Book Holiday Homes in Hillsboro

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Featured Holiday Homes in Hillsboro

Charming 3-bedroom rustic and very unique house with WiFi and AC in Farmers,

Charming 3-bedroom rustic and very unique house with WiFi and AC in Farmers,

2 out of 5
Morehead
The price is AU$319 per night from 25 Feb to 26 Feb
AU$319
includes taxes & fees
25 Feb - 26 Feb
Located in Morehead, this vacation home is in a rural location, a 1-minute drive from Daniel Boone National Forest and 6 minutes from Cave Run Lake.
Charming 3-bedroom rustic and very unique house with WiFi and AC in Farmers,
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 7 minutes from Zane Collins Community Park.
3BR 3 Bath home with hot tub eight minutes from Cave Run Lake
The Mighty Acorn, Bungalow is a delightful cozy tiny home in the woods.

The Mighty Acorn, Bungalow is a delightful cozy tiny home in the woods.

Frenchburg
When you stay at this vacation home in Frenchburg, you'll be steps from Daniel Boone National Forest.
The Mighty Acorn, Bungalow is a delightful cozy tiny home in the woods.
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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 ...
Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs
 Eclectic Cabin On 20 Acres Near Red River Gorge

Eclectic Cabin On 20 Acres Near Red River Gorge

Frenchburg
Located in Frenchburg, this vacation home is on a lake, a 1-minute drive from Daniel Boone National Forest and 7 minutes from Menifee County Park.
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
Located in Frenchburg, this vacation home is in the mountains, within a 15-minute drive of Daniel Boone National Forest and Menifee County Park.
Red River Ranch Retreat- HOT TUB, Views, Pond- Near RRG
WiFi & Pet Friendly - Alice Rocks near Cave Run Lake & Red River Gorge!

WiFi & Pet Friendly - Alice Rocks near Cave Run Lake & Red River Gorge!

Frenchburg
When you stay at this vacation home in Frenchburg, you'll be steps from Daniel Boone National Forest.
WiFi & Pet Friendly - Alice Rocks near Cave Run Lake & Red River Gorge!
Cozy, Bright Home in Historic Downtown

Cozy, Bright Home in Historic Downtown

Mount Sterling
The price is AU$211 per night from 25 Feb to 26 Feb
AU$211
includes taxes & fees
25 Feb - 26 Feb
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 ...
Cozy, Bright Home in Historic Downtown
Spacious Ewing Retreat w/ Game Room & Fireplace!

Spacious Ewing Retreat w/ Game Room & Fireplace!

Ewing
Located in Ewing, this vacation home is within a 15-minute drive of Fleming County Hospital and Flemingsburg City Hall.
Spacious Ewing Retreat w/ Game Room & Fireplace!
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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
25 Holiday Homes
Lowest Price
AU$139
Highest Price
AU$319
Popular accommodation
Charming 3-bedroom rustic and very unique house with WiFi and AC in Farmers, , 3BR 3 Bath home with hot tub eight minutes from Cave Run Lake, The Mighty Acorn, Bungalow is a delightful cozy tiny home in the woods., Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs, Eclectic Cabin On 20 Acres Near Red River Gorge, Red River Ranch Retreat- HOT TUB, Views, Pond- Near RRG, WiFi & Pet Friendly - Alice Rocks near Cave Run Lake & Red River Gorge!, Cozy, Bright Home in Historic Downtown, Spacious Ewing Retreat w/ Game Room & Fireplace!

Top trending hotels in Hillsboro

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$143 per night from 9 Mar to 10 Mar
AU$143
includes taxes & fees
9 Mar - 10 Mar
When you stay at Comfort Inn and Suites in Mount Sterling, you'll be 9 minutes by foot from CHI Saint Joseph Health - Saint Joseph Mount Sterling.
Comfort Inn and Suites
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$193 per night from 2 Mar to 3 Mar
AU$193
includes taxes & fees
2 Mar - 3 Mar
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
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$139 per night from 26 Feb to 27 Feb
AU$139
includes taxes & fees
26 Feb - 27 Feb
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 ...
Ramada Limited Mount Sterling
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Holiday Inn Express & Suites Mt Sterling North, an IHG Hotel

Holiday Inn Express & Suites Mt Sterling North, an IHG Hotel

2.5 out of 5
269 Evans Ave., Mount Sterling, KY
Fully refundable
The price is AU$193 per night from 1 Mar to 2 Mar
AU$193
includes taxes & fees
1 Mar - 2 Mar
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 ...
Holiday Inn Express & Suites Mt Sterling North, an IHG Hotel
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See all available properties in Hillsboro
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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.