Holiday rentals in Owingsville

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Top-rated holiday rentals in Owingsville

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Top guest favourite
A spacious bedroom is illuminated by natural light from triangular windows. A comfortable king-sized bed is featured, complemented by a warm-toned area rug beneath. A stylish brown couch is positioned near the window, and a clothing rack with hangers provides additional storage.
Flat in Mount Sterling
4.97 out of 5 average rating, 92 reviews

Historic 2-Bedroom Apartment in Downtown

Charming apartment in the historic Farmers National Bank building in downtown Mount Sterling. Recently renovated, the apartment provides the comfort and amenities of home, yet retains all of the character of the original building. Within walking distance of many great restaurants and if you’re in the mood to shop, stop in to Lily Aesthetics downstairs or take a stroll down Main Street to find a variety of great shopping opportunities. Located within 35 miles of Lexington and the Red River Gorge.

Guest favourite
Home in Morehead
4.9 out of 5 average rating, 67 reviews

Lake Adventure Basecamp w/ Game Room

Hunter's Cove is a beautiful 3 bed and 3 bath with hot tub. Privacy abounds and so does relaxation. There's plenty of room for friends and family and your boats. There are five sleeper sofas scattered throughout the house. On the main floor you'll find a furnished kitchen, living/dining room, and the master bedroom with an attached bathroom with a tiled double shower. In the basement there are two more bedrooms, one with two sets of full bunks, and one with a queen bed, and a full bathroom.

Guest favourite
A charming two-story country home is set on a gently sloping lawn, featuring a red front door and several windows that allow natural light. Green shrubs and grass surround the entrance, complemented by a clear blue sky overhead.
Home in Sharpsburg
4.97 out of 5 average rating, 30 reviews

Firethorn’s Hilltop Haven

Country living at its finest. The home is nestled on a 140 acre seasonal working farm with lush open fields in scenic rural but Central Kentucky. This peaceful getaway gives a glimpse of what life on the farm and being in nature is like. Surrounded by open rolling fields, the perfect place to relax, take a walk, take a dip in the pool, or just be in nature. This home has it all. Family friendly. Pool available from May 19th to September 9th. Rates apply. Can park RV's & trailers.

Top guest favourite
The interior features warm wooden walls and an open layout. A staircase leads to a loft area, while a comfortable seating arrangement is provided next to a flat-screen TV. A small dining table is situated near the entrance, complemented by a plant for a touch of greenery.
Cottage in Morehead
4.96 out of 5 average rating, 47 reviews

The Cove at Cave Run

Discover serenity near Cave Run Lake at our charming cottage in Morehead, KY! Ideal for nature lovers and outdoor enthusiasts, our cozy retreat offers modern comforts and is located only minutes to Scotts Creek Marina. With 2 queen beds, a fully equipped kitchen, and room for your boat trailer, it's the perfect base for your Kentucky adventure. Explore hiking trails, water sports, and local attractions, then unwind in comfort. Book your stay now for a fun getaway at The Cove at Cave Run!

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
5.0 out of 5 average rating, 139 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
The kitchen features a large central island with a dark finish, complemented by light granite countertops. Bright, white cabinetry surrounds the space, enhanced by overhead pendant lighting. Stainless steel appliances, including a refrigerator and microwave, provide modern convenience amid an open layout.
Home in Mount Sterling
5.0 out of 5 average rating, 114 reviews

High Street Hideaway home atmosphere for relaxing

High Street Hideaway, relax away from the city in a spacious well appointed home atmosphere. Large back deck for relaxing and dining. No need to park on the street and walk a flight of stairs! Private parking with 4-5 steps up to deck and back door! *Access to Lexington 30-45 minutes away via Interstate 64. * 45 minute drive to the natural beauty of Red River Gorge for hiking/ climbing *30 min to Cave Run Lake * Three blocks to local shops, eateries, and town festivals!

Top guest favourite
A large converted barn with a striking red exterior is set against a vibrant sunset sky. The building features multiple windows and a spacious porch, while a grassy yard surrounds the property. Telephone poles and fencing are visible, enhancing the rural landscape.
Home in Hillsboro
4.94 out of 5 average rating, 72 reviews

HUGE Country Get Away-RELAX!

Huge converted barn! Unique rustic stay, the house barn is as big as two houses in one! It has two separate living areas, two kitchens, and multiple bedrooms! There is also a very large front yard, a concrete drive with ample parking, and a nice front porch to sit on. The listing is co-managed by me and my parents. This is my parents' (2 people) main home, so it is normally lived in, but way too large not to share with others! You will have the entire space when rented!

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, 110 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
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, 216 reviews

Shady Pines Inn Ideal for Cave Run MSU Sheltowee

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
Home in Sharpsburg
5.0 out of 5 average rating, 23 reviews

Peaceful Kentucky Ranch

Unplug and unwind at our peaceful 40-acre Kentucky ranch. This spacious 3BR, 2.5BA home offers views of Texas Longhorns and alpacas, plus modern comforts in a serene country setting. Relax on the porch, gather by the fire pit, and explore nearby attractions like Buffalo Trace Distillery, Kentucky Horse Park, hiking trails, and golf. Perfect for families, couples, or Bourbon Trail adventurers.

Guest favourite
Home in Mount Sterling
4.97 out of 5 average rating, 39 reviews

Bourbon on the Hill

Brand new studio home just built! King size bed w a Purple brand luxury mattress, tile shower in full bathroom, WiFi, kitchen and much more! Everything u need for a relaxing stay! Includes washer and dryer! 4 minutes from 1-64 1 minute from downtown Mt Sterling Come and enjoy! 14 steps to climb to get to front door The yard work still needs seed and straw but it’s ready for ur visit !

Top guest favourite
Cabin in Wellington
4.96 out of 5 average rating, 123 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.

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