Book Holiday Homes in Hillsboro

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Featured Holiday Homes in Hillsboro

Triplett Creek Cabin Rental 2-Bedroom House  – Near Cave Run Lake!

Triplett Creek Cabin Rental 2-Bedroom House – Near Cave Run Lake!

Morehead KY
Located in Morehead, this vacation home is on a river, within a 10-minute drive of Cave Run Lake and Zane Collins Community Park.
Opens in a new windowTriplett Creek Cabin Rental 2-Bedroom House – Near Cave Run Lake!
The Cave Run Lake Cabin

The Cave Run Lake Cabin

Wellington KY
The price is AU$333 per night from 17 May to 18 May
AU$333
17 May - 18 May
includes taxes & fees
When you stay at this vacation home in Wellington, you'll be on a lake and within a short 4-minute drive from Cave Run Lake.
Opens in a new windowThe Cave Run Lake Cabin
 Eclectic Cabin On 20 Acres Near Red River Gorge

Eclectic Cabin On 20 Acres Near Red River Gorge

Frenchburg KY
When you stay at this vacation home in Frenchburg, you'll be on a river and 7 minutes by car from Menifee County Park.
Opens in a new window Eclectic Cabin On 20 Acres Near Red River Gorge
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Charming 2-bedroom house with Hot Tub 1.5 miles from Cave Run lake

Charming 2-bedroom house with Hot Tub 1.5 miles from Cave Run lake

Morehead KY
When you stay at this vacation home in Morehead, you'll be within a short 4-minute drive from Cave Run Lake.
Opens in a new windowCharming 2-bedroom house with Hot Tub 1.5 miles from Cave Run lake
Charming country home on 433 acres

Charming country home on 433 acres

wallingford KY
This vacation home is 5.1 mi (8.3 km) from Flemingsburg City Hall and 5.3 mi (8.5 km) from Flemingsburg City Park.
Opens in a new windowCharming country home on 433 acres
Red River Ranch Retreat- HOT TUB, Views, Pond- Near RRG

Red River Ranch Retreat- HOT TUB, Views, Pond- Near RRG

Frenchburg KY
When you stay at this vacation home in Frenchburg, you'll be in the mountains and 11 minutes by car from Menifee County Park.
Opens in a new windowRed River Ranch Retreat- HOT TUB, Views, Pond- Near RRG
Cozy, Bright Home in Historic Downtown

Cozy, Bright Home in Historic Downtown

Mount Sterling KY
The price is AU$186 per night from 14 June to 15 June
AU$186
14 June - 15 June
includes taxes & fees
A stay at this vacation home places you in the heart of Mount Sterling, a 2-minute drive from Mount Sterling Library and 5 minutes from Old Silo Golf ...
Opens in a new windowCozy, Bright Home in Historic Downtown
Spacious Farm Stay Near Cave Run Lake & Red River Gorge. Sleeps 14

Spacious Farm Stay Near Cave Run Lake & Red River Gorge. Sleeps 14

Morehead KY
Located in Morehead, this vacation home is in a rural location, within a 10-minute drive of Zane Collins Community Park and Rowan County Public Library.
Opens in a new windowSpacious Farm Stay Near Cave Run Lake & Red River Gorge. Sleeps 14
Cheerful 2 bedroom home close to Cave Run Lake

Cheerful 2 bedroom home close to Cave Run Lake

Salt Lick KY
This vacation home is 3.5 mi (5.6 km) from Cave Run Lake and 6.6 mi (10.6 km) from Rowan County Public Library.
Opens in a new windowCheerful 2 bedroom home close to Cave Run Lake
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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.

Hillsboro Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Hillsboro vacation homes are the perfect way for you to wing it.

Holiday houses in Hillsboro let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Hillsboro in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Hillsboro adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Hillsboro with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Hillsboro vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Hillsboro Holiday Homes essential information

Accommodation
36 Holiday Homes
Lowest Price
AU$123
Highest Price
AU$333
Popular accommodation
Triplett Creek Cabin Rental 2-Bedroom House – Near Cave Run Lake!, The Cave Run Lake Cabin, Eclectic Cabin On 20 Acres Near Red River Gorge, Charming 2-bedroom house with Hot Tub 1.5 miles from Cave Run lake, Charming country home on 433 acres, Red River Ranch Retreat- HOT TUB, Views, Pond- Near RRG, Cozy, Bright Home in Historic Downtown, Spacious Farm Stay Near Cave Run Lake & Red River Gorge. Sleeps 14, Cheerful 2 bedroom home close to Cave Run Lake

Top trending hotels in Hillsboro

Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling

2.5 out of 5
105 Stone Trace Dr Mount Sterling KY
Fully refundable
The price is AU$164 per night from 31 May to 1 June
AU$164
31 May - 1 June
includes taxes & fees
With a stay at Comfort Inn & Suites Mount Sterling in Mount Sterling, you'll be within a 5-minute drive of Old Silo Golf Course and Mount Sterling Library.
Opens in a new windowComfort Inn & Suites Mount Sterling
Best Western Eagles Inn

Best Western Eagles Inn

2.5 out of 5
110 Toms Dr Morehead KY
Fully refundableReserve now, pay when you stay
The price is AU$198 per night from 31 May to 1 June
AU$198
31 May - 1 June
includes taxes & fees
Located in Morehead, Best Western Eagles Inn is a 4-minute drive from Kentucky Folk Art Center and 6 minutes from Morehead State University.
Opens in a new windowBest Western Eagles Inn
Ramada Limited Mount Sterling

Ramada Limited Mount Sterling

2 out of 5
115 Stone Trace Dr Mount Sterling KY
Fully refundableReserve now, pay when you stay
The price is AU$123 per night from 18 May to 19 May
AU$123
18 May - 19 May
includes taxes & fees
Located in Mount Sterling, Ramada Limited Mount Sterling is within a 5-minute drive of Old Silo Golf Course and Mount Sterling Library.
Opens in a new windowRamada Limited Mount Sterling
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Holiday Inn Express & Suites Mt Sterling North by IHG

Holiday Inn Express & Suites Mt Sterling North by IHG

2.5 out of 5
269 Evans Ave. Mount Sterling KY
Fully refundable
The price is AU$206 per night from 14 June to 15 June
AU$206
14 June - 15 June
includes taxes & fees
With a stay at Holiday Inn Express & Suites Mt Sterling North by IHG in Mount Sterling, you'll be 15.5 mi (24.9 km) from Lykins Park and 15.8 mi (25.4 km) from ...
Opens in a new windowHoliday Inn Express & Suites Mt Sterling North by IHG
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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.

Top Picks

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^Subject to availability and chosen travel dates.