Default HTG hotel image

Holiday Homes in Hillsboro

  • 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

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Hillsboro holiday homes

Terrace/patio

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 €162
includes taxes & fees
12 Nov - 13 Nov
Quiet Country home, Pet friendly
A wooden deck with a round table and two chairs, a window, and a wooden wall.

2. 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 €152
includes taxes & fees
30 Nov - 1 Dec
Lazy Lake Cabin 1! 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 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 €117
includes taxes & fees
8 Nov - 9 Nov
Charming country home on 433 acres
A modern kitchen with white cabinets, a black refrigerator, and a wooden dining table with chairs.

4. 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, (5 reviews)
The price is €307
includes taxes & fees
2 Nov - 3 Nov
3-bedroom house in charming Morehead near Cave Run and Morehead State
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 €162
includes taxes & fees
12 Nov - 13 Nov
Lazy Lake Cabin 2!!! Pet Friendly!!
An outdoor seating area with chairs and a fire pit under string lights.

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

Highland Hideaway - Tons of character, modern updates and art !
Flemingsburg
The price is €172
includes taxes & fees
18 Nov - 19 Nov
Highland Hideaway - Tons of character, modern updates and art !
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, Exceptional, (4 reviews)
"super nice place!"
United States
Trystan S.
The price is €570
includes taxes & fees
11 Nov - 12 Nov
Spacious Lodge w/ Fire Pit & Hot Tub
A room with two sofas, a wooden ceiling, and a door with curtains.

8. Lake Adventure Basecamp w/ Game Room

Lake Adventure Basecamp w/ Game Room
Morehead
9.6 out of 10, Exceptional, (54 reviews)
"Over all we had a wonderful stay, the house was spacious and bigger than the pictures show. Enjoyed our stay."
United States
Mary Jo W.
Lake Adventure Basecamp w/ Game Room
A building with a staircase leading to a door marked with the number 218.

9. 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 €132
includes taxes & fees
30 Nov - 1 Dec
1 Bedroom Bourbon House on the Hill
A living room with a sofa, a television, a cabinet, and a plant.

10. 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 €122
includes taxes & fees
30 Nov - 1 Dec
Cozy, Bright Home in Historic Downtown
A wooden interior with a fireplace, dining area, and a clock on the wall.

11. The Cave Run Lake Cabin

The Cave Run Lake Cabin
Wellington
9.6 out of 10, Exceptional, (80 reviews)
"Very nice property, in a nice neighborhood."
United States
Anne S.
The price is €220
includes taxes & fees
31 Oct - 1 Nov
The Cave Run Lake Cabin
A bedroom with a bed, nightstands, a ceiling fan, a mural of a sunset, and a window with blinds.

12. 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 €126
includes taxes & fees
1 Nov - 2 Nov
5 o'clock somewhere in Mt Sterling
A log cabin interior with a wooden staircase, a kitchen area, and seating.

13. Kentucky Cabin Getaway w/ Loft Sleeping

Kentucky Cabin Getaway w/ Loft Sleeping
Mayslick
9.6 out of 10, Exceptional, (7 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 €399
includes taxes & fees
2 Nov - 3 Nov
Kentucky Cabin Getaway w/ Loft Sleeping
A rural road curving through a green landscape with a wooden fence, a stone wall, and a small building in the distance.

14. 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, (9 reviews)
"We had a great time with the family."
United States
Garrett W.
The price is €371
includes taxes & fees
1 Nov - 2 Nov
Historical 4-bedroom farmhouse in serene Sharpsburg with AC.
A kitchen with a stainless steel refrigerator, wooden cabinets, a microwave, and a wooden staircase.

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

Peaceful 3-bedroom cabin near Cave Run Lake and RRG
Wellington
10.0 out of 10, Exceptional, (1 review)
"Great place. We enjoyed the stay!"
United States
Robert A.
Peaceful 3-bedroom cabin near Cave Run Lake and RRG
A cozy cabin with a bed, a dining table, and a view of a forest through large windows.

16. Canyon Ridge Retreats

Canyon Ridge Retreats
Wellington
10.0 out of 10, Exceptional, (1 review)
"Clean, quiet, and scenic! Would stay again!"
United States
Derek S.
Canyon Ridge Retreats
Exterior

17. Hunting Lodge in the City

Hunting Lodge in the City
Mount Sterling
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.
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 Hillsboro Hotel Reviews

Holiday Inn Express & Suites Mt Sterling North by IHG

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. ."
Kelly 1-night trip
Posted 9 hours ago
Holiday Inn Express & Suites Mt Sterling North by IHG

Find out more about Hillsboro

Hillsboro Holiday Homes information

Number of reviews
123
Accommodation
40 Holiday Homes
Lowest Price
€117
Highest Price
€570