A rural landscape with barns, a silo, and a fenced area.

Holiday Homes in Flemingsburg

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Flemingsburg holiday homes

1. 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 AU$254
includes taxes & fees
27 Oct - 28 Oct
Quiet Country home, Pet friendly
A covered porch with stone walls, a staircase, and outdoor seating.

2. Spacious Lodge w/ Fire Pit & Hot Tub

Spacious Lodge w/ Fire Pit & Hot Tub
Wallingford
10.0 out of 10, Exceptional, (3 reviews)
"super nice place!"
United States
Trystan S.
The price is AU$830
includes taxes & fees
28 Sept - 29 Sept
Spacious Lodge w/ Fire Pit & Hot Tub
A spacious room with a wooden floor, a stone fireplace, a red leather chair, a green armchair, and a grey sofa.

3. 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 AU$182
includes taxes & fees
27 Sept - 28 Sept
Charming country home on 433 acres
A gravel driveway leading to a rustic building with a red roof, surrounded by a pond and trees.

4. 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 AU$216
includes taxes & fees
28 Sept - 29 Sept
Lazy Lake Cabin 2!!! Pet Friendly!!
A wooden deck with a round table and two chairs, a window, and a wooden wall.

5. 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 AU$239
includes taxes & fees
27 Oct - 28 Oct
Lazy Lake Cabin 1! Pet Friendly
A log cabin interior with a wooden staircase, a kitchen area, and seating.

6. Kentucky Cabin Getaway w/ Loft Sleeping

Kentucky Cabin Getaway w/ Loft Sleeping
Mayslick
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful remote cabin with all the amenities of home. Every detail was planned out and perfect. We absolutely loved it."
United States
Diane L.
The price is AU$641
includes taxes & fees
30 Sept - 1 Oct
Kentucky Cabin Getaway w/ Loft Sleeping
A modern kitchen with white cabinets, a black refrigerator, and a wooden dining table with chairs.

7. 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 AU$495
includes taxes & fees
26 Oct - 27 Oct
3-bedroom house in charming Morehead near Cave Run and Morehead State
A bedroom with a bed, nightstands, a ceiling fan, a mural of a sunset, and a window with blinds.

8. 5 o'clock somewhere in Mt Sterling

5 o'clock somewhere in Mt Sterling
Mount Sterling
9.4 out of 10, Exceptional, (3 reviews)
"A good stay in a friendly area."
United States
Trey S.
The price is AU$197
includes taxes & fees
27 Sept - 28 Sept
5 o'clock somewhere in Mt Sterling
A Farmers' Market pavilion with a green signboard, white structural elements, and a covered area with yellow bollards.

9. Cozy, Bright Home in Historic Downtown

Cozy, Bright Home in Historic Downtown
Mount Sterling
8.4 out of 10, Very good, (23 reviews)
"Great stay as usual. Owners are super friendly & helpful. This was our 3rd time staying as we've made this our regular when visiting family in the area."
United States
Brittany K.
The price is AU$180
includes taxes & fees
29 Sept - 30 Sept
Cozy, Bright Home in Historic Downtown
A building with a staircase leading to a door marked with the number 218.

10. 1 Bedroom Bourbon House on the Hill

1 Bedroom Bourbon House on the Hill
Mount Sterling
10.0 out of 10, Exceptional, (1 review)
"This property was very welcoming to our small dog."
United States
Anne D.
The price is AU$190
includes taxes & fees
28 Sept - 29 Sept
1 Bedroom Bourbon House on the Hill
A rural road curving through a green landscape with a wooden fence, a stone wall, and a small building in the distance.

11. Historical 4-bedroom farmhouse in serene Sharpsburg with AC.

Historical 4-bedroom farmhouse in serene Sharpsburg with AC.
Sharpsburg
9.6 out of 10, Exceptional, (8 reviews)
"Delightful country setting that allowed our family to be together to prepare for our daughter’s wedding. "
United States
Lance S.
The price is AU$601
includes taxes & fees
28 Sept - 29 Sept
Historical 4-bedroom farmhouse in serene Sharpsburg with AC.
A living room with a sofa, a coffee table, and a lamp.

12. Historic River Town Retreat w/ Screened Porch

Historic River Town Retreat w/ Screened Porch
Ripley
9.4 out of 10, Exceptional, (11 reviews)
"Really enjoyed our stay here! Very relaxing!!"
United States
Beth B.
The price is AU$642
includes taxes & fees
6 Oct - 7 Oct
Historic River Town Retreat w/ Screened Porch
A room with two sofas, a wooden ceiling, and a door with curtains.

13. Lake Adventure Basecamp w/ Game Room

Lake Adventure Basecamp w/ Game Room
Morehead
9.4 out of 10, Exceptional, (53 reviews)
"Overall a very nice property, but there are some general maintenance items that need addressed to make this a great stay."
United States
Ryan B.
The price is AU$917
includes taxes & fees
28 Sept - 29 Sept
Lake Adventure Basecamp w/ Game Room
A dining room with a wooden table and chairs, a chandelier, a fireplace, and a mirror on the wall.

14. The Williams House by Mustard Seed Hill - A Cozy Bourbon County Getaway

The Williams House by Mustard Seed Hill - A Cozy Bourbon County Getaway
Paris
8.8 out of 10, Excellent, (5 reviews)
"This property is an older home remodeled. the showers are only for SMALL people. they use horrible smelling air freshners. it took 2 days to get the chemical smell out. And the lights in the bathroom went out after the first day. The price on this home is way to high for the property. But on a good note, the fenced in back yard is huge. the dogs loved it. but the next door neighbor has aggressive pit bulls who go nuts at the fence when they are out. . And after letting the owner know about the...
United States
Randy H.
The price is AU$749
includes taxes & fees
20 Oct - 21 Oct
The Williams House by Mustard Seed Hill - A Cozy Bourbon County Getaway
A house with a blue door, two windows with shutters, and a porch with a white railing.

15. Helena's Cottage: Romantic, Cozy Getaway with Lavish King Bed, Gas Fireplace

Helena's Cottage: Romantic, Cozy Getaway with Lavish King Bed, Gas Fireplace
Millersburg
The price is AU$585
includes taxes & fees
27 Oct - 28 Oct
Helena's Cottage: Romantic, Cozy Getaway with Lavish King Bed, Gas Fireplace

16. Hunting Lodge in the City

Hunting Lodge in the City
Mount Sterling
The price is AU$204
includes taxes & fees
27 Sept - 28 Sept
Hunting Lodge in the City
A two-story house with a beige exterior, numbered 1112, featuring a front porch with two wicker chairs and two wall-mounted lanterns.

17. The Neal House: Charming & Historic 3 Bedroom House

The Neal House: Charming & Historic 3 Bedroom House
Millersburg
The price is AU$850
includes taxes & fees
27 Sept - 28 Sept
The Neal House: Charming & Historic 3 Bedroom House
A two-story house with a front porch, a central door, and a small front yard.

18. The Parsonage: A Grand 19th Century 4 Bedroom Home

The Parsonage: A Grand 19th Century 4 Bedroom Home
Millersburg
The price is AU$885
includes taxes & fees
27 Oct - 28 Oct
The Parsonage: A Grand 19th Century 4 Bedroom Home
A kitchen with a central island, two pendant lights, a stove, and wooden cabinets.

19. Historical 1812 Home featuring a Chef's Kitchen, Laundry, and AC

Historical 1812 Home featuring a Chef's Kitchen, Laundry, and AC
Millersburg
The price is AU$902
includes taxes & fees
27 Oct - 28 Oct
Historical 1812 Home featuring a Chef's Kitchen, Laundry, and AC
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.
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Top Flemingsburg Hotel Reviews

Motel 6 Morehead, KY

Motel 6 Morehead, KY

10/10 Excellent
"⭐⭐⭐⭐⭐ Excellent Stay at Motel 6 Morehead! I had a wonderful experience at Motel 6 Morehead. From check-in to check-out, everything was smooth, comfortable, and welcoming. The rooms were very clean, comfortable, and well maintained, with comfortable beds and everything needed for a relaxing stay. The property itself was clean and organized, and the atmosphere was quiet and peaceful, which made it easy to get a good night’s rest. The staff and management were excellent—friendly, professional, attentive, and always ready to help. The front desk service was especially welcoming and made us feel valued as guests. The hotel also offers convenient facilities and amenities, plenty of parking, easy access to the property, and a great location close to restaurants, shopping, and other local conveniences. For the price, Motel 6 Morehead offers excellent value. Whether you’re traveling for work, taking a road trip, or looking for an extended stay, this is a comfortable and convenient place to stay. Clean rooms, friendly service, a quiet atmosphere, convenient facilities, and great value. I would definitely stay here again and highly recommend Motel 6 Morehead to anyone visiting the area!"
Tina 1-night trip
Posted 1 hour ago
Motel 6 Morehead, KY

Find out more about Flemingsburg

Flemingsburg Holiday Homes information

Number of reviews
118
Accommodation
41 Holiday Homes
Lowest Price
AU$180
Highest Price
AU$917