Shelbyville vacation rentals

We found 101 vacation rentals — enter your dates for availability

Discover a selection of 31 homes, 10 apartments, and other vacation rentals in Shelbyville that are perfect for your trip. Whether you’re staying in a vacation home with a group or just with your pet, you'll find the amenities you need and want, which might include parking and a pool. Whatever you're looking for, you'll be able to choose a rental that has what everyone needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Shelbyville

Why visit Shelbyville

  • Outdoor Adventures: Enjoy urban parks, serene lakes, and beautiful botanical gardens perfect for family outings or solo exploration.
  • Charming Neighborhoods: Experience the warm, welcoming atmosphere and friendly local vibe that Shelbyville offers.
  • Nearby Excursions: Visit nearby cities like Lawrenceburg and Frankfort for delightful day trips and scenic views.
  • Diverse Accommodations: Choose from private vacation homes, cozy cottages, or modern apartments for a comfortable stay.
  • Family-Friendly Activities: Engage in various activities suitable for all ages, making it ideal for romantic getaways or family vacations.

Popular types of accommodation in Shelbyville

Planning a getaway to Shelbyville? Discover the charm of houses, cozy cottages, and modern apartments that make your stay unforgettable. From spacious house rentals to the convenient Shelby Oaks Apartments, you'll find the perfect accommodation to suit your needs. Enjoy popular amenities and the comforts of home while exploring all that Shelbyville has to offer. Start your adventure today and find your ideal vacation rental.

  • Houses: The top choice for visitors in Shelbyville, offering spacious and comfortable living for families or groups.
  • Apartments: A popular option for those seeking a convenient and home-like atmosphere during their stay.
  • Cottages: Charming and cozy, these rentals provide a quaint escape in the heart of Shelbyville.
  • Cabins: Perfect for nature lovers, cabins offer a rustic retreat surrounded by beautiful scenery.
  • Condos: A modern choice with amenities, ideal for travelers wanting a blend of comfort and convenience.**

Top attractions in and around Shelbyville

Shelbyville, Kentucky, offers a delightful blend of outdoor adventures perfect for family, romantic, or solo vacations. Visitors can explore urban parks, serene lakes, and beautiful botanical gardens. The area's attractions cater to those seeking both a city experience and nature, making it an ideal destination for travelers looking to enjoy the great outdoors and create lasting memories with loved ones.

  • Guist Creek Lake State Park: Enjoy stunning natural beauty and a variety of recreational activities, including fishing, hiking, and picnicking along the serene shores of Guist Creek Lake. This state park offers a peaceful retreat with scenic trails and opportunities to connect with nature.
  • Gallrein Farms: Experience the charm of a family-friendly farm where you can pick fresh produce, enjoy seasonal activities, and meet friendly animals. This vibrant community spot is perfect for families looking to connect with agriculture and nature.
  • Taylorsville Lake: Located 14 miles from Shelbyville, this picturesque lake offers sandy beaches, scenic views, and ample outdoor activities. It’s an ideal spot for romantic picnics, water sports, and enjoying nature's beauty.

Things to do recommended for couples

For a romantic getaway in Shelbyville, visit Talon Winery for a cozy ambiance and entertainment. Just 17 miles away, Smith Berry Vineyard and Winery offers a charming escape with beautiful views. Enjoy wine tasting and create lasting memories with your partner.

Things to do recommended for families

Families will have a blast at Bluegrass Indoor Karting, located 18 miles from Shelbyville, where adventure vibes await. Don't miss out on Danger Run, an arcadeAdventureZone situated 19 miles away, perfect for family fun and excitement.

Things to do recommended for groups

In Shelbyville, your group can enjoy a shopping spree at The Outlet Shoppes of the Bluegrass, play a round of golf at Weissinger Hills Golf Course, and catch a show at the Shelby County Community Theatre for a mix of entertainment, culture, and outdoor fun.

*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 Shelbyville

When traveling with a group, family, pets, or planning an extended stay, it's essential to use the right filters to meet your needs. Here are some helpful booking tips for Vrbo to guide you.

  • Traveling to Shelbyville with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. The good news is that you can easily filter for these options and many more on Vrbo.
  • Traveling to Shelbyville 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 suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Shelbyville: For many families, a vacation isn't truly fulfilling without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Shelbyville: If you're in search of vacation rentals offering discounts 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 criteria as well.

Where to stay near Shelbyville

Discover the charm of Shelbyville, Kentucky, where outdoor adventures and family-friendly activities await. Explore nearby cities like Lawrenceburg and Frankfort for delightful excursions, scenic views, and a warm, welcoming atmosphere. Whether you're seeking a romantic getaway or a fun-filled family vacation, Shelbyville offers a perfect blend of suburban living and exciting experiences. Enjoy the friendly local vibe and create lasting memories in this beautiful region.

  • Simpsonville: Located 7 miles from Shelbyville, Simpsonville is a vibrant city that caters to families and business travelers alike. This city offers a delightful mix of shopping experiences, with a popular shopping mall center and various local boutiques. Golf enthusiasts will appreciate the well-maintained golf course nearby. For those looking to host or attend events, the local conference venue and convention center provide excellent facilities. Additionally, the serene lake offers a peaceful retreat for picnics or leisurely strolls.
  • Finchville: Just 6 miles away from Shelbyville, Finchville is perfect for outdoor lovers seeking a romantic getaway or entertainment options. Visitors can explore the shopping mall and nearby recreational areas, making it an ideal spot for both relaxation and fun. The local lake is perfect for fishing or kayaking, while the nearby national state park offers stunning trails for hiking and wildlife viewing. Finchville's charming atmosphere enhances its appeal, making it a wonderful place to unwind.
  • Bagdad: Situated 10 miles from Shelbyville, Bagdad is an outdoor enthusiast's paradise. Families and adventure-seekers flock to this city for its scenic recreational areas, campgrounds, and hiking trails that promise unforgettable experiences in nature. The area is also known for its significant architecture, giving visitors a taste of local history. With a beautiful lake and access to a national state park, Bagdad is the perfect destination for those looking to immerse themselves in Kentucky's stunning landscapes.

Best time to go to Shelbyville

If you're planning a trip to Shelbyville, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January32.7°F (0.4°C)Light RainMostly CloudyAverageSlightly Low
February36.5°F (2.5°C)Light RainMostly CloudyAverageSlightly Low
March45.7°F (7.6°C)Light RainMostly CloudyAverageSlightly Low
April55.0°F (12.8°C)Light RainMostly SunnySlightly HighAverage
May64.9°F (18.3°C)Light RainMostly SunnyAverageSlightly High
June73.0°F (22.8°C)Light RainMostly SunnySlightly HighAverage
July76.3°F (24.6°C)Light RainMostly SunnySlightly HighSlightly High
August74.8°F (23.8°C)Light RainMostly SunnyAverageAverage
September69.1°F (20.6°C)Light RainMostly SunnyAverageSlightly High
October57.6°F (14.2°C)Light RainMostly SunnySlightly LowAverage
November45.3°F (7.4°C)Light RainMostly SunnySlightly LowAverage
December38.7°F (3.7°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as this can lead to significant price differences. Also, extending your stay might offer you even better savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on the whole booking. Being the planner truly comes with its benefits. When you enroll in our travel rewards program, One Key, you’ll gain access to exclusive discounts and earn OneKeyCash on eligible bookings. Sign up today and start enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board is a fantastic tool that allows you to plan new trips, pick up right where you left off, and keep your travel plans organized. You can easily access the properties you've saved or booked by checking out your Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The captivating city of Shelbyville awaits you

The area's entertainment and opera are just a few of the reasons to vacation in Shelbyville. This city's golfing, shopping and cafes draw many visitors. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Shelbyville

Do you want to discover top things to see and do while you're in the area? Venture out of your vacation home and experience everything that makes Shelbyville a fun spot to vacation. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Valhalla Golf Club (13.6 mi / 22 km)
  • Lovers Leap Vineyards and Winery (20.6 mi / 33.1 km)
  • Prodigy Vineyards & Winery (23.3 mi / 37.5 km)
  • Talon Winery (2.9 mi / 4.7 km)
  • Polo Fields Golf and Country Club (12.3 mi / 19.8 km)
  • The Red Scooter (14.1 mi / 22.6 km)

Exploring the natural landscape of Shelbyville

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Shelbyville is a great spot to appreciate mother nature. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Ohio River Valley (11.6 mi / 18.6 km)
  • Taylorsville Lake State Park (12.7 mi / 20.4 km)
  • Beckley Creek Park (13.6 mi / 21.9 km)
  • Taylorsville Lake (14.9 mi / 23.9 km)
  • Yew Dell Botanical Gardens (15.6 mi / 25.1 km)
  • E.P. Tom Sawyer State Park (18.8 mi / 30.3 km)

Traveling to and around Shelbyville

The nearest airport is in Louisville, KY (LOU-Bowman Field), located 24.1 mi (38.7 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Louisville Intl. Airport (SDF), which is 28.2 mi (45.4 km) away.

Frequently asked questions

What is the best area to stay in Shelbyville, Kentucky, United States of America when booking a vacation rental?
When considering a vacation rental in Shelbyville, Kentucky, the downtown area is an excellent choice. This vibrant neighborhood offers a charming atmosphere with historic architecture and a variety of local shops and eateries. Here, you can easily explore attractions such as the Shelby County Historical Society, which provides insights into the rich local history, and the beautiful Clear Creek Park, superb for a leisurely stroll or a picnic.

Another appealing option is the vicinity around the Kentucky Bourbon Trail, where you can find several properties that provide a cozy retreat after a day of touring the nearby distilleries. The scenic countryside surrounding Shelbyville is also worth exploring, particularly for those who appreciate outdoor activities and picturesque landscapes.
How much does it cost to rent a vacation home in Shelbyville?
Prices for vacation rentals in Shelbyville 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Shelbyville to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Shelbyville vacation house rentals?
You can find great discounts on house rentals in Shelbyville 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 Shelbyville?
In Shelbyville, vacation houses are the most popular type of rental, with about 26 available throughout the area. These houses often come with multiple bedrooms, full kitchens, and spacious living areas, providing a comfortable environment for families or groups. Additionally, several apartments, cottages, and cabins are also available, each offering a unique charm and often including amenities like outdoor seating areas and easy access to local attractions.
Are there any family house rentals in Shelbyville?
In Shelbyville, Kentucky, there are some available family-friendly house rentals, with around 29 options to choose from. Visitors can find accommodations in neighborhoods that offer spacious living environments, great for families. Many of these homes come equipped with essential amenities such as full kitchens, comfortable dining areas, and outdoor spaces for children to play.

Nearby, families can explore the beautiful Shelbyville parks, which often feature playgrounds and picnic areas, ideal for a day of outdoor fun. Additionally, the town is known for its historic sites and local equestrian culture, providing great experiences for visitors of all ages.
Can I rent a vacation home with a pool or hot tub in Shelbyville?
In Shelbyville, Kentucky, there are several vacation homes available for rent that feature pools or hot tubs, making it a great choice for travelers looking to relax and unwind. The area offers a mix of properties, some located near the scenic Shelbyville Lake, where guests can enjoy the natural beauty of the surroundings. Many rentals come equipped with private pools or hot tubs, spacious outdoor areas for entertaining, and fully equipped kitchens, great for families or groups. Find your rental in Shelbyville with a pool or a hot tub.
Can I find long-stay vacation rentals in Shelbyville?
A long-stay vacation rental in Shelbyville 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 pet-friendly house rentals in Shelbyville?
In Shelbyville, Kentucky, there are several pet-friendly house rentals available, offering a variety of amenities to accommodate travelers with pets. Many of these homes feature spacious outdoor areas, making it easy for pets to enjoy the fresh air, as well as modern kitchens and comfortable living spaces for relaxation.

The neighborhood surrounding Shelbyville provides easy access to local parks where pets can play and explore. Notable nearby parks include Clear Creek Park, which features walking trails and open spaces suitable for pets. The area is also known for its charming small-town atmosphere, with local shops and dining options that welcome pets, enhancing the overall experience for visitors traveling with their furry companions. See all pet-friendly rentals in Shelbyville.
Are there any Shelbyville vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Shelbyville 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 Shelbyville?
In Shelbyville, popular vacation rental amenities include fully equipped kitchens, which allow guests to prepare their own meals during their stay. Onsite parking is commonly available, providing convenience for travelers with vehicles. Many rentals also feature coffee and tea makers for a cozy morning routine. Outdoor spaces such as decks or patios are typical, offering a nice area to relax and enjoy the surroundings. Additionally, some properties come with fireplaces, adding a warm and inviting ambiance, particularly in the cooler months.
When is the best time to visit Shelbyville for a vacation rental?
The most popular time to visit Shelbyville is during the peak season from May to July, when the weather is warm and the town comes alive with various outdoor activities and local events. With temperatures typically ranging from the mid-60s to mid-80s Fahrenheit, this period is great for enjoying the vibrant setting and exploring the charming downtown area.

July stands out as the height of summer, offering visitors an array of opportunities to engage in outdoor adventures, such as horseback riding, hiking, and participating in local festivals. The lush greenery and beautiful landscapes provide a picturesque setting for sightseeing and leisurely strolls through Shelbyville's parks.

For those looking to save while still enjoying Shelbyville's charm, consider visiting in December. This off-peak month provides a great experience with holiday decorations creating a festive ambiance. Although it's a quieter time, visitors can still find cozy rental options and enjoy a more relaxed pace while exploring the town's attractions.

Ultimately, the best time to book a vacation rental in Shelbyville will depend on whether you prefer the excitement and energy of the peak summer season or the peacefulness of the quieter winter months filled with holiday spirit.
How early should I book a Shelbyville vacation rental?
Book your Shelbyville 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 Shelbyville, Kentucky, United States of America?
In Shelbyville, Kentucky, visitors can experience a variety of attractions that highlight the area's rich equestrian culture and Southern charm. The Kentucky Bourbon Trail is a significant draw, with several distilleries nearby that offer tours and tastings. The Shelby County Historical Society and Museum provides insights into the local history, featuring exhibits that showcase the region's heritage.

For those interested in horses, the nearby Kentucky Horse Park in Lexington is a must-visit, celebrating the state's equine legacy. The city's downtown area features quaint shops, local restaurants, and historic architecture that reflect Shelbyville's small-town charm. Visitors can also enjoy the beautiful landscapes at local parks, such as Clear Creek Park, which offers trails, picnic areas, and sports facilities.
Can I change or cancel my Shelbyville home rental booking on Vrbo?
To find Shelbyville 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 Shelbyville 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.

More Vacation Ideas