House vacation rentals in Olive Hill

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Top-rated house rentals in Olive Hill

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Top guest favorite

Home in Russell

4.98 out of 5 average rating, 390 reviews

Home w/a River & Bridge view, a HotTub & an Igloo

RIVERTIME - A house w/a hot-tub & an igloo. Experience it all on the bank of the Ohio. The 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

Guest favorite

The exterior of a modern cabin is shown, featuring dark wood siding and a metal roof. A fire pit surrounded by four wooden Adirondack chairs is set in the foreground, with a gentle glow from the flames illuminating the space as dusk descends.

Home in Beattyville

4.95 out of 5 average rating, 118 reviews

The Still House - Secluded Couples Cabin in RRG

A secluded oasis in the Red River Gorge with all of the modern amenities. Newly constructed in 2024, the Still House is located less than five minutes from the famous “Motherlode” climbing area, and 15 minutes from Natural Bridge State Park. You can enjoy easy access to area attractions while having total privacy to unwind to at home. Complete with a hot tub, outdoor shower, high speed internet, dedicated work space, numerous custom hand crafted details and much more. Memories await you here!

Superhost

A well-lit living room features a large, plush sofa and a leather coffee table placed on a textured area rug. A television is mounted above a modern fireplace, while a staircase and a separate dining area can be seen in the background.

Home in Ashland

4.82 out of 5 average rating, 211 reviews

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.

Superhost

A two-story brick home is presented with a welcoming front porch featuring steps that lead to a bright yellow door. Lush greenery lines the walkway and flowerbeds, enhancing the inviting atmosphere of the entrance.

Home in Enslow Park

4.87 out of 5 average rating, 299 reviews

Jewel City Gem! Near Ritter Park, Cabell Hospital

Hello! This is our home in beautiful Huntington, WV, situated a baseball's throw from the most beautiful park in the tristate, Ritter Park (plus dog park!), and just a 5 min walk to Cabell Hospital, Marshall's School of Pharmacy, and Marshall's Forensic Science Center. Or hop in the car for a quick trip to Marshall's football & basketball stadiums, downtown to enjoy our many great restaurants, shop at The Market, or head up to the Huntington Museum of Arts. We hope to connect with you soon!

Superhost

The exterior of a two-story craftsman home is visible, featuring blue siding and bright blue shutters. A welcoming front porch is adorned with a small American flag. The property includes a garage at the base and a manicured front yard with shrubbery.

Home in Maysville

4.86 out of 5 average rating, 116 reviews

Jewel Box Cottage in Maysville KY

Welcome to Jewel Box Cottage in historic Maysville, Kentucky. This 1930 craftsman home has 3 bedrooms and sleeps 6. She exudes charm and has an exceptional location in the historic downtown area. Walk through Kentucky history as you make your way to downtown cafes, restaurants, boutiques and the Promenade along the Ohio River. She is not just pretty, the interior got a “Glow Up” in 2020 by a top decorator and features comfortable beds, lux towels and ample seating. A true Jewel Box

Top guest favorite

Home in Manchester

4.94 out of 5 average rating, 124 reviews

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.

Top guest favorite

The cottage's exterior is characterized by a welcoming porch featuring rocking chairs and a bench. Black star accents adorn the light-colored siding, framed by green grass and trees. Large windows invite natural light, enhancing the view of the surrounding fields.

Home in Morehead

5 out of 5 average rating, 116 reviews

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

Top guest favorite

A spacious living area features a comfortable brown leather sofa and a circular chair. A 58" TV is mounted on the wall, accompanied by a wooden entertainment unit. Natural light filters through sheer curtains, and decorative artwork is displayed on the walls.

Home in Prestonsburg

4.96 out of 5 average rating, 129 reviews

The Shotgun House

Enjoy your stay at the Shotgun house located in the heart of Prestonsburg within walking distance to a popular restaurant and downtown shopping. This cozy house offers a 58" TV and playstation in the living and also a 50" TV in the bedroom. Relax outside on a covered porch and enjoy the occasional local live music. Located close to the Prestonsburg Passage Trail, Mountain Arts Center, Middle Creek National Battlefield, Pikeville Exp Center and a short drive to the Red River Gorge.

Guest favorite

A spacious interior is highlighted by warm wooden walls and ceilings, creating a cozy cabin feel. A comfortable leather sofa and two chairs are arranged around a coffee table, while barn doors lead to the sleeping areas in the background. Soft lighting provides a welcoming ambiance.

Home in Pine Ridge

4.93 out of 5 average rating, 145 reviews

Comfy Woodsy Stay| Near Hiking in RRG| Firepit

Lumber Lodge is in the heart of Red River Gorge! This 3-bed cabin backs directly up to Daniel Boone State Park and has so much to offer. This is the place where memories are to be made and s'mores to be devoured (especially around the fire-pit area). Staying in this neck of the woods will have you located within minutes from Skybridge Road, Tunnel Road, and Natural Bridge State Park. Your family will be conveniently nestled next to the RRG's top hikes, eats, and adventures.

Guest favorite

Home in Campton

4.82 out of 5 average rating, 142 reviews

Romantic Cabin for 2 | Red River Gorge Getaway

Nestled in the scenic hills of Red River Gorge, this cozy studio cabin offers a peaceful retreat surrounded by nature. Perfect for couples, it’s an ideal base for exploring the Gorge’s hiking trails and breathtaking views. Start your morning with coffee on the covered porch, then spend the day adventuring outdoors. In the evening, return to relax in the private hot tub or gather around the fire pit and enjoy the quiet beauty of the woods beneath a star-filled sky.

Top guest favorite

A stone house sits on a well-maintained lawn, surrounded by lush green trees. The two-story structure features a sloped roof and several windows, allowing natural light to enter. A small, landscaped area with flowers frames the entrance, enhancing the rural charm.

Home in Ripley

4.99 out of 5 average rating, 112 reviews

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.

Top guest favorite

The exterior of the home is showcased, featuring a light-colored façade and a welcoming front porch. Seasonal decorations, including a floral wreath and pumpkins, are visible near the entrance. A pathway leads to the door, with a grassy area and trees in the background.

Home in Pine Ridge

4.96 out of 5 average rating, 138 reviews

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.