Holiday rentals in Olive Hill

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Top-rated holiday rentals in Olive Hill

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

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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 modern bedroom features a spacious bed with crisp linens against a textured stone wall. Large windows with shades allow natural light, while a small desk with a chair provides a work area. A minimalist light fixture and a flat-screen TV complete the inviting space.
Tiny home in Vanceburg
4.92 out of 5 average rating, 159 reviews

Riverview Getaway

This recently renovated historical building is located in the heart of downtown Vanceburg. Enjoy a beautiful view of the Ohio River across the street beside the Veteran’s Memorial Park while you take in the quaint small-town feel. Historical landmarks and dining options are within walking distance. Fun photo opportunity in front of the "Welcome to Vanceburg" mural located on the side of the Airbnb. Ample parking, & can provide a pack and play/high chair upon request. We can't wait to host you!

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, 174 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 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, 110 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, 158 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, 124 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 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
4.95 out of 5 average rating, 22 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
An outdoor area is surrounded by trees, featuring a stone fire pit surrounded by wooden chairs. A spacious deck is visible in the background, adjacent to a rustic cabin with a combination of wooden and metal elements.
Cabin in Wellington
4.96 out of 5 average rating, 105 reviews

Rustic Cabin Retreat Near RRG Hot Tub

It’s the perfect time to cozy up in our peaceful cabin retreat! Relax under the stars by the fire pit or soak in the private outdoor hot tub on the deck—perfect for unwinding after a day of adventure. The Hot Tub is full time now!! Skip the high prices in the Gorge and stay affordably in a quiet, scenic location. Enjoy a beautiful drive to nearby attractions like Red River Gorge, Carter Caves, and Cave Run Lake, where hiking, fishing, and boating.

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
4.86 out of 5 average rating, 51 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
Home in Morehead
4.92 out of 5 average rating, 207 reviews

Kick off summer with June specials at Shady Pines

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.

Top guest favourite
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.
Guest house in Vanceburg
4.93 out of 5 average rating, 159 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.

Top guest favourite
A spacious living area features a brown leather sofa paired with two white armchairs. A wooden coffee table sits on a colorful area rug. A flat-screen TV is mounted on the wall, with natural light streaming through the windows adorned with patterned curtains.
Guest house in Morehead
4.98 out of 5 average rating, 146 reviews

Quiet 2BR Between Hospital and Morehead State

Spacious 1100 square foot guest house will give you a cozy place to rest before exploring our downtown. Check us out on insta! @thehaven.airbnb 5 minute walk to campus. 8 minute walk to the hospital. 5 minute walk to main street. 17 minute drive to the lake (space to park boat/trailer off street).

Popular amenities for Olive Hill holiday rentals

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