Photo by Rhonda Wileman

Olive Hill Holiday Rentals

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Holiday Rentals in Olive Hill

Cabin near Grayson Lake State Park KY 2 bedroom, 2 full bathrooms sleeps 4 plus

9.8 out of 10, Exceptional, (115)
"This was the perfect little house for our long weekend kayaking on Grayson Lake. Two bedrooms and bathrooms and couches to sleep on. Nicely outfitted kitchen, grill and spacious yard. Loved hanging out on the porches enjoying the beautiful weather. Will definitely try to stay there again next year when we return!"
Cabin near Grayson Lake State Park KY 2 bedroom, 2 full bathrooms sleeps 4 plus

Hootinany Cabin near Cave Run Lake cabin w/ Hot Tub

9.8 out of 10, Exceptional, (6)
"Perfect for a weekend getaway!"
Hootinany Cabin near Cave Run Lake cabin w/ Hot Tub

WiFi - Small Family Cabin - Sugar Shack - Cave Run Lake OR Red River Gorge, Kentucky!

9.4 out of 10, Exceptional, (37)
"thank you for having us - we had a relaxing time. The games/puzzles and kitchen staples were so nice to have. Some feedback would be to update the exact pin location to make it easier to find in the dark. Also the neighbors Doberman ran infront of our car on the street and wouldn’t let us proceed on the route.. it was territorial and barking and the neighbor on the porch didn’t seem to care about getting the dog from blocking us. We were finally able to get to the driveway but it came and...
WiFi - Small Family Cabin - Sugar Shack - Cave Run Lake OR Red River Gorge, Kentucky!

Dog-Friendly Home Rental ~ 5 Mi to Cave Run Lake!

10.0 out of 10, Exceptional, (5)
"Had a little trouble finding the house at night but was very impressed with the place. My wife, our dog, and I had a great experience staying here with all the amenities the house had to offer."
Dog-Friendly Home Rental ~ 5 Mi to Cave Run Lake!

Cozy, cabin in the woods! Just minutes to Cave Run Lake! Pet friendly!

10.0 out of 10, Exceptional, (8)
"The cabin was exactly what we were looking for and the host was extremely helpful."
Cozy, cabin in the woods! Just minutes to Cave Run Lake! Pet friendly!

2-Bedroom Bungalow on Triplett Creek – Near Cave Run Lake!

10.0 out of 10, Exceptional, (9)
"We love it!! It was very clean. Had everything we needed. "
2-Bedroom Bungalow on Triplett Creek – Near Cave Run Lake!

Forget Me Not - Sweet Seclusion for Respite Care♥☚

10.0 out of 10, Exceptional, (43)
"We absolutely loved this property! William was great at communicating and made this cabin so welcoming. The AC circulated upstairs perfectly when you turned on the fan at the foot of the stairs. No complaints here! We would definitely stay here again."
Forget Me Not - Sweet Seclusion for Respite Care♥☚

The Cave Run Lake Cabin

9.8 out of 10, Exceptional, (68)
"The directions provided by the host were excellent, and needed since we lost service about 15 minutes out! It's a cute neighborhood, neighbors didn't bother us at all. Hikes required a bit of a drive, but the place itself was very clean, warm (wood burning stove!). Bring your own firewood or be prepared to go find it! "
The Cave Run Lake Cabin

The Cozy Den

10.0 out of 10, Exceptional, (41)
"Our stay was supposed to be a couples trip but we had to take the kids due to no babysitter. The host made sure we had everything we needed. They were extremely nice to us and our children. It's greatly appreciated ❤️ I definitely recommend this place for anyone wanting to get away. It was so nice and peaceful! "
The price is NZ$292
includes taxes & fees
30 Nov - 1 Dec
The Cozy Den

Charming 3-bedroom rustic and very unique house with WiFi and AC in Farmers,

2.0 star property
2.0 out of 10, (1)
"Property was not as advertised. Surrounded by abandoned buildings and sketchy trailers. Host communication was terrible. We went and found alternate place to stay due to above. Would give it a 1/2 star if I could. Still waiting for refund!"
The price is NZ$346
includes taxes & fees
23 Nov - 24 Nov
Charming 3-bedroom rustic and very unique house with WiFi and AC in Farmers,

Luxury 3-bed hemlock log cabin Cave Run Lake area, with WiFi, gameroom, hot tub

2.0 star property
8.8 out of 10, Excellent, (5)
"The purpose of our trip was to bring family to a Morehead State football game. My nephew is on the team and we wanted to show some support for him and the team. He also wanted to take advantage of us being in the area, so we could visit, and cook for him. The property was exactly as advertised and Hershel is a fantastic host! The communication for check in and all of the amenities made it so easy for us to set this trip up for the family. One of the other great details…our host was very gracious...
Luxury 3-bed hemlock log cabin Cave Run Lake area, with WiFi, gameroom, hot tub

The Cove at Cave Run — Brand New Cottage minutes from Cave Run Lake

10.0 out of 10, Exceptional, (8)
"Superior experience: the cabin was ultra clean and comfortable. It was listed as new but felt like we were the first people to stay there. Messaged the host with a question and she called me back within a couple minutes and was very helpful. We usually travel to Morehead and Cave Run in the summer to camp. These cabins now open up the rest of the year to enjoy this beautiful area. "
The price is NZ$402
includes taxes & fees
24 Nov - 25 Nov
The Cove at Cave Run — Brand New Cottage minutes from Cave Run Lake

A Gracious Haven near Cave Run Lake-super close to Licking River & 3 boat ramps.

10.0 out of 10, Exceptional, (13)
"We loved our stay in this cabin. It was spotless, well stocked with everything we needed. Spacious first floor area and nicely decorated. Beautiful views with the fall leaves. Wish we had more time to spend at the cabin, but we will definitely rent again. Easy drive to Morehead State. "
A Gracious Haven near Cave Run Lake-super close to Licking River & 3 boat ramps.

Cozy cabin with views of Cave Run Lake-2 miles from Zilpo beach

10.0 out of 10, Exceptional, (73)
"I normally don't rate anything all 5 stars accross the board with anything hospitality related. But I honestly have no complaints, if you are on the fence about this location and need a push to make a decision, this review is it. 🌟🌟🌟🌟🌟 "
Cozy cabin with views of Cave Run Lake-2 miles from Zilpo beach

Cozy Cabin 1 at Cave Run Cabins near Cave Run Lake & MSU

9.6 out of 10, Exceptional, (44)
"Lovely, functional place to stay while visiting the area."
The price is NZ$333
includes taxes & fees
29 Nov - 30 Nov
Cozy Cabin 1 at Cave Run Cabins near Cave Run Lake & MSU

3 bedroom 1 full bath cabin 10 minutes from Cave Run Lake

9.0 out of 10, Wonderful, (28)
"Beautiful location! "
3 bedroom 1 full bath cabin 10 minutes from Cave Run Lake

Cozy A-Frame Cabin Retreat w/ AMAZING Back Porch- Perfect Relaxation in DBNF/RRG

9.4 out of 10, Exceptional, (20)
"We had a wonderful weekend at the cabin over Labor Day weekend! So peaceful and tranquil! The cabin had everything we needed for a long weekend stay :) "
Cozy A-Frame Cabin Retreat w/ AMAZING Back Porch- Perfect Relaxation in DBNF/RRG

Cave Run Lake / Morehead State University Area Fully Equipped, Private Cabin

9.8 out of 10, Exceptional, (59)
"We have stayed here before. Great place to stay !!!"
Cave Run Lake / Morehead State University Area Fully Equipped, Private Cabin

3BR 3 Bath home with hot tub eight minutes from Cave Run Lake

9.6 out of 10, Exceptional, (27)
"Convenient location to MSU"
3BR 3 Bath home with hot tub eight minutes from Cave Run Lake

Fire Pit & Fall Foliage Views: Kentucky Mtn Home!

8.8 out of 10, Excellent, (5)
"You wont find a better host than Mela! We didn't have much time to explore the area because we were there for Rock The Country Music Festival which was one of the best concerts we've seen. If you're looking for a place to relax in the hills of Kentucky, this is it."
Fire Pit & Fall Foliage Views: Kentucky Mtn Home!
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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Other types of properties in Olive Hill you may be interested in

Carter Caves State Resort Park

3.0 star property
9.0 out of 10, Wonderful, (519)
"Love the Caves. I stay there multiple times a year and have never had a bad experience."
The price is NZ$120
includes taxes & fees
5 Dec - 6 Dec
Carter Caves State Resort Park

Cabin near Grayson Lake State Park KY 2 bedroom, 2 full bathrooms sleeps 4 plus

9.8 out of 10, Exceptional, (115)
"This was the perfect little house for our long weekend kayaking on Grayson Lake. Two bedrooms and bathrooms and couches to sleep on. Nicely outfitted kitchen, grill and spacious yard. Loved hanging out on the porches enjoying the beautiful weather. Will definitely try to stay there again next year when we return!"
Cabin near Grayson Lake State Park KY 2 bedroom, 2 full bathrooms sleeps 4 plus

Fairfield Inn & Suites By Marriott Ashland

2.5 star property
8.2 out of 10, Very good, (599)
"The staff was extremely welcoming and made check in quick and easy. I highly recommend this hotel."
The price is NZ$160
includes taxes & fees
4 Dec - 5 Dec
Fairfield Inn & Suites By Marriott Ashland
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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 Daniel Boone National Forest are a couple of lovely local spots to get outside and enjoy nature. While here, Carter Caves State Park Golf Course and Bat Cave and Cascade Caverns 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.