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Olive Hill Vacation Rentals

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    Check prices for these dates, December 12–13, 2026

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    Our top choices for Olive Hill vacation rentals

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

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

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

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

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

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

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

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

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

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

    6. The Cozy Den

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

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

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

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

    A wooden fence with planters and a bear statue.

    9. Beautiful Sunsets in the Countryside II

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

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

    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.

    11. Rustic Chic Couples Retreat/ RRG

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

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

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

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

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

    14. Cottage at Cave Run

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

    15. The Cave Run Lake Cabin

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

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

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

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

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

    18. Cottage at Cave Run

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

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

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

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

    A wooden porch with a swing, rocking chairs, and a bench.

    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

    Best Western Eagles Inn

    A reception area with a modern design, including a reception desk, a vending machine, and a wall-mounted sign indicating amenities like ice, vending, and pool.

    Greenbo Lake State Resort Park

    A stone building with a sign reading "Cottage Street Lodge" and a wooden bridge leading to it.

    SureStay by Best Western Grayson

    An indoor swimming pool with a glass ceiling, white lounge chairs, and a table with a towel.

    Days Inn by Wyndham Ashland

    A spacious living area with a wooden staircase, a green and orange sofa set, a round coffee table, and a desk with a computer.

    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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

    Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Olive Hill vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. The selection of Olive Hill vacation rentals we have selected for you start as low as CA $106 per night. Entering your travel dates in the search wizard 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.

    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.