Hillsboro vacation rentals

We found 50 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Hillsboro to find one that's perfect for your trip. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll find the amenities you need and want, which might include WiFi and a hot tub. Whatever you're looking for, you'll be able to choose a rental that has what everyone needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Hillsboro

Showing deals for:Nov 21 - Nov 28

Image gallery for Awesome Cabin Near Cave Run Lake and Morehead State University!!

Living area
10 out of 10 rating
Exceptional
(39 reviews)

Awesome Cabin Near Cave Run Lake and Morehead State University!!

Morehead, KY

10% off
Price is CA $187
CA $1,660 total
includes taxes & fees
Awesome Cabin Near Cave Run Lake and Morehead State University!!

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Find out more about Hillsboro

Find out more about Hillsboro

Why visit Hillsboro

  1. Outdoor Adventures: Enjoy a variety of outdoor activities, from hiking to scenic picnics in the beautiful parks.
  2. Historic Colleges and Libraries: Explore the rich educational heritage with visits to historic institutions and libraries.
  3. Charming Neighbourhoods: Discover the romantic atmosphere of Hillsboro and nearby Forest Grove, filled with art and culture.
  4. Breathtaking Vantage Points: Experience stunning views from local spots, perfect for relaxation and nature escapes.
  5. Unique Accommodation: Choose from cozy cabins and quaint cottages for a memorable stay tailored to your preferences.

Popular types of accommodation in Hillsboro

Explore the charm of Hillsboro with our selection of vacation rentals, including cozy cabins, inviting houses, and quaint cottages. Whether you're seeking a peaceful getaway or an adventurous retreat, you'll find the perfect accommodation to suit your needs. Our Hillsboro holiday rentals offer transparency, savings, and reassurance for every traveler. Discover the ideal house rental in Hillsboro and make your next vacation unforgettable!

  • Cabins: A beloved choice among visitors, cabins offer a rustic escape, perfect for immersing yourself in nature.
  • Houses: Ideal for families or groups, these homes provide spacious and comfortable living for your stay.
  • Cottages: These quaint and charming accommodations are favoured for a cozy and intimate experience.
  • Chalets: A great option for those seeking a mountain-like retreat with a touch of luxury.
  • Apartments: Convenient and modern, apartments are perfect for those wanting a home-like atmosphere in the heart of Hillsboro.**

Top attractions in Hillsboro

Hillsboro, Kentucky, is an excellent destination for outdoor enthusiasts and those seeking scenic adventures. Visitors can explore a variety of attractions, including historic colleges, libraries, and urban parks, making it a perfect spot for families and culture lovers alike. Whether you're looking for a relaxing stroll or an immersive cultural experience, Hillsboro has something to offer for everyone.

  1. Morehead State University: A historic institution showcasing vibrant American culture, with beautiful architecture and a lively campus atmosphere. Perfect for exploring educational heritage.
  2. Flemingsburg City Park: A delightful urban park ideal for families, featuring outdoor recreational activities, walking paths, and picnic spots, all within a serene city setting.
  3. Flemingsburg City Hall: The heart of local governance, this building represents community business and civic engagement, offering insight into the town's administrative workings.

Things to do recommended for families

Families will appreciate the serene atmosphere at Fleming County Recreation Park, located 19.3km from Hillsboro, perfect for relaxation. For sports enthusiasts, the Ellis Johnson Arena, situated 24.1km away, offers exciting sporting events and activities that everyone can enjoy together.

Things to do recommended for groups

Groups visiting Hillsboro can enjoy a round of golf at the Fleming County Golf Association, located 17.7km away. This picturesque course offers a perfect outdoor vibe for sports enthusiasts, making it an ideal spot for group camaraderie and friendly competition.

What do I need to keep in mind when booking a vacation in Hillsboro

If you're travelling with a group, bringing along your family or pets, or seeking extended stays, be sure to filter your options based on your specific priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Hillsboro with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Hillsboro with young kids: Travelling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your travel experience.
  • Taking your pets with you to Hillsboro: For many families, a trip wouldn’t feel complete without their furry companion by their side. If that resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Hillsboro: If you're seeking vacation rentals with special offers for stays of a month or more, you've come to the right spot. By utilizing the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Hillsboro

Hillsboro, Kentucky, offers a delightful blend of outdoor adventures and scenic beauty, making it an ideal getaway. Explore the charming houses in Hillsboro and nearby neighbourhoods like Forest Grove, where you can immerse yourself in a romantic atmosphere filled with art and culture. Don't miss the breathtaking views from local vantage points, perfect for a secluded escape in nature. Whether you're seeking adventure or relaxation, Hillsboro has something special for every traveller.

  • Morehead: Morehead is a vibrant city located 22.5km from Hillsboro, known for its stunning outdoor scenery and adventure-filled experiences. Visitors flock to Morehead for its recreational areas, hiking trails, and campgrounds nestled within picturesque landscapes. Notable attractions include the tranquil lake and the expansive national state park, which provide ample opportunities for hiking, fishing, and picnicking. The city's blend of natural beauty and outdoor activities makes it an ideal destination for nature enthusiasts and adventure seekers alike.
  • Ramey: Ramey, a charming village situated 12.9km from Hillsboro, offers a romantic and scenic getaway. This quaint community is perfect for those looking to immerse themselves in a quiet, educational atmosphere while enjoying activities like golfing at local courses. Nearby attractions include a historic college university, a serene lake, and the awe-inspiring canyon gorge, providing a rich backdrop for exploration. Ramey’s peaceful environment, combined with its engaging recreational options, makes it a delightful stop for couples and families alike.
  • Salt Lick: Salt Lick, located 22.5km from Hillsboro, is another city that promises outdoor enthusiasts an unforgettable experience. With its beautiful recreational areas, campgrounds, and extensive hiking trails, Salt Lick is ideal for those who appreciate nature and adventure. The area boasts a charming lake and features a national state park that beckons visitors to explore its diverse ecosystems. Salt Lick’s focus on outdoor activities, coupled with its stunning scenery, makes it a perfect destination for anyone looking to reconnect with nature.

Best time to go to Hillsboro

If you're planning a trip to Hillsboro, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in January, March and July, while off-peak times, like August to September and November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January32.4°F (0.2°C)Light RainMostly CloudyHighSlightly Low
February36.0°F (2.2°C)Light RainMostly CloudyAverageSlightly Low
March44.8°F (7.1°C)Light RainMostly CloudyHighAverage
April54.3°F (12.4°C)Light RainMostly SunnyAverageSlightly Low
May64.0°F (17.8°C)Light RainMostly SunnyAverageAverage
June71.8°F (22.1°C)Light RainMostly SunnyAverageSlightly High
July75.2°F (24.0°C)Light RainMostly SunnyHighAverage
August73.9°F (23.3°C)Light RainMostly SunnyLowSlightly High
September68.0°F (20.0°C)Light RainMostly SunnyLowAverage
October56.7°F (13.7°C)Light RainMostly SunnyAverageAverage
November44.8°F (7.1°C)Light RainMostly SunnyLowAverage
December38.3°F (3.5°C)Light RainMostly CloudyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking a longer stay to take advantage of substantial savings. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect accommodation for your needs.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a user-friendly platform where you can effortlessly plan new trips, resume your previous arrangements, or manage your travel itinerary. You can easily access properties you've saved or booked, organized into sections for Potential, Upcoming, and Current Trips. To begin using the Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Choose a vacation rental for your Hillsboro getaway

Learn about the unique charm of Hillsboro with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Sightseeing in and around Hillsboro

Do you want to find attractions to visit in the area? Venture out of your cozy vacation rental and experience everything that makes Hillsboro a fun place to get away. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Fleming County Recreation Park (11.7 mi / 18.8 km)
  • Fleming County Golf Association (11.2 mi / 18 km)

Exploring the natural features in Hillsboro

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Hillsboro is a great place to get outside. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Cave Run Lake (18.4 mi / 29.7 km)
  • Lake Carnico (21 mi / 33.9 km)
  • Flemingsburg Recreation Park (11.6 mi / 18.7 km)
  • Daniel Boone Nation Forest (14.8 mi / 23.9 km)

Frequently asked questions

What is the best area to stay in Hillsboro when booking a vacation rental?
When considering a vacation rental in Hillsboro, Kentucky, the most appealing area to stay is the vicinity around the scenic Cave Run Lake. This picturesque location not only offers stunning views and a tranquil atmosphere but also provides easy access to a variety of outdoor activities such as fishing, boating, and hiking. With numerous properties available in this area, visitors often find a range of options that cater to different preferences and budgets.

Another charming neighbourhood to consider is the historical centre of Hillsboro itself. Staying here allows you to immerse yourself in the local culture and history, with quaint shops and eateries just a short stroll away. The nearby Daniel Boone National Forest is a must-visit, offering breathtaking trails and the opportunity to explore Kentucky's natural beauty.
How much does it cost to rent a vacation home in Hillsboro?
Prices for vacation rentals in Hillsboro vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Hillsboro to more spacious homes.
Are there any discounts for Hillsboro vacation house rentals?
You can find great discounts on house rentals in Hillsboro on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Hillsboro?
In Hillsboro, cabins are a popular choice for vacation rentals, with several available throughout the area. These cabins often feature rustic charm, complete with fully equipped kitchens, cozy living areas, and outdoor decks or porches that allow guests to enjoy the serene countryside views. Many rentals are set amidst natural surroundings, providing a peaceful retreat for those looking to escape the hustle and bustle of city life.
Are there any family house rentals in Hillsboro?
In Hillsboro, Kentucky, there are several family-friendly house rentals available, making it a suitable destination for those travelling with children. The area is known for its charming rural surroundings and proximity to natural attractions. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where kids can safely play and explore.
Can I find long-stay vacation rentals in Hillsboro?
A long-stay vacation rental in Hillsboro is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Hillsboro?
In Hillsboro, Kentucky, there are several pet-friendly house rentals available for travellers seeking a comfortable stay with their furry companions. Many of these properties offer amenities such as spacious gardens, outdoor seating areas, and fully equipped kitchens, making them ideal for families or groups looking to enjoy a home-away-from-home experience.
Are there any remote work vacation rentals in Hillsboro?
In Hillsboro, Kentucky, there are several vacation rentals available that cater specifically to remote workers. These properties typically feature essential amenities such as reliable Wi-Fi and designated laptop workspaces, ensuring a productive environment for those balancing work and leisure. The area itself offers a serene countryside setting, great for those looking to escape the hustle and bustle while still being able to connect for work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Hillsboro vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Hillsboro with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
When is the best time to visit Hillsboro for a vacation rental?
The peak travel season in Hillsboro typically spans from May to July, making it the most popular time for vacation rentals. During these months, visitors flock to the area to immerse themselves in outdoor adventures, enjoy the vibrant local festivals, and experience the natural beauty of the region. With temperatures averaging in the mid to high 20s Celsius, the warm weather is superb for hiking, biking, and exploring the stunning landscapes that Kentucky has to offer.

July stands out as the height of the tourist season, with the community coming alive with events and activities that attract travellers. From local fairs to outdoor concerts, there's a palpable energy in the air that enhances your stay.

For those looking to travel on a budget, February offers a quieter alternative. This month, while cooler with temperatures usually hovering around 5°C, provides a unique opportunity to enjoy the serene beauty of Hillsboro without the bustling crowds. It's an excellent time for peaceful walks and appreciating the winter landscapes, as well as exploring local attractions at a more leisurely pace.
How early should I book a Hillsboro vacation rental?
Book your Hillsboro vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Hillsboro home rental booking on Vrbo?
To find Hillsboro vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Hillsboro vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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