aug - 3 Aug
Beautiful Country Sunsets I
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

Super 8 by Wyndham Grayson

Super 8 by Wyndham Grayson

10/10 Excellent
"Nice place, clean, comfy beds"
Deena 1-night trip
Posted 6 hours ago
Super 8 by Wyndham Grayson

Find out more about Olive Hill

Search for holiday rentals in Olive Hill on Expedia! You can easily find your home rentals, villas, holiday apartments in Olive Hill using one of the methods below:

  • View our selection of featured holiday rentals in Olive Hill
  • Use the map to find apartments and other holiday homes in the Olive Hill neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Olive Hill while they last

Look no further and take a look at our great range of rental properties in Olive Hill!

Frequently asked questions

Are there holiday rentals in Olive Hill?

Yes, there are holiday rentals close to the most popular sights in Olive Hill, or you can select a more secluded option if you're looking for a relaxing stay. Olive Hill is known for its parks.

What are some of the best holiday rentals that Olive Hill has to offer?

River Retreat-- Newly Remodeled Cottage On The River And Minutes From Cave Run: This holiday home rental outside of Olive Hill is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind.

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, Grayson Lake State Park and Carter Caves State Park Golf Course are other places worth a visit.

What’s a holiday rental in Olive Hill like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Olive Hill. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.