Vacation rentals in Olive Hill

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Top-rated vacation rentals in Olive Hill

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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
4.89 out of 5 average rating, 38 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.

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, 162 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 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, 107 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 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, 104 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 corner of the room features a wooden dresser and a small desk with a chair, illuminated by a lamp. A decorative flower arrangement rests on the dresser. Textured wall art is displayed above the desk, creating a cozy atmosphere.
Farm stay in Morehead
4.97 out of 5 average rating, 70 reviews

Unique & Exciting

Approx 6 miles from I64. check into this unique guest house, facing the woods, you won’t be disappointed in the location or the atmosphere ,Relax on the porch or visit the goats at the farm, march is birthing season, come down the store and listen to the beekeepers discuss bee care, we also have a indoor beehive for viewing without touching (seasonally). Make us your next reservation, we look forward to seeing you. This property has 1 full size bed and one sofa fold out twin.

Top guest favorite
A newly renovated home is positioned on a green, spacious lawn with manicured grass. The structure features a gable roof and a covered front porch, providing a welcoming entrance. Lush trees and a gentle slope are visible in the background.
Home in Olive Hill
5 out of 5 average rating, 25 reviews

A Grayson Lake Getaway

This quaint newly renovated home is waiting for you! Come hike, boat, kayak, fish or just relax on the covered patio. Located just one minute from Caney boat ramp, Grayson lake. 10 miles from Grayson Lake Marina. 9 miles from Hidden Cove Golf Course and campground. 5 miles from Laurel Gorge. 21 miles from Carter Caves State Park. Property has a large yard and can easily get a boat in and out of the driveway. Come visit! I look forward to accommodating you!

Top guest favorite
A charming cabin is nestled among the trees, featuring a wrap-around porch with seating. The wood exterior and sloped roof complement the natural surroundings. The gravel path leads to the entrance, enhancing the inviting atmosphere of the woodland retreat.
Cabin in Wellington
4.97 out of 5 average rating, 127 reviews

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.

Top guest favorite
A rustic, two-story red cabin is situated on a grassy hill, surrounded by lush green trees. The home's balconies are visible, offering a sense of elevation. A misty atmosphere adds a serene quality to the landscape, enhancing the natural beauty of the setting.
Home in Grayson
4.98 out of 5 average rating, 42 reviews

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.

Superhost
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
4.88 out of 5 average rating, 41 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 exterior of a cozy cabin is shown, featuring a wooden porch with dual rocking chairs. The building is clad in a combination of rustic red and brown siding, complemented by a simple white door and multiple windows providing natural light.
Cabin in Salt Lick
4.92 out of 5 average rating, 153 reviews

The Cedar Shack

Enjoy Cave Run Lake or take a short drive (21ish miles) to Red River Gorge from our Tiny Cabin. Our Cedar Shack is a 12ft x 28ft with a 4ft porch, equipped with dual rocking chairs. The Cedar Shack is appropriately named as it is finished fully is cedar from floor to ceiling. Pets are welcome in most instances but they must be included in the guest list and there is a fee. No exceptions.

Top guest favorite
A wooden signpost displaying directional arrows to various local attractions. The sign's placement allows for easy visibility, with distances specified to nearby places of interest, such as Market St. Café and Portsmouth Brewery Co. The rustic building in the background complements the sign.
Tiny home in Portsmouth
4.97 out of 5 average rating, 194 reviews

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.

Superhost
The cabin's covered front porch features two wicker chairs and a small table, surrounded by greenery. Two green doors with arched windows serve as the entrance, and a pathway leads to the gravel parking area. Outdoor lighting accents the inviting space.
Guesthouse in Vanceburg
4.92 out of 5 average rating, 141 reviews

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.

Popular amenities for Olive Hill vacation rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Carter County
  5. Olive Hill