Holiday houses in Olive Hill

Cozy, newly remodeled, extra large 2 bdrm basement

Beautiful home in a very nice, quiet neighborhood. Close to downtown Ashland (3 miles) and I-64 (5 miles). This is a full size newly remodeled basement with it's own outside entrance. Great host and great setting. Access to the beautiful back yard, kids gym, gazebo, firepit, grill and covered patio. The basement has large windows in the bedrooms and queen beds. Located 8 minutes from King’s Daughters Hospital and 30 minutes from Huntington, WV hospitals. Long term travel workers welcome.

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.

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.

Luxe Glamping A-Frame Cabin-Porch-Hammock-Dogs ok

Your forest cabin awaits at Nestled Inn cabin, relax, unplug, unwind, and experience KY’s countless natural resources. Experience the best of Daniel Boone National Forest, Cave Run Lake and Red River Gorge. Our 2 bedroom 1.5 bath cabin is fully equipped cabin with all the amenities, smart TV, Wifi and more. Escape to nature in style, but please remember we are in the woods that may mean you will see wildlife and the occasional insect or bug.

Getaway to Taylor View Acres

Forget your worries in this spacious and serene space. Enjoy a breathtaking view from two private balconies. The entire home featuring 3,500 sq ft is yours to enjoy. The home features 3 bedrooms and 3 bathrooms with a downstairs, fully-furnished basement. Conveniently located about 10 minutes from the 64 freeway and downtown Grayson. Located just a short drive from Carter Caves, Grayson Lake, Greenbo Lake, Sandy's Gaming and Malibu Jacks.

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!

Charming Tiny Space/ Modern Minimalist

This unique place has a style all its own in a perfect tiny space. Perfect getaway or extended stay. Located in downtown Portsmouth within walking distance to Marting’s Event, Vern Riffe Performing Arts Center, Ohio River, Historic Boneyfiddle District with many antique shops and restaurants. Great place to jump on your bike and travel around. Wonderful things to do and see.

Morehead Cabin by the Lake

A relaxing space that can accommodate up to six people. This cabin is 3 min from Cave Run Lake and close to downtown Morehead and Morehead State University (15 min). Tucked up on a hillside surrounded by oak trees, enjoy the front porch and comfortable accommodations for the perfect, calming getaway. Great for work or play, this cabin has it all.

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.