Hillsboro vacation rentals

We found 36 vacation rentals — enter your dates for availability

Nestled in the heart of nature, Hillsboro beckons travelers with its lush landscapes, serene beaches, and rich cultural experiences. From exhilarating hikes at Rutledge Falls to the tranquil charm of Monteagle’s hiking trails, this destination is perfect for families and groups seeking adventure and relaxation. With a variety of cozy cabins and spacious vacation homes, you can unwind in comfort and style, enjoying all the amenities of home while creating unforgettable memories together.

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Find out more about Hillsboro

Why visit Hillsboro

  • Outdoor Adventures: Hillsboro offers stunning waterfalls, serene lakes, and intriguing caves for nature lovers and families.
  • Charming Neighborhoods: Explore friendly communities with scenic views, perfect for a peaceful getaway.
  • Highland County Beauty: Discover walkable homes and recreational spots nearby, enhancing your outdoor experience.
  • Vibrant Atmosphere: Enjoy a lively ambiance reminiscent of New Orleans, ideal for both families and business travelers.
  • Diverse Accommodation: Choose from cozy vacation homes, charming cabins, or comfortable hotels for your stay.

Popular types of accommodation in Hillsboro

Planning a getaway to Hillsboro? The next step is picking the perfect place to stay. Explore the most popular vacation rentals, including cozy houses, charming cabins, and quaint cottages. Whether you need spacious bedroom rentals or prefer the comforts of Hillsboro hotels, we've got you covered. Discover the best vacation rentals that offer transparency, savings, and reassurance for your trip.

  • Houses: The top choice for travelers in Hillsboro, these spacious homes offer a comfortable and personalized stay for families and groups.
  • Cabins: A charming option for nature lovers, these rustic retreats provide a cozy atmosphere surrounded by beautiful landscapes.
  • Cottages: Quaint and inviting, cottages in Hillsboro offer a delightful home-away-from-home experience for couples and small families.
  • Apartments: Ideal for solo travelers or couples, these versatile spaces provide convenience and easy access to local amenities.
  • Chalets: Nestled in scenic areas, chalets combine comfort with stunning views, perfect for a relaxing getaway.**

Top attractions near Hillsboro

Hillsboro, Tennessee, offers a delightful mix of outdoor adventures and cultural experiences, making it an ideal vacation spot. Visitors can explore stunning waterfalls, serene lakes, and intriguing caves, perfect for families and nature enthusiasts alike. Whether you're seeking a relaxing getaway or an exciting trip filled with local attractions, Hillsboro has something for everyone to enjoy.

  • Rutledge Falls: A stunning waterfall located 10 miles from Hillsboro, Rutledge Falls is perfect for those seeking outdoor adventure and romance. Its picturesque setting and tranquil atmosphere make it an ideal spot for a relaxing picnic or a refreshing swim on a warm day.
  • Old Stone Fort State Archaeological Park: Situated 9 miles away, this archaeological site offers a glimpse into ancient Native American history. Explore the park's scenic trails and learn about the culture and heritage of the area through informative exhibits.
  • Elk River Dam: Located 11 miles from Hillsboro, Elk River Dam provides breathtaking views and opportunities for outdoor activities. It's a great spot for fishing, hiking, or simply enjoying the natural beauty of the surrounding landscape.

Things to do recommended for couples

For a memorable couple's getaway in Hillsboro, don’t miss the Great Stage Park, located 7 miles away. Enjoy the lively atmosphere of an outdoor music concert, perfect for creating lasting memories together under the stars.

Things to do recommended for families

Families visiting Hillsboro can enjoy the serene beauty of Short Springs Natural Area, only 12 miles away, perfect for relaxation and outdoor fun. Nearby, May Prairie Natural Area, just 4 miles from town, offers a peaceful setting for nature walks and family bonding.

Things to do recommended for groups

In Hillsboro, groups can tour the George Dickel Distillery for a taste of local spirits, hike the scenic Estill Springs Walking Trail for outdoor adventure, and enjoy a round of golf at the Arnold Golf Course, perfect for sports enthusiasts.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When traveling with a group, family, pets, or planning an extended stay, it’s important to prioritize your needs in the booking process. Here are some helpful tips for booking on Vrbo.

  • Traveling to Hillsboro with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor areas for group gatherings. Luckily, Vrbo allows you to filter for all of these options and more.
  • Traveling to Hillsboro with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with having access to suitable amenities, like a private swimming pool. Additionally, you should think about how close you are to family-friendly attractions.
  • Taking your pets with you to Hillsboro: For many families, a vacation isn't truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer essentials like food bowls and beds, ensuring that every member of the family 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 using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Hillsboro

Hillsboro, Tennessee, offers a delightful blend of outdoor adventures and cultural experiences. Explore the charming neighborhoods that boast friendly people and scenic views, perfect for a peaceful getaway. Nearby, discover the beauty of Highland County, where walkable homes and recreational spots await. Don't miss the vibrant atmosphere reminiscent of New Orleans, making it an ideal destination for families and business travelers alike, ensuring a memorable vacation filled with opportunities to relax and explore.

  • Manchester: Located 8 miles from Hillsboro, Manchester is a charming city known for its stunning outdoor scenery and romantic atmosphere. Visitors are drawn to the area's recreational opportunities, including music concerts and educational events. Nature lovers will appreciate the nearby lake, national state park, and caves that offer breathtaking views and a chance to explore the great outdoors. Whether you're hiking through the park or enjoying a tranquil day by the lake, Manchester is a perfect getaway for those seeking a blend of relaxation and adventure.
  • Monteagle: Situated 14 miles from Hillsboro, Monteagle is a picturesque city that promises outdoor excitement and scenic beauty. Renowned for its hiking trails, this region attracts adventure seekers eager to explore its lush landscapes. The local recreational areas and educational opportunities make it a great destination for families and nature enthusiasts alike. With a stunning lake, a national state park, and fascinating caves nearby, Monteagle offers a diverse range of attractions that cater to those looking to immerse themselves in nature and experience thrilling outdoor activities.
  • Tullahoma: Also located 14 miles from Hillsboro, Tullahoma is a delightful city that offers a romantic ambiance alongside a wealth of outdoor activities. Visitors can enjoy the various recreational areas, campgrounds, and hiking trails that the region has to offer. The nearby lake, national state park, and museum provide a rich tapestry of experiences for tourists. Whether you’re strolling through lush parks or uncovering the local history in the museum, Tullahoma invites you to enjoy a blend of adventure and culture on your vacation.

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 March and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January37.9°F (3.3°C)Light RainMostly CloudyAverageSlightly Low
February42.3°F (5.7°C)Light RainMostly CloudyAverageSlightly Low
March49.8°F (9.9°C)Light RainMostly SunnySlightly HighSlightly Low
April57.7°F (14.3°C)Light RainMostly SunnyAverageAverage
May66.6°F (19.2°C)Light RainMostly SunnyAverageAverage
June74.3°F (23.5°C)Light RainMostly SunnySlightly HighSlightly High
July76.6°F (24.8°C)Light RainMostly SunnySlightly HighSlightly High
August75.4°F (24.1°C)Light RainMostly SunnyAverageSlightly High
September70.2°F (21.2°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnySlightly LowAverage
November48.6°F (9.2°C)Light RainMostly SunnySlightly LowAverage
December42.8°F (6.0°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you find the best options for your needs.

Vrbo Trips: Effortless planning

Vrbo's groundbreaking Trip Board offers you a convenient way to plan your next adventures, pick up from where you last stopped, or keep track of your travel arrangements. You can easily access the properties you've saved or booked in sections labeled Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Hillsboro getaway

Learn about the unique charm of Hillsboro with a stay in a private vacation home. This city has something for everyone. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Hillsboro

Are you hoping to discover things to do while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Hillsboro a fun place to get away. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Tim's Ford Marina (20.2 mi / 32.5 km)
  • Sewanee Golf and Tennis Club (14.4 mi / 23.2 km)
  • Hammers (17.6 mi / 28.3 km)
  • Arnold Golf Course (12.1 mi / 19.4 km)
  • Lakewood Golf & Country Club (13.6 mi / 21.9 km)

Exploring the natural features in Hillsboro

Whether you're looking for fun outdoor activities or just want to take in the scenery, Hillsboro is a great spot to appreciate mother nature. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Great Stage Park (6.5 mi / 10.5 km)
  • Rutledge Falls (9.5 mi / 15.4 km)
  • The Caverns (9.9 mi / 15.9 km)
  • Lake Cheston (14.1 mi / 22.8 km)
  • Greeter Falls (15.5 mi / 24.9 km)
  • Fiery Gizzard Grundy Forest Trailhead (16.8 mi / 27 km)

Frequently asked questions

What are the best areas to stay in a vacation rental in Hillsboro?
Hillsboro offers a house, providing a comfortable and spacious base for your trip. This type of vacation rental is ideal for guests seeking privacy and room to spread out, whether for a weekend getaway or an extended stay. It's a great option for those looking for a whole place to themselves, allowing you to settle in and enjoy the local surroundings.
What amenities do vacation rentals in Hillsboro usually offer?
Vacation rentals in Hillsboro provide a range of comforts to make your stay enjoyable. You'll find essential amenities like a fully equipped kitchen, a washer and dryer for convenience, and free WiFi to stay connected. Many properties also offer air conditioning, a patio or yard for outdoor relaxation, and free parking. For added enjoyment, some vacation rentals in Hillsboro feature a private pool and a hot tub.
Are there family-friendly vacation rentals in Hillsboro?
Hillsboro offers a family-friendly house, providing a welcoming space for those traveling with children. This type of vacation rental is designed to accommodate families, offering amenities such as a fully equipped kitchen for meal preparation, a washer and dryer for laundry needs, and outdoor play areas. You might also find features like games and books for children, ensuring entertainment for all ages during your stay.
How much does a Hillsboro vacation rental cost?
Vacation rentals in Hillsboro have an average nightly cost of $229. You can find options starting from a minimum of $167 per night, offering great value for a house. Prices can vary based on the size of the property and the time of year you plan to visit. For instance, rates tend to be higher during the peak season from March to May, while you might find more budget-friendly options in the October to December period, particularly in December.
When is the best time to stay in a vacation rental in Hillsboro?
The months of October through December often present a good opportunity for a Hillsboro vacation rental, with December typically offering the lowest prices. For those seeking warmer weather and a livelier atmosphere, March through May is considered the peak season, with March being the busiest month. Planning your trip during these specific months can help you align with your preferred weather and budget for your stay.
What are some top things to do while staying in a Hillsboro vacation rental?
Hillsboro vacation rentals offer a convenient base for exploring the natural beauty of the area. You can plan a visit to the Sewanee Natural Bridge, a unique geological formation located about 6 miles from Hillsboro, perfect for a scenic hike. Another notable landmark is the Sewanee Memorial Cross, found approximately 4 miles away, offering a peaceful spot for reflection. After a day of exploring these local sights, you can return to the comfort of your vacation rental to relax and recharge.
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. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any remote work vacation rentals in Hillsboro?
In Hillsboro, Tennessee, there are several vacation rentals suitable for remote work. These properties typically offer amenities such as high-speed internet, dedicated desk spaces, and comfortable desk chairs, ensuring that guests can work efficiently during their stay. Many of these rentals also provide free Wi-Fi, which is essential for seamless connectivity. The area itself is known for its peaceful rural setting, making it an ideal backdrop for productivity along with relaxation. 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 travelers 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.
What are popular rental amenities in Hillsboro?
In Hillsboro, popular rental amenities include features that enhance comfort and convenience for travelers. Many vacation rentals boast balconies or decks and patios, providing outdoor spaces for relaxation and enjoying the surrounding nature. Additionally, travelers can expect kitchens equipped with blenders, making it easy to prepare meals. Family-friendly options often include books for children, ensuring that young guests have entertainment during their stay. Some properties even offer computer monitors, suiting those who may need to work or stay connected while enjoying their vacation.
When is the best time to visit Hillsboro for a vacation rental?
The peak travel season in Hillsboro occurs from May to July, with July being the most popular month among visitors. This vibrant time invites travelers seeking outdoor adventures and local festivities, as the warm summer weather creates a great backdrop for exploring the scenic beauty of the area. Expect temperatures to range from the mid-70s to low 90s Fahrenheit, providing ample opportunity for outdoor activities such as hiking and biking.

During these summer months, the community comes alive with events that celebrate local culture, making it an ideal time for travelers who enjoy lively options and socializings. You'll find numerous hiking trails and parks nearby, superb for those wishing to immerse themselves in nature.

For those looking for a more budget-friendly option, consider visiting in November. This month offers a quieter experience, allowing you to enjoy the beautiful fall foliage and the serene countryside without the hustle and bustle of peak tourist season. While the temperatures may drop to the low 40s to mid-50s Fahrenheit, the crisp air and stunning autumn colors provide a unique charm to your visit.

Ultimately, the best time to book a vacation rental in Hillsboro hinges on your preferences—whether you crave the energetic ambiance of summer or the peaceful beauty of fall.
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.
What are the top attractions in Hillsboro, Tennessee, United States of America?
In Hillsboro, Tennessee, visitors can enjoy a mix of natural beauty and local charm. The area is known for its picturesque landscapes, particularly along the scenic Duck River, which offers opportunities for fishing, kayaking, and enjoying peaceful outdoor moments. The nearby Cedars of Lebanon State Park features hiking trails, picnic areas, and camping facilities, making it a great spot for nature enthusiasts.

For those interested in local history, the Hillsboro area is close to the historic town of Lebanon, where attractions like the Wilson County Courthouse and the Lebanon Museum provide insights into the region's past. The downtown area is dotted with quaint shops and eateries, giving visitors a taste of the local culture.
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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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