Book Holiday Homes in Hillsboro

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Featured Holiday Homes in Hillsboro

Sugarloaf Mountain Escape
Secluded 3 bedroom, 5 acres, ATV, RV and boat storage.

Sugarloaf Mountain Escape Secluded 3 bedroom, 5 acres, ATV, RV and boat storage.

Morehead, KY
When you stay at this vacation home in Morehead, you'll be in the mountains and 13 minutes by car from Zane Collins Community Park.
Opens in a new windowSugarloaf Mountain Escape Secluded 3 bedroom, 5 acres, ATV, RV and boat storage.
Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs

Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs

2 out of 5
Mount Sterling
Located in Mount Sterling, this vacation home is within a 15-minute drive of Mount Sterling Library and CHI Saint Joseph Health - Saint Joseph Mount ...
Opens in a new windowBarn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs
The Cave Run Lake Cabin

The Cave Run Lake Cabin

Wellington
The price is AU$362 per night from 17 Nov to 18 Nov
AU$362
17 Nov - 18 Nov
includes taxes & fees
When you stay at this vacation home in Wellington, you'll be on a lake and within a 5-minute drive of Cave Run Lake.
Opens in a new windowThe Cave Run Lake Cabin
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Cozy, Bright Home in Historic Downtown

Cozy, Bright Home in Historic Downtown

Mount Sterling
The price is AU$194 per night from 16 Nov to 17 Nov
AU$194
16 Nov - 17 Nov
includes taxes & fees
A stay at this vacation home places you in the heart of Mount Sterling, within a 5-minute drive of Mount Sterling Library and CHI Saint Joseph Health - Saint ...
Opens in a new windowCozy, Bright Home in Historic Downtown
 Eclectic Cabin On 20 Acres Near Red River Gorge

Eclectic Cabin On 20 Acres Near Red River Gorge

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

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

Frenchburg
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
3BR 3 Bath home with hot tub eight minutes from Cave Run Lake

3BR 3 Bath home with hot tub eight minutes from Cave Run Lake

Morehead
The price is AU$559 per night from 20 Nov to 21 Nov
AU$559
20 Nov - 21 Nov
includes taxes & fees
Located in Morehead, this vacation home is on a lake, within a 10-minute drive of Zane Collins Community Park and Rowan County Public Library.
Opens in a new window3BR 3 Bath home with hot tub eight minutes from Cave Run Lake
2-Bedroom Bungalow on Triplett Creek – Near Cave Run Lake!

2-Bedroom Bungalow on Triplett Creek – Near Cave Run Lake!

Morehead
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 window2-Bedroom Bungalow on Triplett Creek – Near Cave Run Lake!
Charming 3-bedroom house in marvelous Mount Sterling with WiFi, AC

Charming 3-bedroom house in marvelous Mount Sterling with WiFi, AC

Mount Sterling
When you stay at this vacation home in Mount Sterling, you'll be 7 minutes by car from Mount Sterling Library.
Opens in a new windowCharming 3-bedroom house in marvelous Mount Sterling with WiFi, AC
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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
32 Holiday Homes
Lowest Price
AU$122
Highest Price
AU$559
Popular accommodation
Sugarloaf Mountain Escape Secluded 3 bedroom, 5 acres, ATV, RV and boat storage., Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs, The Cave Run Lake Cabin, Cozy, Bright Home in Historic Downtown, Eclectic Cabin On 20 Acres Near Red River Gorge, Red River Ranch Retreat- HOT TUB, Views, Pond- Near RRG, 3BR 3 Bath home with hot tub eight minutes from Cave Run Lake, 2-Bedroom Bungalow on Triplett Creek – Near Cave Run Lake!, Charming 3-bedroom house in marvelous Mount Sterling with WiFi, AC

Top trending hotels in Hillsboro

Beautiful Country Sunsets I

Beautiful Country Sunsets I

Hillsboro
The price is AU$224 per night from 24 Nov to 25 Nov
AU$224
24 Nov - 25 Nov
includes taxes & fees
With a stay at this cabin in Hillsboro, you'll be 15.1 mi (24.3 km) from Zane Collins Community Park and 15.7 mi (25.3 km) from Flemingsburg City Hall.
Opens in a new windowBeautiful Country Sunsets I
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
2650 KY 801 North, Morehead, KY
Fully refundableReserve now, pay when you stay
The price is AU$151 per night from 30 Nov to 1 Dec
AU$151
30 Nov - 1 Dec
includes taxes & fees
Located in Morehead, Comfort Inn & Suites is in a national park, within a 10-minute drive of Zane Collins Community Park and Rowan County Public Library.
Opens in a new windowComfort Inn & Suites
Comfort Inn and Suites

Comfort Inn and Suites

2.5 out of 5
105 Stone Trace Dr, Mount Sterling, KY
Fully refundableReserve now, pay when you stay
The price is AU$156 per night from 14 Dec to 15 Dec
AU$156
14 Dec - 15 Dec
includes taxes & fees
With a stay at Comfort Inn & Suites Mount Sterling in Mount Sterling, you'll be within a 5-minute drive of CHI Saint Joseph Health - Saint Joseph Mount Sterling ...
Opens in a new windowComfort Inn and Suites
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Ramada Limited Mount Sterling

Ramada Limited Mount Sterling

2 out of 5
115 Stone Trace Dr, Exit #110 (Stone Trace), Mount Sterling, KY
Fully refundableReserve now, pay when you stay
The price is AU$122 per night from 12 Dec to 13 Dec
AU$122
12 Dec - 13 Dec
includes taxes & fees
Located in Mount Sterling, Ramada Limited Mount Sterling is within a 5-minute drive of CHI Saint Joseph Health - Saint Joseph Mount Sterling and Mount Sterling ...
Opens in a new windowRamada Limited Mount Sterling
Don't see what you're looking for?
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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.

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^Subject to availability and chosen travel dates.