Vacation rentals in Olive Hill

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Top-rated vacation rentals in Olive Hill

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The large A-frame house is nestled within a lush green landscape, surrounded by mature trees. The structure features a prominent front deck with ample windows, allowing natural light to fill the interior. A spacious lawn extends from the house, inviting relaxation in the serene country setting.
Home in Olive Hill
4.92 out of 5 average rating, 48 reviews

A Frame of Mind

Spacious country setting near Carter Caves, Grayson Lake, Rush Offroad, Cave Run Lake, and local Trail Town. This large A-frame is a relaxing family setting with enough space for trailer parking. Watch the wildlife from the multiple decks or even from the bed. This is a great home base for your Eastern KY adventures or a wonderful quiet getaway. It has electric fireplaces, a wood fire pit, a gas firepit, an electric smoker, a charcoal and gas grill, and two creeks to enjoy during your stay.

Top guest favorite
Home in Elliott County
5 out of 5 average rating, 10 reviews

Sunny’s view!

Come make memories with your family and friends at Sunny’s view we would LOVE to have you! We are located literally seconds from the Grayson Lake State Park, very remote and quiet but just minutes away from all you need. Dollar general-7.5miles Shell gas station-7 miles Casino and a Malibu jacks -13 miles Huntington tri-state airport -36 miles Main boat dock to the lake -4.7 miles Bruin boat dock .5 miles Golf course -1.5 mi If you have any questions please don’t be afraid to ask! Thank you

Top guest favorite
A quaint cottage is set against a backdrop of lush greenery and rolling hills. The structure features a porch with rocking chairs, and large windows provide natural light. Towering trees surround the property, contributing to the serene atmosphere.
Farm stay in Morehead
5 out of 5 average rating, 46 reviews

Morehead Farm Cottage

This memorable place is anything but ordinary. Nestled at the front of our family farm, enjoy a cup of coffee on the front porch, or catch the best sunsets in Kentucky. This one bedroom cottage includes a sleeping loft, full bath with laundry, and a full sized kitchen. Stretch your legs exploring the vineyard or fishing the ponds next to the cottage. We are a working farm with chickens, gardens, and the farm dogs. We are just 4 miles from I-64 and 8 miles from Morehead State University Campus.

Guest favorite
A rustic wooden cabin is situated among trees, featuring a spacious deck and an American flag displayed on the front. The structure exhibits a combination of log and modern elements, complemented by large windows that allow natural light to fill the interior.
Cabin in Olive Hill
4.94 out of 5 average rating, 178 reviews

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.

Top guest favorite
A charming cabin features a wooden exterior with a dark metal roof. The front porch is equipped with a bench and two pumpkins on the ground, framed by trees displaying autumn foliage. A tranquil landscape completes the inviting setting.
Cabin in Argillite
5 out of 5 average rating, 57 reviews

Greenbo Lake Cabins-Deer Haven

Welcome! Take it easy at this unique and tranquil getaway. Private country setting, located next to Greenbo Lake State Park, where you can take advantage of many outdoor activities including hiking, boating, fishing and swimming. Nearby entertainment facilities: Riverbend Golf Course, Paramount Arts Center, Portsmouth Motor Speedway, Huntington Civic Center, Sandy’s Racing and Gaming and Malibu Jack’s Indoor Family Theme Park. Experience Ky wildlife freely roaming, right next to your cabin!

Top guest favorite
A small wooden cabin features a light wooden exterior with a green roof. A front porch is accessed by three steps, providing a welcoming entrance. One window is visible on either side of the door, surrounded by grassy areas and trees in the background.
Cabin in Carter County
4.98 out of 5 average rating, 112 reviews

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).

Top guest favorite
The cabin is situated beside a tranquil pond, surrounded by lush greenery and gentle hills. The structure features a metal roof and combines wooden and red exterior elements. A gravel path leads to the entrance, which is framed by small shrubbery.
Cabin in West Liberty
4.98 out of 5 average rating, 91 reviews

Bowman Pond Cabin, spacious 1 bdrm open floor plan

Setting back about 1/2 mile into our 375 acre farm is our Bowman Cabin. Kick back and relax in this beautiful open concept cabin on a small pond. It has many comforts of home such as electricity, heat/ac, running water. There is no wi-fi and cell phone signal varies however there is a tv w/antenna and a DVD/Blu-ray player. There is plenty of hiking . Laurel Gorge, Red River Gorge, Cave Run Lake and Grayson Lake are just a few attractions within short driving distance from us.

Top guest favorite
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, 106 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! :)

Top guest favorite
A spacious living area features a stone fireplace flanked by large windows, offering views of the surrounding greenery. A comfortable light-colored sectional sofa is positioned for relaxation. Above, a rustic chandelier adds character to the wooden ceiling, enhancing the inviting atmosphere.
Farm stay in Morehead
4.96 out of 5 average rating, 28 reviews

The Chestnut Farm with a Hot Tub

Secluded Modern Farmhouse on 135 Acres with Trails, Waterfalls & Wildlife 12 ft deck extension and a 6 person hot tub to be installed by October 1st, pictures coming soon. Escape to this brand-new (2024) farmhouse, set on a breathtaking 135-acre private chestnut orchard. This secluded retreat offers the perfect blend of modern comfort and outdoor adventure. Watch deer and wild turkeys from the expansive back deck while soaking in stunning sunsets.

Guest favorite
The exterior of the cottage features a welcoming porch with two comfortable chairs positioned on either side of a decorative door. The roof is metal and dark, and colorful flower pots add charm to the grassy yard.
Home in Olive Hill
4.84 out of 5 average rating, 61 reviews

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!

Guest favorite
The cabin exterior showcases a wooden structure with large glass windows, allowing natural light to illuminate the interior. Surrounding foliage enhances the secluded feel, while a wooden deck extends from the entrance, leading to an outdoor space with a hot tub visible nearby.
Cabin in Stanton
4.95 out of 5 average rating, 402 reviews

Seclusion Cabin - Tower, Treehouse, Koi Pond

Seclusion is a completely custom, hand-crafted cabin complete with a treehouse room, koi pond, rocky landscape, observatory tower and more in an unbeatable location. This cabin is located just a mile or two off the Slade, KY exit on top of a ridge in Red River Gorge. Built by Paul Rhodes in his spare time, this passion project took over six years to complete and boasts a uniqueness unrivaled by other accommodations.

Top guest favorite
A private hot tub is situated on a spacious deck, illuminated by soft blue lighting. Trees surround the area, providing a serene backdrop. The screened-in porch above is adorned with warm cafe lights, enhancing the cozy evening atmosphere.
Cabin in Wellington
4.96 out of 5 average rating, 115 reviews

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.

Popular amenities for Olive Hill vacation rentals