
Holiday rentals in Olive Hill
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Top-rated holiday rentals in Olive Hill
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Private Cabin•2 acres•RRG•Nada Tunnel•Sheltowee
This charming 2bed, 1bath cabin is situated among the trees on 2 private acres offering the perfect blend of seclusion, comfort and relaxation. Whether you're seeking a peaceful getaway, romantic weekend, an outdoor hiking adventure, lake day, or a cozy base for attending a wedding ;‘Simmer Down’ is the place to be. This eclectic retreat is situated near Red River Gorge and the vast Daniel Boone Forest. Enjoy Murder Branch Trail, Sheltowee Trace, Devils Market House Arch & Broke Leg Falls

Cliffside Properties / Carter Caves Cabin Rental
Perched on the edge of the canyon at the entrance to Carter Caves State Park, our 3-story cabin easily sleeps 10. On our twenty acre preserve, there are 5 cave entrances and two caves that open into the State Park gorge, with many box canyons and waterfalls to explore. Whether you're enjoying the State Park's massive natural bridges, cave tours, horseback riding, swimming, fishing or kayaking on Smoky Lake or Tygarts Creek, our Cliffside Cabin rental is a great place to relax and explore.

Cabin at Cabin Creek Campground
Private cabin located in campground close to bathhouse. A/C and electric fireplace. Porch swing, fire ring, & picnic table for your outside enjoyment. Queen size bed with full size bed in loft overhead. Microwave & small refrigerator. Dining table with 3 benches. Comfortable sitting chair with footstool. Fishing included in our 12-acre lake. Walking path runs the length of the campground. Bring bed linens (sleeping bag or blanket/sheet) & pillow, bath linens (towels/washcloths).

Luxury Cliffside Hammock House
Escape to a modern luxury hammock oasis: with cozy indoor & outdoor loft-net hammocks, memory foam beds with MyPillow pillows for supreme comfort, and MyPillow towels enhancing the spa-like bathrooms featuring rainfall showers and body jets. Adventure awaits with a private trail into Daniel Boone National Forest, a hot tub, and a pool table. This space isn't just a stay but an experience, designed for those seeking luxury, comfort, and a touch of adventure. Not Suitable for children.

The Bluff on Amos Amazing Views!
This unique place has a style all its own. Centrally located between Red River Gorge and Cave Run Lake. Enjoy a hike at the gorge or a day at the lake. Come back enjoy soaking in the hot tub and take in the views!!! This spacious one bedroom one bath with tub/ shower is the perfect place for a getaway. It is equipped with full size appliances and everything you need to prepare a meal. The outdoor fire pit and charcoal grill are perfect for any outdoor cooking and relaxing!!!

Cozy and Private - Long Bottom Cabin
The perfect peaceful family getaway! Experience the beautiful hills of Kentucky. Enjoy listening to the birds especially the Whippoorwills. Roast hotdogs and S’mores on the fire while gazing at the stars. You may experience some wild life, too! Private and quiet. Traveling US 23 or I64? It’s a great stopping place. 10 miles to Rush Off Road 22 miles to The Paramount Arts Center 15 miles to Camp Landing Entertainment District 23 miles to Yatesville Lake

The Red Rose Cottage
Come on in! Relax, unwind, enjoy! This quaint trail town cottage is a perfect stay for a couple of nights or a few weeks. Come fish, hike or take it easy like Sunday morning! Right off of interstate 64, Just a few miles from Carter Caves State Park, 20 miles to Cave Run Lake, 13 miles to Grayson Lake. If you’re just traveling through, stop and stay at our cozy cottage instead of an interstate hotel! We look forward to accommodating you!

Kick off summer with June specials at Shady Pines
Shady Pines Inn is a vacation rental located .7 mile from Exit 133 off interstate 64. Ten minutes to Cave Run Lake and Morehead. 3 bedrooms, king, queen & 2 twin beds, 2 new cots with memory foam toppers. 1.5 baths,living room with 2 couches & 3 chairs. Full kitchen, accessible tub/shower. Snacks, cereal/granola bars, oatmeal, donuts, bread, bagels, local eggs, coffee, tea. Any combination of these items will be offered.

Creekside Haven Tiny Home
Welcome to Creekside Haven! Tucked along a peaceful creek in Minford, OH, our cozy tiny home is the perfect getaway for couples, families, or traveling professionals looking for comfort and convenience. Relax by the fire pit, play a game of corn hole, swing in the hammock, or unwind inside with all the comforts of home! Pets are welcome with prior approval. Please note we can only allow small dogs (under 30 pounds).

Slow Motion Hideaway Cave Run Lake/RRG - hot tub!
Breathe deep. Slow down. Stay awhile. Slow Motion Hideaway is a cozy A-frame cabin tucked in Kentucky’s Daniel Boone National Forest, just minutes from Cave Run Lake and close to Red River Gorge. Hike, kayak, ride ATVs, or spend the day on the water—or curl up with a good book and never leave the cabin. A quiet place to reconnect—with the woods, with your people, or with yourself.

Hygge Nock at Lush Hollow
Nestled perfectly on a ridge of our 40-acre property, minutes from Cave Run Lake and 25 miles from Red River Gorge, this Scandinavian-themed cabin is the perfect ridge-top retreat. Enjoy nearby hiking, boating, and golfing. Relax with a hot tub, pellet grill, and cozy fire pits. Explore quaint towns, state forests, and local markets. Your ideal super cozy, secluded getaway awaits!

Boulder Brook Cabin
Wonderful cozy guest cabin in the woods. Knotty pine living space with outdoor elements throughout. Open concept with beds/living room/kitchen all sharing the same space. Full stocked kitchen with Kuerig coffee bar ready to start your day off right! Covered front porch for sitting and enjoying the views. Parking at front door.
Popular amenities for Olive Hill holiday rentals
Other great holiday rentals in Olive Hill

Red Bird Estates

The Cove at Cave Run

A Grayson Lake Getaway

The Roost on W Main St. Morehead

Spacious Family Home w/ Fireplace & Fire Pit

Skogen - A Modern Masterpiece in the Trees

Bowman Pond Cabin, spacious 1 bdrm open floor plan

Sauna · Hot Tub · Outdoor Movies · Couples Retreat
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