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

Olive Hill Vacation Rentals

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Olive Hill vacation rentals

Outdoor dining

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
$149 nightly
The price is $164
Jul 23 - Jul 24
Total with taxes and fees
Safari Tent Glamping in Kentucky with AC and Access to Biking Trails
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.
$181 nightly
The price is $194
Jul 27 - Jul 28
Total with taxes and fees
Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
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.
$150 nightly
The price is $161
Jul 28 - Jul 29
Total with taxes and fees
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
$215 nightly
The price is $237
Jul 23 - Jul 24
Total with taxes and fees
The Cave Run Lake Cabin
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.
$107 nightly
The price is $118
Aug 2 - Aug 3
Total with taxes and fees
Summer fun awaits...in the Heart of the Parks!
Exterior

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

Iona Cabin: Your Cozy Retreat for Hunting, Off-Roading, and Relaxation
Louisa
10.0 out of 10, Exceptional, (7 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.
$234 nightly
The price is $258
Jul 23 - Jul 24
Total with taxes and fees
Iona Cabin: Your Cozy Retreat for Hunting, Off-Roading, and Relaxation
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.
$209 nightly
The price is $224
Jul 26 - Jul 27
Total with taxes and fees
Cottage 4 at MeadowView- near cave run lake!
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.
$156 nightly
The price is $166
Aug 4 - Aug 5
Total with taxes and fees
Cave Run Lodge - Near Lake - Playground & Fire pit - Cabin #6
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.
$156 nightly
The price is $166
Aug 4 - Aug 5
Total with taxes and fees
Cozy Cabin Near Cave Run Lake & Marina #1
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.
$311 nightly
The price is $333
Jul 23 - Jul 24
Total with taxes and fees
Cozy 2-bedroom cabin in charming Wellington with Hot tub
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, (14 reviews)
"Over all, a nice little get away "
United States
jonathan
$309 nightly
The price is $329
Aug 18 - Aug 19
Total with taxes and fees
Shawnee Forest Cabin · Hot Tub · Fire Pit · Creek
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
$149 nightly
The price is $164
Jul 23 - Jul 24
Total with taxes and fees
Modern Safari Tent Rental with AC and Trails in Grayson, Kentucky
Terrace/patio

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.
$472 nightly
The price is $524
Jul 29 - Jul 30
Total with taxes and fees
Luxury Cliffside Hammock House
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.
$536 nightly
The price is $591
Jul 27 - Jul 28
Total with taxes and fees
Luxury Cabin: Hot Tub, Bunk/Gameroom @CaveRunLake
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.
$202 nightly
The price is $223
Jul 26 - Jul 27
Total with taxes and fees
Quiet relaxing Cabin in Wellington backed up to Daniel Boone National Forest.
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.
$218 nightly
The price is $233
Jul 26 - Jul 27
Total with taxes and fees
20-Acre Escape, Trail to Licking River, Near Cave Run Lake & Red River Gorge
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.
$204 nightly
The price is $224
Jul 29 - Jul 30
Total with taxes and fees
Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge
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
$135 nightly
The price is $145
Jul 23 - Jul 24
Total with taxes and fees
Beautiful Country Sunsets I
Exterior

The Cozy Den

The Cozy Den
Wellington
9.8 out of 10, Exceptional, (91 reviews)
"Awesome stay! Would highly recommend and will be back."
United States
Kenneth B.
$159 nightly
The price is $175
Jul 28 - Jul 29
Total with taxes and fees
The Cozy Den
Point of interest

Serene Teepee Escape with Soulful Ambiance in Salt Lick, Kentucky

Serene Teepee Escape with Soulful Ambiance in Salt Lick, Kentucky
Salt Lick
$293 nightly
The price is $296
Aug 1 - Aug 2
Total with taxes and fees
Serene Teepee Escape with Soulful Ambiance in Salt Lick, Kentucky
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 Olive Hill Hotel Reviews

Days Inn by Wyndham Ashland

Days Inn by Wyndham Ashland

10/10 Excellent
"Great staff and accommodating to my stay"
Dustin 1-night trip
Posted 1 day ago
Days Inn by Wyndham Ashland

Find out more about Olive Hill

Everything you need to know about Olive Hill 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 Olive Hill 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 Olive Hill vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Olive Hill vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Olive Hill. 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 Olive Hill 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 $161 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 Olive Hill rentals

At Expedia, we put the best Olive Hill 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 Olive Hill 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 Olive Hill 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 Olive Hill. 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

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?

Hidden Acres Escape: A Bluegrass Retreat: This vacation home rental outside of Olive Hill is located in a rural location and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and an arcade game room so you can immerse yourself in your vacation.

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 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.