House holiday rentals in Olive Hill

The Roundabout Retreat

Circle back to the "The Roundabout Retreat," a delightful 3BR home a heartbeat away from UK King's Daughter Medical Center. Perfect for families, this gem features a chef-ready kitchen, private fenced yard, plush king bed in a large master, new 58" TVs, office space, and a quaint dining room. Enjoy the convenience of our LG Washtower, a selection of board games for fun evenings, and decor that’s both elegant and welcoming. Your tranquil downtown haven melds style and convenience beautifully.

River & Bridge view - HotTub, CoolingTub & MistFan

Enjoy a hot-tub, cooling tub and misting fan during the summer. The river & bridge views are magical & soothing to the soul. Make your way into the backyard & you will quickly forget that you are in an Eastern KY residential area. It’s often stated by our guests that the view rivals some of the top landscapes & city skyline from around the world. You can walk to downtown Russell & enjoy shopping, great food & tasty drinks. Only a few mins from Ashland KY & 20 mins to Huntington, WV

River Front Oasis Relax and Unwind w/ Hot Tub

Welcome to our fully renovated rustic retreat nestled on the scenic Ohio River. This 3 bed, 2 bath house is located on 10 acres of breathtaking riverfront property. Enjoy fishing and boating right from your doorstep, then unwind in the inviting hot tub. Gather around the cozy fire pit as you take in the tranquil views. Perfect for nature lovers seeking an unforgettable getaway.***Guest and pet number affects pricing. Ensure you have the correct number of guests and pets before booking.

Sunset Cottage

Sunset Cottage is located among the farms and fields of Morehead, KY. Conveniently situated off of I-64, within 10 min. of Cave Run Lake, App Harvest, Ind. Stave Co., and MSU. This newly remodeled 2-bedroom home has 1 queen, 1 full, & 1 twin bed. A quaint living room with an elec. fireplace, full kitchen, dining area, washer/dryer & an outdoor space that includes a gas grill and fire pit. There is plenty of room to park your boat and a porch to relax and enjoy the beautiful sunset

Panda Palace

Located in the beautiful hilltop area of Portsmouth, this cottage is perfect for a quiet stay. Just minutes from both SOMC and KDMC and 5 minutes from the historic downtown Boneyfiddle area, floodwall murals, Shawnee State University and the Ohio river. Keep it simple at this peaceful and centrally-located place. A bamboo grove uniquely lines the backyard making it a perfect "Panda Palace". Fur babies welcome! Located in a safe neighborhood Fully stocked coffee bar and outdoor patio

Peaceful Corner near Red River Gorge

This private property offers quick access to the Red River Gorge, Muir Valley (5 minutes from each), Natural Bridge State Resort Park (Less than 10 minutes), and many other outdoor activities such as zip lining, kayaking, and hiking trails. Enjoy all of these activities and then return to a beautiful remodeled home on a one acre lot with items such as hand stitched quilts and relax in a new 4 person hot tub in a covered area by the house. Also enjoy swinging for adults and children.

*NEW HOT TUB*The Retreat. 30 min from RRG

Modern 3 Bd 2 Ba on 11.5 acres roughly 20 miles from Red River Gorge. Entire house has been renovated. Starlink Internet, Electric fireplace, Smart TVs in all rooms/living room, Pinball Machine, & Ceiling fans in all bedrooms/living room. Fire-pit area with porch swing, chairs, bench for food, picnic table, and string lights for entertaining. New HOT TUB added spring 2026. Guests are welcome to walk the paths on property. Large wrap around driveway for easy arrival/departure.

Minton Lodge - Relax, Rewind, Enjoy!

Privacy and peacefulness is what you'll experience at the beautiful Minton Lodge, a service offered by the Josh Minton Foundation. 4 bedroom and 2 full baths in a very remote location on a 49 acre wooded property . Wrap around porch, hot tub, fire pit, gas grill, smoker, and a wood stove in large living room. Walking trails with plenty of wildlife. Wifi, DirecTV, DVD player and two LCD TV's. 10 minutes from the Ohio River and Maysville, Kentucky.

Stunning River View. Minutes To Huntington

"Country Roads Take Me Home" to Almost Heaven Lodge. Just minutes from, Beech Fork State Park, downtown Huntington, the airport, Ashland KY, and Marshall University! Here you'll find modern appliances, laminate wood flooring with carpet in bedrooms, leather couches, a king and queen bed, a full kitchen, a full bathroom, laundry room, dining room, two decks, and a fire pit outside. The house is located right on Twelve Pole Creek.

Stonehurst: 3 bedroom country home

Forget your worries in this spacious and serene country space! Historic, relaxed feel with modern conveniences. Situated in the beautiful Ohio River Valley with access to many interesting little towns nearby. Enjoy sightseeing, small town shopping and unique restaurant eating during the day then relax in the evening by the campfire in this charming country setting. Small family gatherings, bridal and baby showers are welcome.

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.

Sleep Over At The Gorge

Have fun with the whole family at Sleep OverAt The Gorge! Hiking, Kayaking and Ziplining. We are located in the middle of the gorge. Sky Bridge is five minutes away, Natural Bridge is 10 minutes, Tunnel Ridge is 3 min. away. Also Koomer Ridge is one half mile away. We are pet friendly and also have a couch that lets out into a queen size bed. Kitchen is fully stocked. Spacious wrap around porch.