Book Holiday Homes in Hillsboro

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Featured Holiday Homes in Hillsboro

 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
River Retreat-- Newly Remodeled Cottage On The River And Minutes From Cave Run

River Retreat-- Newly Remodeled Cottage On The River And Minutes From Cave Run

Morehead
Located in Morehead, this vacation home is on a lake, within a 15-minute drive of Cave Run Lake and Rowan County Public Library.
Opens in a new windowRiver Retreat-- Newly Remodeled Cottage On The River And Minutes From Cave Run
The Cave Run Lake Cabin

The Cave Run Lake Cabin

Wellington
The price is AU$361 per night from 29 Sept to 30 Sept
AU$361
29 Sept - 30 Sept
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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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 within a 10-minute walk of Morehead Memorial Tree Walk and Morehead Conference Center.
Opens in a new windowStorybook Cottage House Morehead KY 3 BR1.5 bath Downtown Hospital MSU
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
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!
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
With a stay at this vacation home in Frenchburg, you'll be 19.6 mi (31.6 km) from Red River Gorge and 25.5 mi (41.1 km) from Natural Bridge State Park.
Opens in a new windowThe Mighty Acorn, Bungalow is a delightful cozy tiny home in the woods.
Cozy, Bright Home in Historic Downtown

Cozy, Bright Home in Historic Downtown

Mount Sterling
The price is AU$193 per night from 29 Sept to 30 Sept
AU$193
29 Sept - 30 Sept
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
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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
33 Holiday Homes
Lowest Price
AU$133
Highest Price
AU$361
Popular accommodation
Eclectic Cabin On 20 Acres Near Red River Gorge, River Retreat-- Newly Remodeled Cottage On The River And Minutes From Cave Run, The Cave Run Lake Cabin, Storybook Cottage House Morehead KY 3 BR1.5 bath Downtown Hospital MSU , 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!, The Mighty Acorn, Bungalow is a delightful cozy tiny home in the woods., Cozy, Bright Home in Historic Downtown

Top trending hotels in Hillsboro

Beautiful Country Sunsets I

Beautiful Country Sunsets I

Hillsboro
The price is AU$224 per night from 30 Sept to 1 Oct
AU$224
30 Sept - 1 Oct
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
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$133 per night from 26 Oct to 27 Oct
AU$133
26 Oct - 27 Oct
includes taxes & fees
When you stay at Ramada Limited Mount Sterling in Mount Sterling, you'll be within a 5-minute drive of Mount Sterling Library.
Opens in a new windowRamada Limited Mount Sterling
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$167 per night from 26 Oct to 27 Oct
AU$167
26 Oct - 27 Oct
includes taxes & fees
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.
Opens in a new windowComfort Inn and Suites
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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$163 per night from 20 Oct to 21 Oct
AU$163
20 Oct - 21 Oct
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
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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.