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Holiday Homes in Hillsboro

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Hillsboro holiday homes

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

1. Lazy Lake Cabin 1! Pet Friendly

Lazy Lake Cabin 1! Pet Friendly
Flemingsburg
6.0 out of 10, 2, (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$234
includes taxes & fees
15 Sept - 16 Sept
Lazy Lake Cabin 1! Pet Friendly

2. Quiet Country home, Pet friendly

Quiet Country home, Pet friendly
Wallingford
10.0 out of 10, 1, (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$249
includes taxes & fees
21 Sept - 22 Sept
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.

3. Charming country home on 433 acres

Charming country home on 433 acres
wallingford
6.0 out of 10, 6, (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$178
includes taxes & fees
15 Sept - 16 Sept
Charming country home on 433 acres
A modern kitchen with stainless steel appliances, white cabinetry, and a patterned tile floor.

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

Highland Hideaway - Tons of character, modern updates and art !
Flemingsburg
The price is AU$264
includes taxes & fees
15 Sept - 16 Sept
Highland Hideaway - Tons of character, modern updates and art !
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, (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$212
includes taxes & fees
15 Sept - 16 Sept
Lazy Lake Cabin 2!!! Pet Friendly!!
A wooden interior with a fireplace, dining area, and a clock on the wall.

6. The Cave Run Lake Cabin

The Cave Run Lake Cabin
Wellington
9.6 out of 10, 80, (80 reviews)
"Very nice property, in a nice neighborhood."
United States
Anne S.
The price is AU$339
includes taxes & fees
15 Sept - 16 Sept
The Cave Run Lake Cabin
A covered porch with stone walls, a staircase, and outdoor seating.

7. Spacious Lodge w/ Fire Pit & Hot Tub

Spacious Lodge w/ Fire Pit & Hot Tub
Wallingford
10.0 out of 10, 3, (3 reviews)
"super nice place!"
United States
Trystan S.
The price is AU$811
includes taxes & fees
19 Sept - 20 Sept
Spacious Lodge w/ Fire Pit & Hot Tub
A Farmers' Market pavilion with a green signboard, white structural elements, and a covered area with yellow bollards.

8. Cozy, Bright Home in Historic Downtown

Cozy, Bright Home in Historic Downtown
Mount Sterling
8.4 out of 10, 23, (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$177
includes taxes & fees
15 Sept - 16 Sept
Cozy, Bright Home in Historic Downtown
A room with two sofas, a wooden ceiling, and a door with curtains.

9. Lake Adventure Basecamp w/ Game Room

Lake Adventure Basecamp w/ Game Room
Morehead
9.4 out of 10, 52, (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.
Lake Adventure Basecamp w/ Game Room
A bedroom with a bed, nightstands, a ceiling fan, a mural of a sunset, and a window with blinds.

10. 5 o'clock somewhere in Mt Sterling

5 o'clock somewhere in Mt Sterling
Mount Sterling
9.4 out of 10, 3, (3 reviews)
"A good stay in a friendly area."
United States
Trey S.
The price is AU$210
includes taxes & fees
28 Sept - 29 Sept
5 o'clock somewhere in Mt Sterling
A building with a staircase leading to a door marked with the number 218.

11. 1 Bedroom Bourbon House on the Hill

1 Bedroom Bourbon House on the Hill
Mount Sterling
10.0 out of 10, 1, (1 review)
"This property was very welcoming to our small dog."
United States
Anne D.
The price is AU$186
includes taxes & fees
21 Sept - 22 Sept
1 Bedroom Bourbon House on the Hill
A cozy retreat area with a banner reading 'CANYON RIDGE RETREATS' and a wooden deck with string lights.

12. Canyon Ridge Retreats

Canyon Ridge Retreats
Wellington
The price is AU$432
includes taxes & fees
16 Sept - 17 Sept
Canyon Ridge Retreats
A bedroom with a bed, a window, a door, and a wall-mounted air conditioner.

13. Peaceful 3-bedroom cabin near Cave Run Lake and RRG

Peaceful 3-bedroom cabin near Cave Run Lake and RRG
Wellington
The price is AU$569
includes taxes & fees
15 Sept - 16 Sept
Peaceful 3-bedroom cabin near Cave Run Lake and RRG
A log cabin interior with a wooden staircase, a kitchen area, and seating.

14. Kentucky Cabin Getaway w/ Loft Sleeping

Kentucky Cabin Getaway w/ Loft Sleeping
Mayslick
10.0 out of 10, 4, (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 AU$627
includes taxes & fees
15 Sept - 16 Sept
Kentucky Cabin Getaway w/ Loft Sleeping

15. Hunting Lodge in the City

Hunting Lodge in the City
Mount Sterling
The price is AU$218
includes taxes & fees
28 Sept - 29 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 Hillsboro Hotel Reviews

Motel 6 Morehead, KY

Motel 6 Morehead, KY

8/10 Good
"The staff were very nice. The room was clean and the location great."
Christine 2-night trip
Posted 2 days ago
Motel 6 Morehead, KY

Find out more about Hillsboro

Hillsboro Holiday Homes information

Number of reviews
97
Accommodation
40 Holiday Homes
Lowest Price
AU$177
Highest Price
AU$811