Fleming County Holiday Rentals: Short-Term Accommodations for Rent

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Our top choices for Fleming County holiday rentals

A wooden cabin with a porch and a green roof, surrounded by gravel and a wooden fence.

1. Beautiful country sunsets II

Hillsboro

Rebecca M.

HK$983 total

includes taxes & fees

2 Dec - 3 Dec

2. Quiet Country home, Pet friendly

Wallingford

Julie G.

HK$1,319 total

includes taxes & fees

12 Nov - 13 Nov

A red building with a covered porch, two potted plants, a grill, and a ladder.

3. Beautiful Country Sunsets I

Hillsboro

Simple

HK$1,067 total

includes taxes & fees

2 Dec - 3 Dec

An outdoor seating area with chairs and a fire pit under string lights.

4. Highland Hideaway - Tons of character, modern updates and art !

Flemingsburg

HK$1,402 total

includes taxes & fees

28 Nov - 29 Nov

A wooden deck with a round table and two chairs, a window, and a wooden wall.

5. Lazy Lake Cabin 1! Pet Friendly

Flemingsburg

Donna S.

HK$1,235 total

includes taxes & fees

12 Nov - 13 Nov

A spacious room with a wooden floor, a stone fireplace, a red leather chair, a green armchair, and a grey sofa.

6. Charming country home on 433 acres

wallingford

Maria B.

A covered porch with stone walls, a staircase, and outdoor seating.

7. Spacious Lodge w/ Fire Pit & Hot Tub

Wallingford

Trystan S.

HK$4,437 total

includes taxes & fees

11 Nov - 12 Nov

A gravel driveway leading to a rustic building with a red roof, surrounded by a pond and trees.

8. Lazy Lake Cabin 2!!! Pet Friendly!!

Flemingsburg

Frederick L.

HK$1,319 total

includes taxes & fees

12 Nov - 13 Nov

A house with a covered porch, wooden steps, and a star decoration on the wall.

9. Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State

Morehead

Debra

HK$1,494 total

includes taxes & fees

18 Nov - 19 Nov

A log cabin interior with a blue sofa, wooden cabinets, a kitchen area, and a television.

10. Cozy Cabin Near Cave Run Lake & Marina #1

Morehead

Hannah M.

HK$1,390 total

includes taxes & fees

11 Nov - 12 Nov

A log cabin with a black door, a porch with chairs, and a small deck area.

11. Cave Run Lodge - Near Lake - Playground & Fire pit - Cabin #6

Morehead

henry h.

HK$1,339 total

includes taxes & fees

5 Nov - 6 Nov

A compact RV interior with a kitchenette, dining area, and seating space.

12. Cozy Lake Escape-Come Relax! Close to Cave Run Lake, RRG, MSU and I64

Morehead

Kristi S.

HK$1,805 total

includes taxes & fees

4 Dec - 5 Dec

A small wooden cabin with a porch, an American flag, and a small garden.

13. The Cozy Den

Wellington

Adalyn B.

HK$1,302 total

includes taxes & fees

5 Nov - 6 Nov

A modern kitchen with white cabinets, a black refrigerator, and a wooden dining table with chairs.

14. 3-bedroom house in charming Morehead near Cave Run and Morehead State

Morehead

Daulton M.

HK$2,613 total

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with stainless steel appliances, white cabinetry, and a wooden dining table.

15. Cottage at Cave Run

Salt Lick

Jacob H.

HK$2,125 total

includes taxes & fees

15 Nov - 16 Nov

A living room with a sofa, a television, a cabinet, and a plant.

16. Cozy, Bright Home in Historic Downtown

Mount Sterling

Glenda

HK$908 total

includes taxes & fees

8 Nov - 9 Nov

A wooden deck with string lights, a covered seating area, and a view of a town at dusk.

17. Peaceful cabin with spectacular river and scenic views.

Adams County

Timothy

HK$2,864 total

includes taxes & fees

5 Nov - 6 Nov

A small, single-story cabin with a porch, surrounded by trees.

18. Quiet relaxing Cabin in Wellington backed up to Daniel Boone National Forest.

Wellington

Lisa W.

HK$1,669 total

includes taxes & fees

8 Nov - 9 Nov

A modern building with a covered porch, a black door, and a gravel driveway.

19. Cottage at Cave Run

Salt Lick

Corey S.

HK$2,125 total

includes taxes & fees

15 Nov - 16 Nov

A wooden cabin with a deck, surrounded by trees.

20. Cozy A-Frame Near Cave Run Lake - Private, Firepit, Deck, Sleeps 6

Wellington

wyatt c.

HK$1,600 total

includes taxes & fees

9 Nov - 10 Nov

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Top Fleming County Hotel Reviews

Best Western Eagles Inn

8/10 Good

"The EV charger is a game changer for me. My son’s girlfriend goes to Morehead but there are no superchargers within an hour of the school. When we first visited I had to plan a stop in Lexington and then make sure I had enough battery to get back. So much more convenient. The hotel was clean, breakfast was good, The staff was great."

Holiday Inn Express & Suites Mt Sterling North by IHG

10/10 Excellent

"Great Hotel Came to stay one night for a funeral. Me & my best friend had 2 rooms reserved. We call & asked for connecting rooms & due to me having a suite n her having normal room we couldn’t, but we were allowed an early check in at 2pm to help us. Then when we came to actually check in they updated my friend’s room to a suite so we could have a joining rooms. The lady checking us in was so so nice. My room was perfect. I was excited for a hotel WITHOUT CARPET. It makes the room so much cleaner. Huge bathroom with bright lights to get ready. Then they had desk area with a mirror and chair you could sit and get ready too. I was thankful for the ironing board and iron for my dress for funeral. I slept great in the bed. It was an amazing stay. My friends went down for breakfast n sent me pics and were talking about how great it was. They said they had anything you could imagine. I was busy getting ready and had Starbucks door dashed to us. It’s a great area with a lot of little places to go. I stayed in a Hilton in Lexington 6 days last week and I would pick this hotel over that one any day. Thanks for a wonder -quick stop. ."

Relax & Recharge in this 2BR/2BA Cottage Retreat located in Morehead, KY

10/10 Excellent

"Val and her husband were very hospitable. I have rented from VRBO many times and have never met the owner of the property but walked in to a list of rules and instructions for checkout. That was not the case with Val's retreat! Even though we did not get in until close to 10pm Val was still there to greet us, gave us a tour of cabin, had our towels on the towel warmer, ensured the hot tub was at a nice relaxing temperature and even had cookies on the kitchen table and snacks with bottled water in the fridge. Oh and I can't forget her husband, Richard already had a fire going in our private fire pit, he even made a fire the following night while we were still out visiting with family. It was so wonderful and defiantly a change to have such and kind welcome. Our oldest daughter is getting married in a year and half and she wants to book both suites and have a bachelorette weekend there. I think we will have to do this for sure. I had mentioned this to Val while we were there so she even took time on Sunday to give us a tour of the other suite. We will defiantly be booking with Val anytime we are in town to visit with family and most likely a bachelorette weekend as well! Thank you Val and Richard!!"

Starway to Heaven Cabin at Red River Gorge - Hot Tub - Great View

10/10 Excellent

"Everything was perfect with this cabin! Tucked away on a dead end road up in the mountains, it offers gorgeous colorful Fall scenic views off the deck with a peaceful silence we would never be able to find at our home in the suburbs of Chicago. Not too far from some fabulous excursions to the Gorge Underground and Natural Bridge. The house is immaculate with very comfortable beds, updated appliances and a luxurious hot tub. I can't say enough about how perfect a pick this was for our long weekend getaway - no negatives!"

The Getaway - Wi-Fi - Pet friendly - New Deck

10/10 Excellent

"We absolutely loved our stay at this cabin! It was cozy, comfortable, and felt just like home. Everything was perfect, from the amenities to the spectacular view. The host was incredibly nice and quick to respond whenever I had a question, which made everything even better. We couldn’t have asked for a better getaway and would definitely recommend this cabin to anyone looking for a relaxing escape. We would happily stay here again!"

Room 1

Change your mind

Treat yourself

Be picky

Our top choices for Fleming County holiday rentals

1. Beautiful country sunsets II

2. Quiet Country home, Pet friendly

3. Beautiful Country Sunsets I

4. Highland Hideaway - Tons of character, modern updates and art !

5. Lazy Lake Cabin 1! Pet Friendly

6. Charming country home on 433 acres

7. Spacious Lodge w/ Fire Pit & Hot Tub

8. Lazy Lake Cabin 2!!! Pet Friendly!!

9. Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State

10. Cozy Cabin Near Cave Run Lake & Marina #1

11. Cave Run Lodge - Near Lake - Playground & Fire pit - Cabin #6

12. Cozy Lake Escape-Come Relax! Close to Cave Run Lake, RRG, MSU and I64

13. The Cozy Den

14. 3-bedroom house in charming Morehead near Cave Run and Morehead State

15. Cottage at Cave Run

16. Cozy, Bright Home in Historic Downtown

17. Peaceful cabin with spectacular river and scenic views.

18. Quiet relaxing Cabin in Wellington backed up to Daniel Boone National Forest.

19. Cottage at Cave Run

20. Cozy A-Frame Near Cave Run Lake - Private, Firepit, Deck, Sleeps 6

Find holiday rentals that suit your style

Top Fleming County Hotel Reviews

Best Western Eagles Inn

Cave Run Red River Gorge Cabin

Holiday Inn Express & Suites Mt Sterling North by IHG

Relax & Recharge in this 2BR/2BA Cottage Retreat located in Morehead, KY

Starway to Heaven Cabin at Red River Gorge - Hot Tub - Great View

Holiday Inn Express and Suites Morehead by IHG

Days Inn by Wyndham Maysville Kentucky

The Getaway - Wi-Fi - Pet friendly - New Deck

Cherokee Cabin Renovated - Cliff & Lake Views - Cave Run Lake & Red River Gorge