Olive Hill Vacation Rentals from $157: Search Short-Term Rentals

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Our top choices for Olive Hill vacation rentals

A log cabin with a black door, a porch with chairs, and a small deck area.

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

Morehead

henry h.

$154 nightly

Dec 1 - Dec 2

Total with taxes and fees

A log cabin interior with a blue sofa, wooden cabinets, a kitchen area, and a television.

2. Cozy Cabin Near Cave Run Lake & Marina #1

Morehead

Hannah M.

$161 nightly

Nov 10 - Nov 11

Total with taxes and fees

A small wooden cabin with a porch, an American flag, and a small garden.

3. The Cozy Den

Wellington

Adalyn B.

$151 nightly

Nov 4 - Nov 5

Total with taxes and fees

A wooden interior with a fireplace, dining area, and a clock on the wall.

4. The Cave Run Lake Cabin

Wellington

Breane B.

$225 nightly

Nov 4 - Nov 5

Total with taxes and fees

A small, single-story cabin with a porch, surrounded by trees.

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

Wellington

Lisa W.

$193 nightly

Nov 8 - Nov 9

Total with taxes and fees

A house with a covered porch, wooden steps, and a star decoration on the wall.

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

Morehead

Debra

$173 nightly

Nov 18 - Nov 19

Total with taxes and fees

A wooden covered bridge with a stone pathway leading to a small stream.

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

Garrison

Phillip

$147 nightly

Nov 4 - Nov 5

Total with taxes and fees

A covered outdoor area with a set of stairs leading up to a seating area with two chairs and a small table.

8. Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!

Grayson

Ronald S.

$99 nightly

Nov 4 - Nov 5

Total with taxes and fees

A wooden fence with planters and a bear statue.

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

Wellington

Ralph M.

$194 nightly

Nov 4 - Nov 5

Total with taxes and fees

A wooden cabin with a porch and a green roof, surrounded by gravel and a wooden fence.

10. Beautiful country sunsets II

Hillsboro

Rebecca M.

$117 nightly

Dec 2 - Dec 3

Total with taxes and fees

A modern building with a covered porch, a black door, and two red chairs.

11. Cottage at Cave Run

Salt Lick

Haverhill Elite C.

A tented area with two chairs facing a playground and trees.

12. Safari Tent Glamping in Kentucky with AC and Access to Biking Trails

Grayson

$150 nightly

Nov 4 - Nov 5

Total with taxes and fees

A wooden cabin interior with a sofa, a television, and a sliding barn door.

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

Stout

Kenneth

$168 nightly

Nov 13 - Nov 14

Total with taxes and fees

A cozy living area with a grey sofa, a patterned throw pillow, and a wooden floor. A sliding glass door leads to an outdoor patio with a table and chairs.

14. 20-Acre Escape, Trail to Licking River, Near Cave Run Lake & Red River Gorge

West Liberty

Nick G.

$205 nightly

Nov 30 - Dec 1

Total with taxes and fees

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

Rome

$175 nightly

Nov 13 - Nov 14

Total with taxes and fees

A modern kitchen with stainless steel appliances, white cabinetry, and a wooden dining table.

16. Cottage at Cave Run

Salt Lick

Jacob H.

$253 nightly

Nov 15 - Nov 16

Total with taxes and fees

A two-story cabin with a metal roof, a green door, and a wooden deck.

17. Rustic Chic Couples Retreat/ RRG

Menifee County

$214 nightly

Nov 4 - Nov 5

Total with taxes and fees

A wooden cabin interior with a kitchen, a door leading to a bathroom, and a sign indicating a lake.

18. Luxury Cabin: Hot Tub, Bunk/Gameroom @CaveRunLake

Wellington

Robert C.

$472 nightly

Nov 4 - Nov 5

Total with taxes and fees

A room with a large window, curtains, a framed picture, and a small table with a glass.

19. Adults only, Honeymoon Cabin with view, Covered Hot Tub, Fireplace, & TV.

Wellington

"We had such a wonderful stay in the cabin and it felt like a home away from home. From the moment we arrived, we noticed all the thoughtful touches that made the experience extra special. The cabin is beautifully decorated, creating a warm and cozy atmosphere that instantly helps you relax.The bed was incredibly comfortable, and the cozy robes provided were such a nice luxury after a long day. We especially loved unwinding in the hot tub—it was the perfect way to end our evenings.We were...

Anonymous traveler

$270 nightly

Nov 12 - Nov 13

Total with taxes and fees

A modern kitchen with white cabinets, a black refrigerator, and a wooden dining table with chairs.

20. 3-bedroom house in charming Morehead near Cave Run and Morehead State

Morehead

$302 nightly

Nov 4 - Nov 5

Total with taxes and fees

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Top Olive Hill Hotel Reviews

Fairfield Inn & Suites By Marriott Ashland

8/10 Good

"Clean room, staff was nice! Plus it’s not super expensive for a room! We will be staying here again in the future!"

Best Western Eagles Inn

8/10 Good

"The EV charger is a game changer for me. My son’s girlfriend goes to Morehead but there are no superchargers within an hour of the school. When we first visited I had to plan a stop in Lexington and then make sure I had enough battery to get back. So much more convenient. The hotel was clean, breakfast was good, The staff was great."

Relax & Recharge in this 2BR/2BA Cottage Retreat located in Morehead, KY

10/10 Excellent

"Val and her husband were very hospitable. I have rented from VRBO many times and have never met the owner of the property but walked in to a list of rules and instructions for checkout. That was not the case with Val's retreat! Even though we did not get in until close to 10pm Val was still there to greet us, gave us a tour of cabin, had our towels on the towel warmer, ensured the hot tub was at a nice relaxing temperature and even had cookies on the kitchen table and snacks with bottled water in the fridge. Oh and I can't forget her husband, Richard already had a fire going in our private fire pit, he even made a fire the following night while we were still out visiting with family. It was so wonderful and defiantly a change to have such and kind welcome. Our oldest daughter is getting married in a year and half and she wants to book both suites and have a bachelorette weekend there. I think we will have to do this for sure. I had mentioned this to Val while we were there so she even took time on Sunday to give us a tour of the other suite. We will defiantly be booking with Val anytime we are in town to visit with family and most likely a bachelorette weekend as well! Thank you Val and Richard!!"

The Getaway - Wi-Fi - Pet friendly - New Deck

10/10 Excellent

"We absolutely loved our stay at this cabin! It was cozy, comfortable, and felt just like home. Everything was perfect, from the amenities to the spectacular view. The host was incredibly nice and quick to respond whenever I had a question, which made everything even better. We couldn’t have asked for a better getaway and would definitely recommend this cabin to anyone looking for a relaxing escape. We would happily stay here again!"

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 $157 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.

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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.

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Check prices for these dates

Our top choices for Olive Hill vacation rentals

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

2. Cozy Cabin Near Cave Run Lake & Marina #1

3. The Cozy Den

4. The Cave Run Lake Cabin

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

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

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

8. Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!

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

10. Beautiful country sunsets II

11. Cottage at Cave Run

12. Safari Tent Glamping in Kentucky with AC and Access to Biking Trails

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

14. 20-Acre Escape, Trail to Licking River, Near Cave Run Lake & Red River Gorge

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

16. Cottage at Cave Run

17. Rustic Chic Couples Retreat/ RRG

18. Luxury Cabin: Hot Tub, Bunk/Gameroom @CaveRunLake

19. Adults only, Honeymoon Cabin with view, Covered Hot Tub, Fireplace, & TV.

20. 3-bedroom house in charming Morehead near Cave Run and Morehead State

Find vacation rentals that suit your style

Top Olive Hill Hotel Reviews

Fairfield Inn & Suites By Marriott Ashland

Best Western Eagles Inn

Days Inn by Wyndham Grayson

Relax & Recharge in this 2BR/2BA Cottage Retreat located in Morehead, KY

Holiday Inn Express and Suites Morehead by IHG

Red Roof Inn Morehead

The Getaway - Wi-Fi - Pet friendly - New Deck

Find out more about Olive Hill

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