House holiday rentals in Olive Hill

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Top-rated house rentals in Olive Hill

Guests agree: These houses are highly rated for location, cleanliness and more.

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Superhost
Home in Portsmouth
4.97 out of 5 average rating, 112 reviews

Pink Dreams Cottage: Hot Tub, Fire Pit, BBQ & More

Welcome to Pink Dreams Cottage – a one-of-a-kind, fully renovated pink paradise! This gorgeous cottage was lovingly transformed by a father & daughter duo from an abandoned house to a picturesque pink cottage that’s perfect for your next getaway. Whether it’s a special occasion, a girls weekend, a romantic getaway, or a creative escape, this is the perfect place to make memories that will last a lifetime. Come experience the magic of Pink Dreams Cottage and make your pink dreams come true!

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Superhost
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
4.92 out of 5 average rating, 143 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!

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Top Guest favourite
Home in Russell
4.98 out of 5 average rating, 413 reviews

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

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Guest favourite
A welcoming living room is presented, featuring a spacious light-colored sofa, a wooden coffee table, and a TV mounted on the wall. A warm glow emanates from a nearby lamp, illuminating artwork on the walls. An open doorway reveals a dining area with stools and a table.
Home in Huntington
4.95 out of 5 average rating, 148 reviews

Entire house 1.5 miles from I-64 The Hemlock House

The Hemlock House is a newly restored 1920's era home nestled on 3 wooded acres just outside of town with no houses within 500 ft in any direction. It is conveintly located just 1.5 miles south of I-64 at exit 11. 3.5 miles from downtown Huntington. Great stop for travelers, sporting events, groups, Marshall football, soccer, track, Hospital, or events. Private and level parking for two at the house and large rv/trailer parking at the entrance. Private, safe, no neighbors, and clean.

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Top Guest favourite
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, 131 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

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Top Guest favourite
A charming cottage exterior is displayed, featuring a welcoming red door and a covered entryway. Lush green grass frames the path leading to the steps, while landscaped shrubs add texture. The surrounding neighborhood showcases other homes on a gently sloping hill.
Home in Portsmouth
4.96 out of 5 average rating, 110 reviews

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

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Top Guest favourite
Home in Irvine
4.99 out of 5 average rating, 139 reviews

Pauline's Paradise

Welcome to Pauline's Paradise! You can enjoy a quiet and relaxing stay in our 2 bedroom home, with an adjustable King bed in one and twin beds in the other. You'll find a full kitchen, washer/dryer, wifi and Roku TV. We welcome well behaved pets. Handicapped entrance ramp. We're 25 min. away from Natural Bridge, Sky Bridge, Red River Gorge, hiking, underground kayaking and more. We're less than an hour from Lexington. We ask that you refrain from smoking inside during your stay.

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Guest favourite
Home in Campton
4.84 out of 5 average rating, 156 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.

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Top Guest favourite
A spacious studio retreat features a king bed with white linens, accompanied by a modern gray sofa. Natural light enters through large windows, while a stylish black accent wall adds depth. A small glass table and potted plant complete the inviting ambiance.
Home in Morehead
4.96 out of 5 average rating, 105 reviews

Studio, clean, new, fireplace, Downtown Morehead

Brand new, beautifully finished and furnished studio retreat in downtown Morehead! Exactly 1 mile to the campus of Morehead State University and only a few blocks from UK St. Claire Hospital. Large custom tile shower, fully stocked kitchen, fireplace, washer and dryer in unit, comfy king bed! If this is booked, check out our other listing, right next door! It has blue shiplap behind the bed in the listing photo! Or contact me and I’ll set you up! :)

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Top Guest favourite
Home in Irvine
4.98 out of 5 average rating, 125 reviews

Premium A-Frame • Hot Tub • Sauna • Pond & Animals

Private 58-acre A-Frame retreat in the Kentucky Appalachians with mountain views, a stocked fishing pond, hot tub, infrared sauna, fire pit, games, and rare farm animals. Meet Suffolk Punch draft horses, a Highland cow and calf, and Thoroughbreds by request. No TV by design, just nature, stillness, connection, and a true farm-stay experience. Sleeps 7. Designed for families, couples and friends seeking nature, privacy and unforgettable memories.

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Guest favourite
An outdoor fire pit is surrounded by several wooden chairs, set on a lush green lawn. The lodge's exterior features multiple flags and is visible in the background against a vibrant sunset sky with soft purple and pink hues.
Home in Aberdeen
4.96 out of 5 average rating, 142 reviews

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.

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Guest favourite
A gray farmhouse is featured with a front porch supported by white columns. Two rocking chairs are positioned on the porch, facing the yard. The entrance is marked by a simple door with a wreath, and a television antenna sits atop the peaked roof.
Home in Kitts Hill
4.84 out of 5 average rating, 185 reviews

House in the country to just get away !

Farm house in the country . About 6 miles from Lake Vesuvius in Pedro , Ohio Large yard. Near a small creek . Great for hunters or if you just want to get away. The house has window air conditioners. There is a front porch where you can sit and rock or swing and just take it easy . There is WI-FI. And a landline for local calls or 911 There is a camper in the back yard that is rented also. Call or email me for more info.

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