Photo by Talia Sexton

Olive Hill Holiday Rentals

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Our top choices for Olive Hill holiday rentals

10.0 out of 10, Exceptional, (1)
"Very clean and great hospitality. Plenty of stuff provided. We could take our dog, there was a play area for our daughter. Small but plenty big for the 3 of us. Wonderful experience. ⭐️⭐️⭐️⭐️⭐️"
United States
Denise
The price is NZ$314
includes taxes & fees
7 Jan - 8 Jan
1 Bedroom Cabin - #6 - Near Cave Run Lake & Morehead State University

Holiday Home in Vanceburg

Riverview Getaway
10.0 out of 10, Exceptional, (12)
"Very nice little Vrbo. "
United States
Rebecca S.
The price is NZ$232
includes taxes & fees
7 Jan - 8 Jan
Riverview Getaway
9.4 out of 10, Exceptional, (16)
"Gorgeous property, great location, good communication. "
United States
Holly K.
The price is NZ$278
includes taxes & fees
7 Jan - 8 Jan
Secluded cabin located on 500 acres in the beautiful hills of Kentucky.
10.0 out of 10, Exceptional, (30)
"Cozy. Clean and had everything we needed"
United States
Rebecca M.
The price is NZ$232
includes taxes & fees
1 Feb - 2 Feb
Beautiful country sunsets II
10.0 out of 10, Exceptional, (49)
"we loved this adorable cabin! Perfect location, clean, amazing backyard, great communication with the host. we had an amazing stay here!!"
United States
Natalie A.
The price is NZ$399
includes taxes & fees
14 Jan - 15 Jan
Forget Me Not - Sweet Seclusion for Respite Care♥☚
9.0 out of 10, Wonderful, (2)
"Perfect long weekend. House is well maintained and as pictured. Daniel Boone National Forest is stunning and an hour drive away. Truly enjoyed ourselves!!"
United States
Anonymous traveller
The RRG A-Frame: Luxe Glamping & Forest Views close to Cave Run Lake

Cabin in Wellington

The Cozy Den
9.8 out of 10, Exceptional, (74)
"This was a great cabin for our visit. It was very clean. "
United States
Crystal
The price is NZ$281
includes taxes & fees
7 Jan - 8 Jan
The Cozy Den
10.0 out of 10, Exceptional, (3)
"Had a great time"
United States
Tj G.
The price is NZ$376
includes taxes & fees
5 Feb - 6 Feb
New 20-Acre Cabin Escape, Trail to Licking River, Close to Cave Run Lake Fun
9.6 out of 10, Exceptional, (60)
"The cabin was super nice and clean. Would definitely stay here again!"
United States
Carlotta M.
The price is NZ$367
includes taxes & fees
12 Jan - 13 Jan
Cozy Cabin 1 at Cave Run Cabins near Cave Run Lake & MSU
10.0 out of 10, Exceptional, (27)
"Another great stay. Already looking forward to the next weekend we have it reserved. "
United States
Robyn F.
The price is NZ$408
includes taxes & fees
7 Jan - 8 Jan
The Cove at Cave Run — Brand New Cottage minutes from Cave Run Lake
10.0 out of 10, Exceptional, (34)
"Clean, comfortable, great location, generous & thoughtful “extras” included."
United States
Carole W.
The price is NZ$297
includes taxes & fees
7 Jan - 8 Jan
Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
9.0 out of 10, Wonderful, (10)
"Jody and Darby were very friendly and welcoming! I was here for a month and would absolutely recommend it for someone staying in the area. I would recommend a car with either AWD or a high clearance. I would also recommend bringing an instapot, air fryer, or hot pot if you plan on cooking food here"
United States
Alana L.
The price is NZ$213
includes taxes & fees
7 Jan - 8 Jan
Private Suite on Eastern Kentucky Farm with Indoor Pickleball Court

Holiday Home in Wellington

The Cave Run Lake Cabin
9.8 out of 10, Exceptional, (76)
"Fun cabin near Cave Run Lake and Red River Gorge. We spent a day just hanging out at the cabin, plus a day each in Red River Gorge and Carter Caves. Each night was spent around the firepit. Great place!"
United States
Kenny A.
The Cave Run Lake Cabin
10.0 out of 10, Exceptional, (7)
"We've stayed here a couple of times when visiting famly and it's clean, quaint and has a beautiful mountain view."
United States
Jennifer B.
The price is NZ$453
includes taxes & fees
19 Jan - 20 Jan
Iona Cabin: Your Cozy Retreat for Hunting, Off-Roading, and Relaxation

Holiday Home in Flemingsburg

Lazy Lake Cabin 1! Pet Friendly
2.0 star property
10.0 out of 10, Exceptional, (1)
"Pet friendly, very peaceful and quiet, host is awwsome and very responsive to any needs. Beautiful surroundings"
United States
Donna S.
The price is NZ$287
includes taxes & fees
5 Feb - 6 Feb
Lazy Lake Cabin 1! Pet Friendly
10.0 out of 10, Exceptional, (25)
"It has been great! This was our third time staying here and there is a quite a few reasons why! Beds are super comfortable, the house is always clean, nice grill and the outdoor space is amazing! 10 out of 10 recommend "
United States
Michael G.
The price is NZ$847
includes taxes & fees
5 Feb - 6 Feb
Luxury Cabin: Hot Tub, Bunk/Gameroom @CaveRunLake

Cottage in Salt Lick

Cottage at Cave Run
9.2 out of 10, Wonderful, (5)
"This was a perfect place for us, our two little boys, and our dogs! The space was exactly what we needed, incredibly clean, and was a perfect home base for some of the activities we were doing around Red River Gorge. We would definitely stay here again!"
United States
Corey S.
The price is NZ$492
includes taxes & fees
5 Feb - 6 Feb
Cottage at Cave Run
The price is NZ$138
includes taxes & fees
7 Jan - 8 Jan
Rush Creek Camp, Lot # 03

Cottage in Salt Lick

Cottage at Cave Run
The price is NZ$499
includes taxes & fees
5 Feb - 6 Feb
Cottage at Cave Run
The price is NZ$316
includes taxes & fees
5 Feb - 6 Feb
Quiet relaxing Cabin in Wellington backed up to Daniel Boone National Forest.
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

Find out more about Olive Hill

Everything you need to know about Olive Hill holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Olive Hill holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Olive Hill holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Olive Hill holiday rentals we have selected for you start as low as NZ$213 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 holiday 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 holiday.

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 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?

The Cave Run Lake Cabin: This holiday home rental outside of Olive Hill is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday with a garden and a selection of books.

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.