Holiday Rentals in Hillsboro

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Our top choices for Hillsboro holiday rentals

Cabin in Hillsboro

Beautiful Country Sunsets I
9.8 out of 10, Exceptional, (67 reviews)
"Beautiful country setting with amazing views. Just perfect. "
United States
Eli S.
The price is €126
includes taxes & fees
3 Mar - 4 Mar
Beautiful Country Sunsets I

Cabin in Wellington

Rise and Shine
10.0 out of 10, Exceptional, (31 reviews)
"We loved our time at this cabin!! It was very clean and had everything we needed. We highly recommend!! "
United States
Katie O.
The price is €169
includes taxes & fees
2 Mar - 3 Mar
Rise and Shine

Cabin in Wellington

The Cozy Den
9.8 out of 10, Exceptional, (77 reviews)
"Great place"
United States
Jason M.
The price is €141
includes taxes & fees
2 Mar - 3 Mar
The Cozy Den
10.0 out of 10, Exceptional, (1 review)
"Very clean and great hospitality. Plenty of stuff provided. We could take our dog, there was a play area for our daughter. Small but plenty big for the 3 of us. Wonderful experience. ⭐️⭐️⭐️⭐️⭐️"
United States
Denise
The price is €150
includes taxes & fees
1 Apr - 2 Apr
1 Bedroom Cabin - #6 - Near Cave Run Lake & Morehead State University
10.0 out of 10, Exceptional, (6 reviews)
"Our experience was amazing and hope to go back soon. "
United States
Wanda S.
The price is €241
includes taxes & fees
2 Mar - 3 Mar
HOT TUB - cabin/cave run near RRG
10.0 out of 10, Exceptional, (49 reviews)
"we loved this adorable cabin! Perfect location, clean, amazing backyard, great communication with the host. we had an amazing stay here!!"
United States
Natalie A.
The price is €197
includes taxes & fees
2 Mar - 3 Mar
Forget Me Not - Sweet Seclusion for Respite Care♥☚

Holiday Home in Wellington

The Cave Run Lake Cabin
9.8 out of 10, Exceptional, (76 reviews)
"Fun cabin near Cave Run Lake and Red River Gorge. We spent a day just hanging out at the cabin, plus a day each in Red River Gorge and Carter Caves. Each night was spent around the firepit. Great place!"
United States
Kenny A.
The price is €203
includes taxes & fees
2 Mar - 3 Mar
The Cave Run Lake Cabin
9.8 out of 10, Exceptional, (18 reviews)
"Everything was great. It was a nice place to relax for a weekend. The kitchen is fully equipped so bring some groceries and make your own meals."
United States
Randy S.
The price is €236
includes taxes & fees
2 Mar - 3 Mar
Blue Sky Cabin Red River Gorge - Hot Tub Wi-Fi
10.0 out of 10, Exceptional, (28 reviews)
"New, clean, perfect space for needs, plenty of towels, private, great communication, easy check in and check out."
United States
Melisa R.
The price is €201
includes taxes & fees
2 Mar - 3 Mar
The Cove at Cave Run — Brand New Cottage minutes from Cave Run Lake
10.0 out of 10, Exceptional, (25 reviews)
"It has been great! This was our third time staying here and there is a quite a few reasons why! Beds are super comfortable, the house is always clean, nice grill and the outdoor space is amazing! 10 out of 10 recommend "
United States
Michael G.
The price is €476
includes taxes & fees
2 Mar - 3 Mar
Luxury Cabin: Hot Tub, Bunk/Gameroom @CaveRunLake
10.0 out of 10, Exceptional, (1 review)
"Cabin was amazing! Definitely going to come back!! It’s in a good area, had everything you could need, it’s very clean, and overall just a beautiful cabin. "
United States
Lilly N.
The price is €136
includes taxes & fees
2 Mar - 3 Mar
Quiet relaxing Cabin in Wellington backed up to Daniel Boone National Forest.

Cabin in Frenchburg

Tall Stüga at Lush Hollow
10.0 out of 10, Exceptional, (11 reviews)
"Everything was great for our weekend away."
United States
Ryan S.
The price is €219
includes taxes & fees
9 Mar - 10 Mar
Tall Stüga at Lush Hollow
10.0 out of 10, Exceptional, (36 reviews)
"The cutest little place!! Perfect place for us and our hostess was fantastic. If we are ever back in this neck of the woods we will definitely stay here again!"
United States
Jennifer W.
The price is €167
includes taxes & fees
2 Mar - 3 Mar
Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State

Holiday Home in Mount Sterling

Cozy, Bright Home in Historic Downtown
8.8 out of 10, Excellent, (21 reviews)
"Our stay was perfect again! Thank you so much. "
United States
Brandy D.
The price is €116
includes taxes & fees
15 Mar - 16 Mar
Cozy, Bright Home in Historic Downtown

Cottage in Salt Lick

Cottage at Cave Run
9.2 out of 10, Wonderful, (5 reviews)
"This was a perfect place for us, our two little boys, and our dogs! The space was exactly what we needed, incredibly clean, and was a perfect home base for some of the activities we were doing around Red River Gorge. We would definitely stay here again!"
United States
Corey S.
The price is €242
includes taxes & fees
2 Mar - 3 Mar
Cottage at Cave Run
9.4 out of 10, Exceptional, (3 reviews)
"Perfect long weekend. House is well maintained and as pictured. Daniel Boone National Forest is stunning and an hour drive away. Truly enjoyed ourselves!!"
United States
Anonymous traveller
The price is €217
includes taxes & fees
3 Mar - 4 Mar
Luxe A-Frame: 5 Mins to Cave Run Lake close to RRG
10.0 out of 10, Exceptional, (7 reviews)
"Great place to stay very peaceful. We will stay again"
United States
MATT B.
The price is €241
includes taxes & fees
2 Mar - 3 Mar
Hot Tub - Couples Getaway near gorge
3.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"The cabin was adorable and had everything we needed for a weekend getaway. The host was very responsive, and we had a wonderful trip! "
United States
Anonymous traveller
The price is €268
includes taxes & fees
3 Mar - 4 Mar
Bring a Pet: Peaceful Frenchburg Cabin on 1 Acre
9.4 out of 10, Exceptional, (6 reviews)
"Property was amazing and well kept. Was a great location for our day adventures on way to summer camp. Would recomend this property to others."
United States
Melissa W.
The price is €275
includes taxes & fees
2 Mar - 3 Mar
Cozy 2-bedroom cabin in charming Wellington with Hot tub

Holiday Home in Mount Sterling

1 Bedroom Bourbon House on the Hill
The price is €96
includes taxes & fees
8 Mar - 9 Mar
1 Bedroom Bourbon House on the Hill
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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Top Hillsboro Hotel Reviews

Find out more about Hillsboro

Everything you need to know about Hillsboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hillsboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hillsboro holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hillsboro holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hillsboro. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hillsboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hillsboro holiday rentals we have selected for you start as low as €110 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hillsboro rentals

At Expedia, we put the best Hillsboro holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hillsboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hillsboro holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hillsboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Hillsboro?

Yes, there are holiday rentals close to the most popular sights in Hillsboro, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Hillsboro has to offer?

Eclectic Cabin On 20 Acres Near Red River Gorge: This holiday home rental outside of Hillsboro is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Hillsboro?

While you're exploring the area, Cave Run Lake and Flemingsburg Recreation Park are a couple of picturesque spots to get outside and enjoy nature. Fleming County Golf Association and Fleming County Recreation Park are a couple of places you'll find in the wider area.

What’s a holiday rental in Hillsboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hillsboro. Holiday rentals feature extras like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for families.