Book Holiday Homes in Hillsboro

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Featured Holiday Homes in Hillsboro

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
When you stay at this vacation home in Mount Sterling, you'll be 13 minutes by car from CHI Saint Joseph Health - Saint Joseph Mount Sterling.
Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs
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
Located in Morehead, this vacation home is on a lake, a 1-minute drive from Daniel Boone National Forest and 9 minutes from St. Claire Medical Pavilion.
3BR 3 Bath home with hot tub eight minutes from Cave Run Lake
Hilltop Farmhouse with sunrise/sunset porches overlooking hills and farm field

Hilltop Farmhouse with sunrise/sunset porches overlooking hills and farm field

Carlisle
With a stay at this vacation home, you'll be centrally located in Carlisle, within a 10-minute drive of Blue Licks Battlefield State Park and Lake Carnico.
Hilltop Farmhouse with sunrise/sunset porches overlooking hills and farm field
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Cozy, Bright Home in Historic Downtown

Cozy, Bright Home in Historic Downtown

Mount Sterling
The price is AU$215 per night from 5 Dec to 6 Dec
AU$215
includes taxes & fees
5 Dec - 6 Dec
A stay at this vacation home places you in the heart of Mount Sterling, and within a 5-minute drive of CHI Saint Joseph Health - Saint Joseph Mount ...
Cozy, Bright Home in Historic Downtown
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, a 1-minute drive from Daniel Boone National Forest and 7 minutes from Cave Run Lake.
2-Bedroom Bungalow on Triplett Creek – Near Cave Run Lake!
Storybook Cottage House Morehead KY 3 BR1.5 bath Downtown Hospital MSU

Storybook Cottage House Morehead KY 3 BR1.5 bath Downtown Hospital MSU

2 out of 5
Morehead
With a stay at this vacation home in Morehead, you'll be a 1-minute walk from Daniel Boone National Forest and 7 minutes by foot from Morehead Conference ...
Storybook Cottage House Morehead KY 3 BR1.5 bath Downtown Hospital MSU
 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 steps from Daniel Boone National Forest.
Eclectic Cabin On 20 Acres Near Red River Gorge
The Cave Run Lake Cabin

The Cave Run Lake Cabin

Wellington
With a stay at this vacation home in Wellington, you'll be on a lake, just steps from Daniel Boone National Forest and a 4-minute drive from Cave Run Lake.
The Cave Run Lake Cabin
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 steps from Daniel Boone National Forest.
Red River Ranch Retreat- HOT TUB, Views, Pond- Near RRG
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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
23 Holiday Homes
Lowest Price
AU$159
Highest Price
AU$215
Popular accommodation
Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs, 3BR 3 Bath home with hot tub eight minutes from Cave Run Lake, Hilltop Farmhouse with sunrise/sunset porches overlooking hills and farm field, Cozy, Bright Home in Historic Downtown, 2-Bedroom Bungalow on Triplett Creek – Near Cave Run Lake!, Storybook Cottage House Morehead KY 3 BR1.5 bath Downtown Hospital MSU , Eclectic Cabin On 20 Acres Near Red River Gorge, The Cave Run Lake Cabin, Red River Ranch Retreat- HOT TUB, Views, Pond- Near RRG

Top trending hotels in Hillsboro

Renovated KY Farmhouse Retreat w/ Pasture Views!

Renovated KY Farmhouse Retreat w/ Pasture Views!

Wallingford
When you stay at this vacation home in Hillsboro, you'll be 10 minutes by car from Daniel Boone National Forest.
Renovated KY Farmhouse Retreat w/ Pasture Views!
Beautiful Country Sunsets I

Beautiful Country Sunsets I

Hillsboro
When you stay at this cabin in Hillsboro, you'll be 7 minutes by car from Daniel Boone National Forest.
Beautiful Country Sunsets I
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$159 per night from 7 Dec to 8 Dec
AU$159
includes taxes & fees
7 Dec - 8 Dec
When you stay at Ramada Limited Mount Sterling in Mount Sterling, you'll be 13 minutes by foot from CHI Saint Joseph Health - Saint Joseph Mount Sterling.
Ramada Limited Mount Sterling
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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$174 per night from 30 Nov to 1 Dec
AU$174
includes taxes & fees
30 Nov - 1 Dec
Located in Morehead, Best Western Eagles Inn is a 5-minute drive from Kentucky Folk Art Center and 6 minutes from Morehead State University.
Best Western Eagles Inn
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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.