Photo by Rhonda Wileman

Olive Hill Holiday Rentals

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Holiday Rentals in Olive Hill

Property grounds
Cabin near Grayson Lake State Park KY 2 bedroom, 2 full bathrooms sleeps 6
9.8 out of 10, Exceptional, (108)
"The bear theme was fun. We enjoyed seeing them on quilts, wall decor, blankets, and shelves. The ones on the living room window were my favorite. It is a nice rustic cabin with many great features. There's a large porch swing, a grill, a fire pit, games, and most of all peace and quiet. I wanted a place to retreat from the hectic schedule around my grandson's wedding. The downside is that the stairs are very steep. My sister had the upstairs bedroom and had some trouble with the steps. Also,...
Cabin near Grayson Lake State Park KY 2 bedroom, 2 full bathrooms sleeps 6
Property grounds
Cozy, cabin in the woods! Just minutes to Cave Run Lake! Pet friendly!
10.0 out of 10, Exceptional, (2)
"Owner was great to deal with.... thank you"
The price is NZ$244
per night
29 May - 30 May
Cozy, cabin in the woods! Just minutes to Cave Run Lake! Pet friendly!
Exterior
Cozy Cabin 1 at Cave Run Cabins near Cave Run Lake & MSU
9.6 out of 10, Exceptional, (37)
"I was in the area for a 3-day fishing trip and Cozy Cabin #1 fit the bill for me. I was clean, contained all the essentials, and was super close to lake access. The location is right-off a main road, but surprisingly quiet & peaceful. I enjoyed my stay - THANK YOU!"
The price is NZ$319
per night
5 Jun - 6 Jun
Cozy Cabin 1 at Cave Run Cabins near Cave Run Lake & MSU
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Interior
The Cozy Den
10.0 out of 10, Exceptional, (25)
"Very beautiful and clean country cabin for two! Owners are right next door in the event of any mishaps. Highly recommend!"
The price is NZ$278
per night
5 Jun - 6 Jun
The Cozy Den
Property grounds
The Getaway - Wi-Fi - pet friendly
8.6 out of 10, Excellent, (26)
"Simple cabin with everything you need. Nice little get away. It is in a dry county, so plan in advance!"
The Getaway - Wi-Fi - pet friendly
Terrace/patio
Cozy cabin with views of Cave Run Lake-2 miles from Zilpo beach
10.0 out of 10, Exceptional, (57)
"Five star. Our host was exceptional. House was immaculate. Beds very comfortable. View spectacular. You’ll love it!!"
Cozy cabin with views of Cave Run Lake-2 miles from Zilpo beach
Property grounds
♥Peaceful Seclusion at Forget Me Not Cabin! ♥☚
10.0 out of 10, Exceptional, (37)
"Had a wonderful stay at this cabin. All the amenities of home and a great location! The whippoorwills were amazing!"
♥Peaceful Seclusion at Forget Me Not Cabin! ♥☚
Exterior
WiFi - Small Family Cabin - Sugar Shack - Cave Run Lake OR Red River Gorge, Kentucky!
9.6 out of 10, Exceptional, (32)
"The cabin was very clean and stocked with everything we needed for a weekend getaway. We had a bit of trouble finding it at first due to poor cell signal (which we expected since we knew it was in the boonies.) Our first night the keypad wouldn't unlock so we could enter the cabin, the property manager responded quickly but it did take a while for maintenance to arrive (again, boonies.) They were very kind and got the issue fixed quickly. We had a great time and thought it was such a cool,...
WiFi - Small Family Cabin - Sugar Shack - Cave Run Lake OR Red River Gorge, Kentucky!
Fridge, microwave, oven, stovetop
LUXE A-frame Cabin w/ AMAZING Porch- Near Cave Run Lake/DBNF/RRG
9.4 out of 10, Exceptional, (14)
"I had an amazing time with my dog for the weekend. My only issue was I though the beds were to hard for my liking."
LUXE A-frame Cabin w/ AMAZING Porch- Near Cave Run Lake/DBNF/RRG
Exterior
LUXE A-Frame Cabin w/ Back Deck + Fire Pit -Dog Friendly DBNF/Cave Run Lake/RRG
10.0 out of 10, Exceptional, (13)
"I had a wonderful time with my dog."
LUXE A-Frame Cabin w/ Back Deck + Fire Pit -Dog Friendly DBNF/Cave Run Lake/RRG
Private kitchen
Cabin & Screened Porch with Scenic Views on Triplett Creek – Near Cave Run Lake!
10.0 out of 10, Exceptional, (4)
"Stayed the weekend for my child's graduation from MSU Craft Academy. With the busy and stressful time for awards, moving them out, and graduation. Then Mother's Day. Was a great place to just sit back and relax, and enjoy the sounds of the creek and nature. Was amazed at how peaceful it was even though wasn't to far off the main road, and local stores. Can't wait to plan a trip back without the kids!"
Cabin & Screened Porch with Scenic Views on Triplett Creek – Near Cave Run Lake!
Exterior
A Gracious Haven near Cave Run Lake-super close to Licking River & 3 boat ramps.
10.0 out of 10, Exceptional, (5)
"It was perfect for our trip for our daughter getting registered for college. Very peaceful and close to everything we needed"
A Gracious Haven near Cave Run Lake-super close to Licking River & 3 boat ramps.
Exterior
Cave Run Lake / Morehead State University Area Fully Equipped, Private Cabin
10.0 out of 10, Exceptional, (54)
"we came down for the PMTT on the cave run, very clean comfortable stay, would definitely stay again. plenth of room for truck/boat and spare vehicle."
Cave Run Lake / Morehead State University Area Fully Equipped, Private Cabin
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Beautiful cabin with fireplace and wrap around porch and private upstair balcony
10.0 out of 10, Exceptional, (35)
"We enjoyed our short time away, and we couldnt have picked a better place!! Very nice, relaxing off the beaten path cabin! The best place to disconnect from the world and enjoy some peace and quiet!! Everything was perfect! The cabin is very clean and well stocked, every detail covered! Communication with host is the best we've experienced! We will definitely return everytime we need a reset!"
Beautiful cabin with fireplace and wrap around porch and private upstair balcony
Fridge, microwave, oven, stovetop
Cabin at Cave Run Lake / Red River Gorge
10.0 out of 10, Exceptional, (11)
"This cabin had everything needed for an amazing stay. With two porches, nice swing, and all the amenities to fully them. Very peaceful and relaxing. We would definitely like to stay here in the future!"
Cabin at Cave Run Lake / Red River Gorge
Exterior
Glamping Cabin | Huge Window | Nature Lovers Dream
9.8 out of 10, Exceptional, (7)
"We Loved It!!! Cousin Greg was very pleasant. We had a Great time :-)"
The price is NZ$228
per night
5 Jun - 6 Jun
Glamping Cabin | Huge Window | Nature Lovers Dream
Exterior
Sleeps 12| Huge Windows | Stunning Views
10.0 out of 10, Exceptional, (5)
"Excellent!"
The price is NZ$602
per night
24 Jun - 25 Jun
Sleeps 12| Huge Windows | Stunning Views
Property grounds
Iona Cabin: Your Cozy Retreat for Hunting, Off-Roading, and Relaxation
10.0 out of 10, Exceptional, (1)
"Kaycee was a great host. Communication was excellent. We had a great time. We would come back next year. Nice and quiet. Cows next door were cool too."
The price is NZ$428
per night
29 May - 30 May
Iona Cabin: Your Cozy Retreat for Hunting, Off-Roading, and Relaxation
Exterior
Cozy Country Cabin 4 Mi to Cave Run Lake!
Cozy Country Cabin 4 Mi to Cave Run Lake!
Property grounds
Tranquil Oaks Cabin.
9.4 out of 10, Exceptional, (36)
"It was all good but no internet"
Tranquil Oaks Cabin.
Don't see what you're looking for?
See all available properties in Olive Hill
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.

Other types of properties in Olive Hill you may be interested in

Front of property
Carter Caves State Resort Park
3.0 star property
9.0 out of 10, Wonderful, (456)
"Great stay, quiet and peaceful. We will come back again."
The price is NZ$215
per night
29 May - 30 May
Carter Caves State Resort Park
Property grounds
Cabin near Grayson Lake State Park KY 2 bedroom, 2 full bathrooms sleeps 6
9.8 out of 10, Exceptional, (108)
"The bear theme was fun. We enjoyed seeing them on quilts, wall decor, blankets, and shelves. The ones on the living room window were my favorite. It is a nice rustic cabin with many great features. There's a large porch swing, a grill, a fire pit, games, and most of all peace and quiet. I wanted a place to retreat from the hectic schedule around my grandson's wedding. The downside is that the stairs are very steep. My sister had the upstairs bedroom and had some trouble with the steps. Also,...
Cabin near Grayson Lake State Park KY 2 bedroom, 2 full bathrooms sleeps 6
Property grounds
Cozy Country FarmHouse GetAway - Yet Minutes to a small Town
10.0 out of 10, Exceptional, (13)
"Our place was very clean and neat. It was 3 miles from the highway, but our hostess gave good directions. We had everything we needed. We visited Carter Caves State Park and enjoyed the caves and hiking."
Cozy Country FarmHouse GetAway - Yet Minutes to a small Town
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Olive Hill holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Olive Hill. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Olive Hill. Seeing all the best attractions is bound to make you fall in love with Olive Hill. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Olive Hill short-term rentals, that won’t be hard to do.

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?

Riverview Getaway: This holiday home rental outside of Olive Hill has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

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, 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.

Recent reviews of Olive Hill properties
Expedia verified reviews