Vacation rentals in Hillsboro

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Top-rated vacation rentals in Hillsboro

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Tiny home in Flemingsburg

4.96 out of 5 average rating, 138 reviews

The Concord - Enjoy the Vineyard Views

Experience tiny home living without giving up the comforts of home. Kick back and relax in this modern 'spacious' tiny home loaded with the most up to date amenities - and Vineyard views right out your front door! This one bedroom home offers additional space for the family and kids with an upstairs loft and a roomy living area. Added bonus - you're a short walk to our family owned winery and restaurant! Plus- many historic attractions just a short drive away. Come enjoy the luxury tiny life.

May 1 – 8

$92 per night
Guest favorite

Farm stay in Ewing

4.98 out of 5 average rating, 124 reviews

Haymark Farmhouse: cozy & clean, with outdoor fun!

Welcome to Haymark Farmhouse, built in 1907. Relax in front of the fireplace with electric logs, play games (provided), and cook in the well-supplied kitchen or on the gas grill out back. Enjoy the outdoor fire pit (wood provided) and the lighted sitting area and table for eight. Explore our 275 acre farm! Pet our cute farm animals, take a hike, catch a fish, hunt (message us for rates), watch a sunset ... If you need room for more folks, check out Thomas Road House and/or The Hamlet Farmhouse.

Jun 26 – Jul 3

$148 per night
Guest favorite

Townhouse in Augusta

4.99 out of 5 average rating, 205 reviews

☼ South Bank Station on the River w/Serene Views ☼

This Sweet Ohio River Cottage circa 1864, offers the charm & magic of bygone days, magnificent river views & blessed privacy. Enjoy a relaxing refuge from all of life's stresses in your upstairs Riverside Drive hideaway. Spectacular river views from the fire pit & picnic table as well as inside. Easy access to Main Street shops & restaurants & reliable fiber optic internet provided. The beauty & enchantment of Augusta & your graciously Southern Surroundings will refresh & elevate your spirits!

Jun 13 – 20

$91 per night

Popular amenities for Hillsboro vacation rentals

Other great vacation rentals in Hillsboro

Guest favorite

Home in Morehead

5.0 out of 5 average rating, 26 reviews

Sunset Cottage

Mar 6 – 13

$111 per night
Guest favorite

Home in Hillsboro

4.91 out of 5 average rating, 46 reviews

HUGE Country Get Away-RELAX!

May 10 – 17

$350 per night
Guest favorite

Farm stay in Morehead

5.0 out of 5 average rating, 17 reviews

Unique & Exciting

Apr 30 – May 7

$88 per night
Guest favorite

Cabin in Salt Lick

4.89 out of 5 average rating, 82 reviews

The Cedar Shack

Jul 26 – Aug 2

$76 per night
Superhost

Place to stay in Sharpsburg

4.86 out of 5 average rating, 36 reviews

Away From It All! Beautiful 1-bdrm. In the country

Jul 12 – 19

$98 per night
Guest favorite

Guesthouse in Morehead

4.98 out of 5 average rating, 81 reviews

Cozy 2-bedroom guesthouse, close to MSU/hospital

Jul 26 – Aug 2

$91 per night
Guest favorite

Home in Maysville

4.9 out of 5 average rating, 20 reviews

Cozy Corner Cottage

Feb 22 – Mar 1

$90 per night
Guest favorite

Cabin in Morehead

4.9 out of 5 average rating, 29 reviews

The Cozy Cabin

Apr 4 – 11

$102 per night
Superhost

Home in Salt Lick

4.97 out of 5 average rating, 33 reviews

Cave Run Lake House #2

Oct 18 – 25

$81 per night
Guest favorite

Farm stay in Olive Hill

4.91 out of 5 average rating, 32 reviews

Suzys Cozy Farm GetAway

Feb 5 – 12

$66 per night
Guest favorite

Bungalow in Wellington

5.0 out of 5 average rating, 15 reviews

Relaxation Station

Jun 23 – 30

$68 per night
Superhost

Cabin in Wellington

4.83 out of 5 average rating, 41 reviews

The Haven@Cave Run Lake

May 4 – 11

$98 per night

Destinations to explore

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  2. United States
  3. Kentucky
  4. Fleming County
  5. Hillsboro