Vacation rentals in Fleming County

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Top-rated vacation rentals in Fleming County

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

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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, 40 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 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
4.95 out of 5 average rating, 21 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 favorite
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 favorite
Cabin in Flemingsburg
5 out of 5 average rating, 24 reviews

Sugar Loaf Retreat

WE ACCEPT 1 NIGHT STAYS! Welcome to Sugar Loaf Retreat where you can relax at this unique and tranquil getaway. Located on a 45 acre farm, this outstanding A frame cabin is sure to deliver what you are seeking- quiet, relaxing experiences, where you wake up to nature right outside the door! Autumn Blaze Comfort is on the same property and can be booked at the same time subject to availability. This suite offers 2 bedrooms and a full kitchen and full bathroom and living area.

Top guest favorite
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, 67 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 favorite
Farm stay in Ewing
4.99 out of 5 average rating, 190 reviews

Haymark Farmhouse: cozy, country memories

Welcome to Haymark Farmhouse, built in 1907. Relax in front of the fireplace with electric logs, play games (provided), and cook in the well-supplied kitchen or on the gas grill out back. Enjoy the outdoor fire pit (wood provided) and the lighted outdoor patio area and table for eight. Explore our 275 acre farm! Check out our farm animals, take a hike along the creek, catch a fish in the pond, hunt (message us for rates), watch a sunset ...Enjoy your time at Haymark Farm.

Top guest favorite
Home in Morehead
5 out of 5 average rating, 21 reviews

House in Morehead

3BR/2BA home just 3 miles from St. Claire Hospital and Morehead State University and 7 miles from Cave Run Lake. The safe, serene, and fully furnished house is perfect for traveling professionals and families. Amenities: Fully equipped kitchen, high-speed internet, security system, driveway, garage, and washer/dryer. Work & Rest: King Master, two Queen guest rooms (one with a desk), and 3 TVs. Outdoor Living: Private patio with a gas grill and fire pit.

Top guest favorite
An outdoor firepit area is surrounded by four black Adirondack chairs, placed on a bed of small gravel stones. Decorative lights are strung overhead, creating a cozy atmosphere. The horizon displays a picturesque sunset over a lush green lawn, framed by trees and an open field.
Home in Flemingsburg
5 out of 5 average rating, 54 reviews

Red Bird Estates

Escape to our cozy, remodeled farmhouse—perfect for couples, families, or friends. Decorated just in time for Christmas. Enjoy 3 comfy bedrooms, a clean bathroom, a fully stocked kitchen, and a game-friendly living room. Relax on the back deck with peaceful views, unwind by the firepit, or swing on the tree swing or relax in the hammock. Whether you're here to rest or explore, this charming country home is the perfect getaway.

Guest favorite
A stone fire pit is situated in the foreground, featuring a glowing flame surrounded by scattered leaves. In the background, the cabin is illuminated warmly, highlighting its deck and inviting outdoor seating. The serene landscape is filled with trees, creating a peaceful atmosphere.
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 favorite
A spacious kitchen area features a large wooden island surrounded by high-backed stools. Exposed brick walls add character, while a light fixture with multiple bulbs hangs overhead. Natural light filters through two windows adorned with shutters, illuminating the warm tones of the wooden flooring.
Home in Flemingsburg
5 out of 5 average rating, 46 reviews

1860's building brought to life

This 1860's original distillery building will take you back in time with it's spacious yet cozy areas to relax and enjoy. Exposed brick exterior walls surround you while belt driven fans keep you cool as you relax and read a good book, play some games with the kids or enjoy a nice dinner at one of the many seating areas. We hope you enjoy your stay in our home as much as we enjoyed living here!

Superhost
An open-concept living area features warm wood paneling and a high ceiling with exposed beams. A cozy seating arrangement includes a dark-toned couch and a recliner, while a well-equipped kitchen is visible in the background. Natural light floods in through multiple windows.
Home in Mayslick
5 out of 5 average rating, 10 reviews

Kentucky Cabin Getaway w/ Loft Sleeping

Wildlife Cabin is a charming rental located in Mayslick, KY. Sparkling clean and full of charm, you'll find this the perfect spot for your vacation. On the main floor, you'll find a kitchen equipped with the basics for cooking, a beautiful living area with a fireplace, a bedroom with a queen sized bed, and a full bathroom. Upstairs is a loft with a twin over full bunk bed and another twin bed.

Guest favorite
A welcoming porch features a pink front door, surrounded by two green chairs and a small circular table. The wooden deck is covered, providing shade, while nature is visible in the background, contributing to a sense of tranquility.
Tiny home in Ewing
4.96 out of 5 average rating, 51 reviews

The Cottage at Stillhouse Cabin

Peaceful private Cottage on the edge of a forest with walking trails thru out the 46 acres. A swing in front yard to watch sun rise over the Hills of Kentucky. This 2 bedroom Cottage is a perfect getaway to unwind and relax. Close to State Parks, Historical sites in Northern Kentucky and the local Breweries. After a day of site seeing turn the grill on, start the firepit and enjoy the sunset.

Popular amenities for Fleming County vacation rentals