Default HTG hotel image

Fleming County Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Our top choices for Fleming County vacation rentals

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

1. Beautiful Country Sunsets I

Beautiful Country Sunsets I
Hillsboro
9.6 out of 10, Exceptional, (69 reviews)
"Very nice, serene, and personable and the owners were excellent. Great sunrise and sunsets and the stars at night were amazing. "
United States
Simple
The price is CA $119
CA $202 total
includes taxes & fees
Nov 3 - Nov 4
Beautiful Country Sunsets I
A gravel driveway leading to a rustic building with a red roof, surrounded by a pond and trees.

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

Lazy Lake Cabin 2!!! Pet Friendly!!
Flemingsburg
4.0 out of 10, (2 reviews)
"Property was not clean. Rooms had exposed wiring and several other safety hazards. Ok room to rent if just looking for a place to rest your head. The couch also smelled like wet dog."
United States
Frederick L.
The price is CA $105
CA $210 total
includes taxes & fees
Oct 28 - Oct 29
Lazy Lake Cabin 2!!! Pet Friendly!!
Terrace/patio

3. Quiet Country home, Pet friendly

Quiet Country home, Pet friendly
Wallingford
10.0 out of 10, Exceptional, (1 review)
"Beautiful property especially if you like the peace and quiet of nature. The host was fantastic to work with and extremely friendly. "
United States
Julie G.
The price is CA $140
CA $247 total
includes taxes & fees
Oct 26 - Oct 27
Quiet Country home, Pet friendly
A spacious room with a wooden floor, a stone fireplace, a red leather chair, a green armchair, and a grey sofa.

4. Charming country home on 433 acres

Charming country home on 433 acres
wallingford
6.0 out of 10, (6 reviews)
"Spacious inside and out. Interior offers a large living room with separate dining room. Plenty of yard and privacy. Short drive to town. Host was very accommodating!"
United States
Maria B.
The price is CA $95
CA $176 total
includes taxes & fees
Oct 28 - Oct 29
Charming country home on 433 acres
Three bottles of personal care products labeled shampoo, conditioner, and body wash.

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

Highland Hideaway - Tons of character, modern updates and art !
Flemingsburg
The price is CA $175
CA $263 total
includes taxes & fees
Nov 4 - Nov 5
Highland Hideaway - Tons of character, modern updates and art !
A covered porch with stone walls, a staircase, and outdoor seating.

6. Spacious Lodge w/ Fire Pit & Hot Tub

Spacious Lodge w/ Fire Pit & Hot Tub
Wallingford
10.0 out of 10, Exceptional, (4 reviews)
"super nice place!"
United States
Trystan S.
The price is CA $570
CA $902 total
includes taxes & fees
Nov 23 - Nov 24
Spacious Lodge w/ Fire Pit & Hot Tub
A wooden cabin with a porch and a green roof, surrounded by gravel and a wooden fence.

7. Beautiful country sunsets II

Beautiful country sunsets II
Hillsboro
10.0 out of 10, Exceptional, (30 reviews)
"Cozy. Clean and had everything we needed"
United States
Rebecca M.
The price is CA $105
CA $187 total
includes taxes & fees
Nov 22 - Nov 23
Beautiful country sunsets II
A wooden deck with a round table and two chairs, a window, and a wooden wall.

8. Lazy Lake Cabin 1! Pet Friendly

Lazy Lake Cabin 1! Pet Friendly
Flemingsburg
6.0 out of 10, (2 reviews)
"Pet friendly, very peaceful and quiet, host is awwsome and very responsive to any needs. Beautiful surroundings"
United States
Donna S.
The price is CA $140
CA $232 total
includes taxes & fees
Oct 26 - Oct 27
Lazy Lake Cabin 1! Pet Friendly
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

Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
Morehead
10.0 out of 10, Exceptional, (48 reviews)
"Very clean, and had everything we needed in the kitchen. Very cozy. Exactly what we were looking for."
United States
Debra
The price is CA $168
CA $282 total
includes taxes & fees
Nov 2 - Nov 3
Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
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

Cozy Cabin Near Cave Run Lake & Marina #1
Morehead
9.8 out of 10, Exceptional, (68 reviews)
"Perfect location to stay to enjoy all the things Cave Run Lake has to offer! Cabin is clean and perfect for an intimate weekend getaway! We really enjoyed our stay!"
United States
Hannah M.
The price is CA $139
CA $260 total
includes taxes & fees
Nov 2 - Nov 3
Cozy Cabin Near Cave Run Lake & Marina #1
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

Cave Run Lodge - Near Lake - Playground & Fire pit - Cabin #6
Morehead
9.6 out of 10, Exceptional, (14 reviews)
"Me and my sister stayed there so that we could visit with family. It was big enough for everything that we needed very enjoyable stay."
United States
henry h.
The price is CA $115
CA $234 total
includes taxes & fees
Nov 3 - Nov 4
Cave Run Lodge - Near Lake - Playground & Fire pit - Cabin #6
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

Cozy Lake Escape-Come Relax! Close to Cave Run Lake, RRG, MSU and I64
Morehead
10.0 out of 10, Exceptional, (3 reviews)
"Nice, clean place to stay."
United States
Kristi S.
The price is CA $175
CA $333 total
includes taxes & fees
Oct 26 - Oct 27
Cozy Lake Escape-Come Relax! Close to Cave Run Lake, RRG, MSU and I64
A small wooden cabin with a porch, an American flag, and a small garden.

13. The Cozy Den

The Cozy Den
Wellington
9.8 out of 10, Exceptional, (100 reviews)
"Great place to stay for a small group!"
United States
Adalyn B.
The price is CA $119
CA $245 total
includes taxes & fees
Oct 28 - Oct 29
The Cozy Den
A living room with a sofa, a television, a cabinet, and a plant.

14. Cozy, Bright Home in Historic Downtown

Cozy, Bright Home in Historic Downtown
Mount Sterling
8.4 out of 10, Very good, (25 reviews)
"This is definitely an older home, but it was clean and comfortable and the Dolly memorabilia is amazing!"
United States
Glenda
The price is CA $88
CA $174 total
includes taxes & fees
Oct 25 - Oct 26
Cozy, Bright Home in Historic Downtown
A modern kitchen with white cabinets, a black refrigerator, and a wooden dining table with chairs.

15. 3-bedroom house in charming Morehead near Cave Run and Morehead State

3-bedroom house in charming Morehead near Cave Run and Morehead State
Morehead
10.0 out of 10, Exceptional, (4 reviews)
"It was clean and just as described. Perfect location for us visiting a child at Morehead State. We will be booking again!!"
United States
Stacy T.
The price is CA $206
CA $505 total
includes taxes & fees
Nov 3 - Nov 4
3-bedroom house in charming Morehead near Cave Run and Morehead State
A building with a staircase leading to a door marked with the number 218.

16. 1 Bedroom Bourbon House on the Hill

1 Bedroom Bourbon House on the Hill
Mount Sterling
10.0 out of 10, Exceptional, (2 reviews)
"This property was very welcoming to our small dog."
United States
Anne D.
The price is CA $139
CA $184 total
includes taxes & fees
Oct 25 - Oct 26
1 Bedroom Bourbon House on the Hill
A wooden deck with a railing, a view of a forest through a triangular opening, and a door with a handle.

17. Forget Me Not Aframe - Best Location in Area!♥☚

Forget Me Not Aframe - Best Location in Area!♥☚
Wellington
9.8 out of 10, Exceptional, (63 reviews)
"Ok super cute cabin in beautiful and quiet location. This place makes for a lovely little retreat."
United States
melynda M.
Forget Me Not Aframe - Best Location in Area!♥☚
A modern building with a covered porch, a black door, and two red chairs.

18. Cottage at Cave Run

Cottage at Cave Run
Salt Lick
9.6 out of 10, Exceptional, (5 reviews)
"Everything was great. The house was well stocked, everything was very clean. We really enjoyed our stay."
United States
Haverhill Elite C.
The price is CA $210
CA $403 total
includes taxes & fees
Oct 30 - Oct 31
Cottage at Cave Run
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden dining table.

19. Cottage at Cave Run

Cottage at Cave Run
Salt Lick
10.0 out of 10, Exceptional, (1 review)
"Perfect place for our family and owners are super hospitable! Will stay again!"
United States
Jacob H.
The price is CA $210
CA $403 total
includes taxes & fees
Nov 3 - Nov 4
Cottage at Cave Run
A bedroom with a bed, nightstands, a ceiling fan, a mural of a sunset, and a window with blinds.

20. 5 o'clock somewhere in Mt Sterling

5 o'clock somewhere in Mt Sterling
Mount Sterling
9.0 out of 10, Wonderful, (4 reviews)
"A good stay in a friendly area."
United States
Trey S.
The price is CA $145
CA $191 total
includes taxes & fees
Oct 25 - Oct 26
5 o'clock somewhere in Mt Sterling
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Fleming County Hotel Reviews

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

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

10/10 Excellent
"The property was outstanding. Exceeded my expectations. Would recommend it to anyone. ."
Deborah R. 2-night trip
Posted 22 hours ago
Starway to Heaven Cabin at Red River Gorge - Hot Tub - Great View

Find out more about Fleming County

Everything you need to know about Fleming County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Fleming County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Fleming County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Fleming County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Fleming County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Fleming County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Fleming County vacation rentals we have selected for you start as low as CA $313 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Fleming County rentals

At Expedia, we put the best Fleming County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Fleming County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Fleming County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Fleming County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.