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
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Flemingsburg holiday homes

A kitchen with white cabinets, a stainless steel refrigerator, a built-in oven, and a microwave.

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

Highland Hideaway - Tons of character, modern updates and art !
Flemingsburg
The price is €170
includes taxes & fees
10 Sept - 11 Sept
Highland Hideaway - Tons of character, modern updates and art !

2. 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 €156
includes taxes & fees
21 Sept - 22 Sept
Quiet Country home, Pet friendly
A covered porch with stone walls, a staircase, and outdoor seating.

3. 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 €494
includes taxes & fees
7 Sept - 8 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.

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 €112
includes taxes & fees
14 Sept - 15 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.

5. 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 €133
includes taxes & fees
14 Sept - 15 Sept
Lazy Lake Cabin 2!!! 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
10.0 out of 10, Exceptional, (4 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 €392
includes taxes & fees
7 Sept - 8 Sept
Kentucky Cabin Getaway w/ Loft Sleeping
A building with a staircase leading to a door marked with the number 218.

7. 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 €117
includes taxes & fees
6 Sept - 7 Sept
1 Bedroom Bourbon House on the Hill
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 €121
includes taxes & fees
8 Sept - 9 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 €111
includes taxes & fees
6 Sept - 7 Sept
Cozy, Bright Home in Historic Downtown
A room with two sofas, a wooden ceiling, and a door with curtains.

10. Lake Adventure Basecamp w/ Game Room

Lake Adventure Basecamp w/ Game Room
Morehead
9.4 out of 10, Exceptional, (52 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 €560
includes taxes & fees
7 Sept - 8 Sept
Lake Adventure Basecamp w/ Game Room
A living room with a sofa, a coffee table, and a lamp.

11. Historic River Town Retreat w/ Screened Porch

Historic River Town Retreat w/ Screened Porch
Ripley
9.2 out of 10, Wonderful, (10 reviews)
"Really enjoyed our stay here! Very relaxing!!"
United States
Beth B.
The price is €370
includes taxes & fees
9 Sept - 10 Sept
Historic River Town Retreat w/ Screened Porch
A dining room with a wooden table and chairs, a chandelier, a fireplace, and a mirror on the wall.

12. 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 €457
includes taxes & fees
13 Sept - 14 Sept
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.

13. 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 €370
includes taxes & fees
6 Sept - 7 Sept
Helena's Cottage: Romantic, Cozy Getaway with Lavish King Bed, Gas Fireplace
A two-story house with a front porch, a central door, and a small front yard.

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

The Parsonage: A Grand 19th Century 4 Bedroom Home
Millersburg
The price is €548
includes taxes & fees
7 Sept - 8 Sept
The Parsonage: A Grand 19th Century 4 Bedroom Home
A two-story house with a beige exterior, numbered 1112, featuring a front porch with two wicker chairs and two wall-mounted lanterns.

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

The Neal House: Charming & Historic 3 Bedroom House
Millersburg
The price is €506
includes taxes & fees
7 Sept - 8 Sept
The Neal House: Charming & Historic 3 Bedroom House
A kitchen with a central island, two pendant lights, a stove, and wooden cabinets.

16. 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 €558
includes taxes & fees
7 Sept - 8 Sept
Historical 1812 Home featuring a Chef's Kitchen, Laundry, and AC
A wooden deck with a round table and two chairs, a window, and a wooden wall.

17. 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 €147
includes taxes & fees
14 Sept - 15 Sept
Lazy Lake Cabin 1! Pet Friendly

18. Hunting Lodge in the City

Hunting Lodge in the City
Mount Sterling
The price is €137
includes taxes & fees
27 Sept - 28 Sept
Hunting Lodge in the City
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

Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling

10/10 Excellent
"would recommend"
Margaret 1-night trip
Posted 3 days ago
Comfort Inn & Suites Mount Sterling

Find out more about Flemingsburg

Flemingsburg Holiday Homes information

Number of reviews
112
Accommodation
44 Holiday Homes
Lowest Price
€111
Highest Price
€560