Holiday houses in Olive Hill

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Olive Hill

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

%{current} / %{total}1 / 1
Top Guest favourite
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
4.91 out of 5 average rating, 45 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 favourite
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, 170 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 favourite
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, 48 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 favourite
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, 108 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 favourite
A modern black house is set on a rocky landscape, surrounded by lush greenery. A wooden post carved with bear figures adds natural charm. Large windows invite light into the home, enhancing the connection between indoor and outdoor spaces.
Cabin in Wellington
4.99 out of 5 average rating, 153 reviews

Luxury Cliffside Hammock House

Escape to a modern luxury hammock oasis: with cozy indoor & outdoor loft-net hammocks, memory foam beds with MyPillow pillows for supreme comfort, and MyPillow towels enhancing the spa-like bathrooms featuring rainfall showers and body jets. Adventure awaits with a private trail into Daniel Boone National Forest, a hot tub, and a pool table. This space isn't just a stay but an experience, designed for those seeking luxury, comfort, and a touch of adventure. Not Suitable for children.

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, 119 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 favourite
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
4.97 out of 5 average rating, 33 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 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
4.97 out of 5 average rating, 86 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! :)

Guest favourite
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
4.94 out of 5 average rating, 18 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 favourite
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, 48 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 favourite
The exterior of Shady Pines Inn is visible, featuring a one-story brick structure surrounded by lush greenery. Sunlight filters through the leaves of trees, highlighting the manicured lawn and a wooden storage unit positioned near the side of the house.
Home in Morehead
4.92 out of 5 average rating, 204 reviews

Shady Pines Sheltowee MSU Cave Run

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.

Superhost
The cabin is nestled among vibrant autumn trees, with a large wooden deck extending from its front. A pathway leads to the entrance, which is framed by fallen leaves. The warm hues of the surroundings provide a serene and cozy retreat atmosphere.
Cabin in Frenchburg
4.92 out of 5 average rating, 108 reviews

Hygge Nock at Lush Hollow

Nestled perfectly on a ridge of our 40-acre property, minutes from Cave Run Lake and 25 miles from Red River Gorge, this Scandinavian-themed cabin is the perfect ridge-top retreat. Enjoy nearby hiking, boating, and golfing. Relax with a hot tub, pellet grill, and cozy fire pits. Explore quaint towns, state forests, and local markets. Your ideal super cozy, secluded getaway awaits!

Popular amenities for Olive Hill holiday rentals

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