Holiday 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

4.95 out of 5 average rating, 165 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, 8 reviews

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, 8 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.

4.88 out of 5 average rating, 8 reviews

Cottage at Shawnee near Cave Run in Morehead!

The cottage at Shawnee is located in a quiet rental community right off of the interstate! The house features a 3 bedroom 2.5 bathroom with a pull out couch in the living room. Sleeps 8!!! Our house is right next to BP and is 10 minutes or less to Scott’s creek marina at Cave Run Lake! Whether you’re in the area for a wedding at MeadowView, visiting MSU, going to cave run lake or need a place to stay for a short term rental our location is conveniently located for all your travel needs!

5 out of 5 average rating, 91 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

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!

4.93 out of 5 average rating, 187 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.

5 out of 5 average rating, 26 reviews

Tiny home in Ewing

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.

4.98 out of 5 average rating, 324 reviews

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 holiday rentals

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Other great holiday 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!

Campervan/Motorhome in Ewing

5 out of 5 average rating, 5 reviews

Rufus Ridge RV Barn—Bring RV or tents!

ShannonRating, 5 stars4 weeks 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.

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 stars2 months ago

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.

4.83 out of 5 average rating, 6 reviews

Cottage #4 at MeadowView in Morehead!

wadeRating, 5 stars1 month ago

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

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

5 out of 5 average rating, 15 reviews

Bachelorette cottage #1 at MeadowView in Morehead!

TessRating, 5 stars3 days ago

Absolutely wonderful stay! I was in town for a doctoral program at MSU and needed a cozy, quiet place to rest and recharge—this cottage was perfect. Kasia was incredibly responsive and helpful throughout my stay. The space is beautifully designed, with thoughtful touches that made it feel like home, including the same high-quality pots and pans I use in my own kitchen. I was able to cook, study, and relax with ease. After long days of seminars, I looked forward to returning to this serene space to unwind. There was plenty of room to spread out, and the peaceful atmosphere was just what I needed. I’ll definitely be back. Thank you for making my stay so comfortable and welcoming!