Book Holiday Homes in Hillsboro

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Featured Holiday Homes in Hillsboro

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.
3BR 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.
2-Bedroom Bungalow on Triplett Creek – Near Cave Run Lake!
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
With a stay at this vacation home in Frenchburg, you'll be 16 mi (25.7 km) from Red River Gorge and 22.2 mi (35.7 km) from Natural Bridge State Park.
WiFi & Pet Friendly - Alice Rocks near Cave Run Lake & Red River Gorge!
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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$316 per night from 26 May to 27 May
AU$316
includes taxes & fees
26 May - 27 May
Located in Morehead, this vacation home is in a rural location, within a 10-minute drive of Cave Run Lake and Rowan County Public Library.
Charming 3-bedroom rustic and very unique house with WiFi and AC in Farmers,
 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.
Eclectic Cabin On 20 Acres Near Red River Gorge
Spacious & serene country location  with cozy at home familiarity.

Spacious & serene country location with cozy at home familiarity.

Morehead
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.
Spacious & serene country location with cozy at home familiarity.
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.
Storybook Cottage House Morehead KY 3 BR1.5 bath Downtown Hospital MSU
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.
The Mighty Acorn, Bungalow is a delightful cozy tiny home in the woods.
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.
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
27 Holiday Homes
Lowest Price
AU$109
Highest Price
AU$316
Popular accommodation
3BR 3 Bath home with hot tub eight minutes from Cave Run Lake, 2-Bedroom Bungalow on Triplett Creek – Near Cave Run Lake!, WiFi & Pet Friendly - Alice Rocks near Cave Run Lake & Red River Gorge!, Charming 3-bedroom rustic and very unique house with WiFi and AC in Farmers, , Eclectic Cabin On 20 Acres Near Red River Gorge, Spacious & serene country location with cozy at home familiarity. , Storybook Cottage House Morehead KY 3 BR1.5 bath Downtown Hospital MSU , The Mighty Acorn, Bungalow is a delightful cozy tiny home in the woods., Red River Ranch Retreat- HOT TUB, Views, Pond- Near RRG

Top trending hotels in Hillsboro

Beautiful country sunsets II

Beautiful country sunsets II

Hillsboro
The price is AU$212 per night from 28 Apr to 29 Apr
AU$212
includes taxes & fees
28 Apr - 29 Apr
With a stay at this cabin in Hillsboro, you'll be in the mountains, and 15.1 mi (24.3 km) from Zane Collins Community Park and 15.7 mi (25.3 km) from Flemingsburg ...
Beautiful country sunsets II
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$109 per night from 27 Apr to 28 Apr
AU$109
includes taxes & fees
27 Apr - 28 Apr
With a stay at Ramada Limited Mount Sterling in Mount Sterling, you'll be 30.6 mi (49.3 km) from Red River Gorge and 15.2 mi (24.4 km) from Lykins Park.
Ramada 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$151 per night from 26 May to 27 May
AU$151
includes taxes & fees
26 May - 27 May
With a stay at Comfort Inn and Suites in Mount Sterling, you'll be 14.9 mi (24 km) from Lykins Park and 15.2 mi (24.5 km) from Bluegrass Heritage Museum.
Comfort 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$136 per night from 4 May to 5 May
AU$136
includes taxes & fees
4 May - 5 May
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.
Comfort Inn & Suites
Don't see what you're looking for?
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.