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

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Our top choices for Olive Hill vacation rentals

A black door with a number '1' sign, a window with blinds, and a porch with a wooden railing.

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

Morehead

Hannah M.

$155 nightly

Nov 19 - Nov 20

Total with taxes and fees

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

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

Garrison

Phillip

$147 nightly

Nov 29 - Nov 30

Total with taxes and fees

A wooden deck with Adirondack chairs and a fire pit, surrounded by a gravel path and a stone border.

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

Wellington

Lisa W.

$194 nightly

Nov 15 - Nov 16

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.

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

Grayson

Ronald S.

$99 nightly

Nov 15 - Nov 16

Total with taxes and fees

A lodge with a deck, outdoor seating, and a fire pit.

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

Morehead

henry h.

$145 nightly

Nov 16 - Nov 17

Total with taxes and fees

A circular seating area with four blue chairs and a fire pit, surrounded by a gravel border and a tree in the center.

6. The Cozy Den

Wellington

Adalyn B.

$151 nightly

Nov 17 - Nov 18

Total with taxes and fees

A wooden deck with a pink chair and a flower pot, a star decoration on the wall, and a sunflower field in the background.

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

Morehead

madalyn r.

$166 nightly

Nov 18 - Nov 19

Total with taxes and fees

A riverside view with a bridge, grassy banks, and forested hills.

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

Wellington

Ralph M.

$192 nightly

Nov 15 - Nov 16

Total with taxes and fees

A rural landscape with a red barn, a large tree, and rolling green hills.

9. Beautiful Sunsets in the Countryside II

Hillsboro

Rebecca M.

$117 nightly

Dec 2 - Dec 3

Total with taxes and fees

A patio area with outdoor furniture, a fire pit, and a wooden deck leading to a grassy field.

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

West Liberty

Nick G.

$204 nightly

Nov 30 - Dec 1

Total with taxes and fees

A two-story building with a covered deck area.

11. Rustic Chic Couples Retreat/ RRG

Menifee County

$256 nightly

Nov 15 - Nov 16

Total with taxes and fees

A wooden deck with a table set for two, surrounded by chairs, overlooking a forested area.

12. 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

$268 nightly

Nov 26 - Nov 27

Total with taxes and fees

A hot tub under a wooden pergola with a view of a garden and outdoor seating area.

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

Wellington

Robert C.

$476 nightly

Nov 16 - Nov 17

Total with taxes and fees

A wooden deck with two red chairs and a white door.

14. Cottage at Cave Run

Salt Lick

Jacob H.

$253 nightly

Nov 15 - Nov 16

Total with taxes and fees

A campsite with a fire pit, benches, and a picnic table surrounded by trees.

15. The Cave Run Lake Cabin

Wellington

Breane B.

$226 nightly

Nov 15 - Nov 16

Total with taxes and fees

A kitchen with a wooden countertop, stainless steel appliances, white cabinets, and a patterned backsplash.

16. 3-bedroom house in charming Morehead near Cave Run and Morehead State

Morehead

raja s.

$342 nightly

Nov 15 - Nov 16

Total with taxes and fees

A wooden deck with two lounge chairs facing a forested area.

17. New Romantic Adults Only Covered Hot Tub w/TV & FP

Wellington

Jeremy G.

$307 nightly

Nov 18 - Nov 19

Total with taxes and fees

A modern building with a covered porch, a black door, and a gravel driveway.

18. Cottage at Cave Run

Salt Lick

Corey S.

$253 nightly

Nov 15 - Nov 16

Total with taxes and fees

A compact RV kitchen with wooden cabinets, a microwave, a stove, and a sink.

19. Cozy camper in charming Rush with direct trail access rush off road park

Rush

$189 nightly

Nov 14 - Nov 15

Total with taxes and fees

A hot tub with a wooden deck and a view of a forest.

20. Private Hot Tub Cabin Bordering Shawnee State Forest | Fire Pt | Starlink

Blue Creek

jonathan

$297 nightly

Dec 8 - Dec 9

Total with taxes and fees

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Top Olive Hill Hotel Reviews

Days Inn by Wyndham Grayson

10/10 Excellent

"Rooms have been remodeled, and kept very clean. Staff were just like your best friends taking care of you. A 5 star rating from this guy."

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.

Room 1

Check prices for these dates

Our top choices for Olive Hill vacation rentals

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

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

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

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

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

6. The Cozy Den

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

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

9. Beautiful Sunsets in the Countryside II

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

11. Rustic Chic Couples Retreat/ RRG

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

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

14. Cottage at Cave Run

15. The Cave Run Lake Cabin

16. 3-bedroom house in charming Morehead near Cave Run and Morehead State

17. New Romantic Adults Only Covered Hot Tub w/TV & FP

18. Cottage at Cave Run

19. Cozy camper in charming Rush with direct trail access rush off road park

20. Private Hot Tub Cabin Bordering Shawnee State Forest | Fire Pt | Starlink

Find vacation rentals that suit your style

Top Olive Hill Hotel Reviews

Days Inn by Wyndham Grayson

Holiday Inn Express and Suites Morehead by IHG

Best Western Eagles Inn

Fairfield Inn & Suites By Marriott Ashland

Greenbo Lake State Resort Park

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

Red Roof Inn Morehead

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

Find out more about Olive Hill

Explore a world of travel with Expedia

Frequently asked questions

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