Vacation rentals in Fleming County

4.99 out of 5 average rating, 157 reviews

Farm stay in Ewing

Haymark Farmhouse: cozy & clean, with outdoor fun!

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 sitting area and table for eight. Explore our 275 acre farm! Pet our cute farm animals, take a hike along the creek, catch a fish in the pond, hunt (message us for rates), watch a sunset ... If you need room for more folks, check out Thomas Road House.

Tiny home in Flemingsburg

A modern living area with large windows allows natural light to fill the space. Two comfortable seating options, including a sofa and a recliner, are positioned around a coffee table. A sleek kitchen area is visible in the background, showcasing contemporary design.

4.95 out of 5 average rating, 166 reviews

The Concord - Enjoy the Vineyard Views

Experience tiny home living without giving up the comforts of home. Kick back and relax in this modern 'spacious' tiny home loaded with the most up to date amenities - and Vineyard views right out your front door! This one bedroom home offers additional space for the family and kids with an upstairs loft and a roomy living area. Added bonus - you're a short walk to our family owned winery and restaurant! Plus- many historic attractions just a short drive away. Come enjoy the luxury tiny life.

5 out of 5 average rating, 9 reviews

Vibrant sunflowers stand tall in the foreground, with their bright yellow petals contrasting against the green leaves. In the background, a cottage is framed by gentle rolling hills and a clear blue sky, creating a serene rural landscape.

Farm stay in Morehead

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.

5 out of 5 average rating, 9 reviews

Home in Sharpsburg

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.

5 out of 5 average rating, 92 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

5 out of 5 average rating, 21 reviews

Farm stay in Sharpsburg

Razor Farms Retreat

Enjoy a Peaceful Countryside Farm Experience complete with fully stocked Fishing Lake. Come relax and enjoy a working Kentucky Farm experience on a private portion of the nearly 300 acre hay and livestock farm (Razor Farms). The spacious 3 bedroom 2 1/2 bath residence is equipped with all amenities of the comforts of home. Security gates limit access to owner and guests only. 2 Acre Stocked Fishing Lake easily accessed on Property. Ask about weekly summer and fall specials!

4.93 out of 5 average rating, 58 reviews

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

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!

A lush landscape of greenery showcases Sugar Loaf Mountain in the background. Trees intermingled with open fields create a serene rural atmosphere, with varying shades of green highlighted by soft sunlight. The rolling terrain adds depth to the picturesque scenery.

Guest suite in Flemingsburg

5 out of 5 average rating, 3 reviews

Autumn Blaze Comfort

WE ACCEPT ONE NIGHT STAYS!! This suite is located out in the country on our 45 acre farm. Everything is new and cozy and comfortable to be your home away from home.There is ample free parking just outside the door. We invite you to come and enjoy the beautiful Sugar Loaf Mountain view. During the summer you will love the chirping of the purple martins who come to nest every summer in the gourd martin house we've provided for them.

Three wall-mounted dispensers contain shampoo, body wash, and conditioner. Each dispenser features a simple design with clear labeling. The white tiled wall enhances the modern bathroom aesthetic, providing a clean and organized look.

4.92 out of 5 average rating, 51 reviews

Cottage #3 at MeadowView in Morehead!

Cottage #3 at MeadowView is perfect for wedding guests attending a wedding at MeadowView or for anyone traveling though the area. We are located right off 64 convenient for those traveling through and wanting a more spacious stay than a hotel. This cottage is also perfect for those traveling in the summer to cave run lake! We are located right off 801! We are less than 10 minutes from beautiful cave run lake ✨ Book your stay today!

A functional bathroom is equipped with a combination tub and accessible shower. A washer and dryer are positioned beside a vanity with dual sinks. Natural light filters through the window, offering a view of the surrounding trees.

4.93 out of 5 average rating, 190 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.

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, 4 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!

4.98 out of 5 average rating, 326 reviews

A long wooden dining table is set with a rustic center piece that includes glass bottles and white candles. Light-colored linen napkins are folded neatly beside the centerpiece. A bright, inviting display of blue plates can be seen on a nearby shelf, adding colorful contrast.

Home in Flemingsburg

BLUE MOON LODGE- --UNWIND, CONNECT, REFUEL, RELAX!

If you are looking for a absolutely breathtaking, cozy place for just a few days break, or a complete unique, custom vacation for your family, you have found the place. Come and see for yourself what all the 5 star reviews are about. Every now and then you run across a place that just lifts a weight off your shoulders as soon as you open the door, THE BLUE MOON IS THAT PLACE!!!

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Popular amenities for Fleming County vacation rentals

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Other great vacation rentals in Fleming County

4.87 out of 5 average rating, 47 reviews

3BR 3 Bath home with hot tub next to Cave Run Lake

EthanRating, 5 stars3 months ago

The house was very clean upon entry and had plenty of room and space. I would highly recommend this rental to a friend and would be interested in staying here again!

5 out of 5 average rating, 5 reviews

An open barn structure features a parked RV under warm ambient lighting. A family gathers around a table, equipped with outdoor seating. The barn's wooden beams and concrete floor provide a spacious setting for relaxation and gatherings.

Camper/RV in Ewing

Rufus Ridge RV Barn—Bring RV or tents!

ShannonRating, 5 stars1 month ago

Mark & Melinda are great hosts! We stayed at Rufus Ridge in our 32 ft motorcoach which fit perfectly under the awning with plenty of room to park our vehicle and have a table, chairs & firepit. It’s a beautiful, peaceful location, with a stocked fishing pond and creek within walking distance to explore.

A red grill is positioned on a wooden deck, surrounded by greenery. A black chair is visible on the deck, along with a green mat at the entryway. Steps lead down from the deck, providing access to the yard below.

Home in Ewing

4.79 out of 5 average rating, 29 reviews

Barnview Bungalow

TheresaRating, 5 stars2 months ago

What a delightful find in the hills of Kentucky. Comfy & cozy including the bed.

DouglasRating, 5 stars3 months ago

A charming loft area features a small wooden table accompanied by two matching chairs with playful owl designs. The space is enhanced by natural wood accents on the sloped ceiling and warm lighting, while a soft area rug adds comfort beneath.

Home in Mayslick

Wildlife Cabin

Beautiful cabin and surroundings. Very quiet, peaceful and private. It definitely suits someone wanting to be surrounded by nature and peace and quiet. Off the beaten path mostly, but near a main road. Not very close to restaurants and activities if you are into that. Very nice place.

Three eco-friendly dispensers containing shampoo, conditioner, and body wash are mounted on a white tiled wall. Each dispenser features a wooden top and clear design, presenting a modern and organized appearance.

4.71 out of 5 average rating, 7 reviews

Cottage #4 at MeadowView in Morehead!

wadeRating, 5 stars2 months ago

This venue is wonderful in a community with very little hotel options.. It would be a great venue to have a wedding at!

Tiny home in Flemingsburg

The Goddard Covered Bridge is shown with its rustic wooden structure and sturdy beam construction. A white church with a steeple is visible in the background, surrounded by rolling green hills under a clear blue sky.

4.85 out of 5 average rating, 85 reviews

The Chardonel - Enjoy the Vineyard Views

HaroldRating, 5 stars1 month ago

Very quiet place and comfy. Great place to stay

A comfortable living area features a brown sofa, accent chairs, and a patterned area rug. Natural light filters through the windows, illuminating the space. A decorative sign hangs on the wall, and a small potted plant adds a touch of greenery.

Home in Wallingford

4.62 out of 5 average rating, 26 reviews

Renovated KY Farmhouse Retreat w/ Pasture Views!

KerieRating, 5 stars9 months ago

This is a very comfortable home to stay in. Our host was very responsive and open to us calling for anything we needed. The farm is so welcoming and the scenery was so peaceful. It was beautiful to watch the sunrise come up on the landscaping. The kitties loved to come and visit (outdoors only) and we really enjoyed seeing the brand new baby lambs. Thanks for an enjoyable stay! Terry & Kerie

The exterior of the cottage features a modern design with a white facade and a metal roof. Two black planters with small topiary trees are placed on either side of the wooden front door. Large windows on either side enhance the inviting appearance.