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Shelbyville vacation rentals

We found 91 vacation rentals — enter your dates for availability

Discover a selection of 27 homes 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.

Vacation rentals with weekly discounts - Shelbyville

Showing deals for:Nov 14 - Nov 21

Image gallery for Luxury lodge in the heart of the Bluegrass

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

Luxury lodge in the heart of the Bluegrass

Waddy, KY

9% off
Price is $1,332
$9,325 for 7 nights
All fees included
Luxury lodge in the heart of the Bluegrass

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Find out more about Shelbyville

Find out more about Shelbyville

Why visit Shelbyville

  1. Outdoor Adventures: Enjoy the numerous parks and scenic views perfect for hiking and exploring.
  2. Rich History: Discover historic homes and local landmarks that reflect Shelbyville's heritage.
  3. Family-Friendly Activities: Engage in fun activities suitable for all ages, making it a great family destination.
  4. Vibrant Downtown: Explore unique shops and local dining options in the charming downtown neighborhood.
  5. Pet-Friendly Accommodations: Choose from a variety of vacation rentals that welcome your furry friends.

Popular types of accommodation in Shelbyville

When exploring vacation rentals in Shelbyville, you'll find a variety of options, including houses, apartments, and condos. Whether you're searching for spacious homes with multiple bedrooms or cozy spots for a weekend getaway, there’s something for everyone. Additionally, many rentals are pet-friendly, making it easy to bring your furry friends along. Check out popular choices like the Saddlebred Park Apartments for easy access to local attractions!

  • Houses: The top choice for visitors in Shelbyville, offering spacious and comfortable settings ideal for families or groups.
  • Apartments: A popular option for those seeking convenience, these rentals provide a home-like atmosphere with essential amenities.
  • Condos: Stylish and modern, condos in Shelbyville are perfect for travelers wanting a blend of luxury and comfort.
  • Cottages: Charming and cozy, cottages offer a quaint escape for those looking to relax in a serene environment.
  • Cabins: A favorite among nature lovers, cabins provide a rustic retreat surrounded by beautiful landscapes.**

Top attractions in Shelbyville

Shelbyville, Kentucky, offers a delightful mix of outdoor adventures and family-friendly experiences, making it an ideal vacation spot. Visitors can explore urban parks, historic houses, and nearby national state parks, all while enjoying bluegrass rides and scenic views. This charming city provides a unique cultural experience that caters to all types of travelers seeking adventure and relaxation.

  1. Gallrein Farms: A delightful family-friendly farm experience right in Shelbyville, Gallrein Farms offers a warm atmosphere with friendly staff. Enjoy seasonal activities like pumpkin picking, petting zoos, and fresh produce, making it a perfect spot for families to bond and create lasting memories.
  2. Taylorsville Lake State Park: Located 13 miles from Shelbyville, this state park offers thrilling outdoor adventures amidst stunning scenery. With hiking trails, fishing spots, and picnic areas, it’s an ideal destination for nature lovers seeking fun and relaxation.
  3. Taylorsville Lake: Just 14 miles away, Taylorsville Lake features picturesque views and a romantic atmosphere. Enjoy beach access, boating, and various outdoor activities, perfect for couples or families looking to unwind by the water.

Things to do recommended for couples

For a romantic getaway in Shelbyville, visit Talon Winery for delightful wine and entertainment, or enjoy luxury at Valhalla Golf Club, just 14 miles away. Don't miss the Country Place Jamboree, a lively concert experience located 13 miles from Shelbyville, perfect for couples looking to have fun together.

Things to do recommended for families

During your family vacation in Shelbyville, explore IceLand Sports Complex for ice skating, visit Bluegrass Indoor Karting for thrilling races, and enjoy the fun at Danger Run, an exciting arcade adventure zone. Each activity offers a fantastic blend of adventure and family-friendly vibes!

Things to do recommended for groups

Explore The Outlet Shoppes of the Bluegrass for great shopping and family fun just 7 miles from Shelbyville. Enjoy a tour and tasting at the Buffalo Trace Distillery, located 19 miles away, or hit the greens at Weissinger Hills Golf Course right in Shelbyville for some outdoor sports excitement.

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

When planning your trip—whether you're traveling with a group, family, pets, or seeking extended stays—be sure to prioritize your filters accordingly. Here are some helpful booking tips for using Vrbo.

  • Traveling to Shelbyville with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Shelbyville with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with finding 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 trip wouldn’t feel complete without their furry companions. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that all members of the family feel comfortable and at home.
  • Planning for a long term stay visiting Shelbyville: If you're in search of vacation rentals that offer great deals 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 rental options. Don't forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Shelbyville

Discover the charm of Shelbyville, Kentucky, the heart of the Bluegrass region. This family-friendly destination offers outdoor adventures and rich historical experiences. Explore the vibrant downtown neighborhood, where friendly locals welcome you. Nearby, visit New Albany for unique shops and dining. Whether you’re strolling along Robin Rd or enjoying recreation at local parks, Shelbyville promises an unforgettable vacation filled with adventure and warmth.

  • Frankfort: Located 19 miles from Shelbyville, Frankfort is the capital city of Kentucky and offers a rich blend of history and outdoor adventure. Visitors can explore the scenic parks, such as the beautiful Cove Spring Park, or hike along the trails that wind through the area. Frankfort is known for its stunning architecture, including the iconic Kentucky State Capitol and the historic Old State Capitol. For families, there are ample recreational areas and campgrounds, making it a perfect spot for outdoor activities and family bonding.
  • Bardstown: Situated 31 miles from Shelbyville, Bardstown is often referred to as the "Bourbon Capital of the World." This charming city is a haven for those seeking outdoor adventures, with beautiful hiking trails and golf courses nearby. The Bardstown Visitor Center is a great starting point for exploring the area’s rich history and culture. Visitors can enjoy the serene atmosphere of local lakes or indulge in bourbon tastings at nearby distilleries. Bardstown is known for its warm hospitality and vibrant community events, making it a delightful destination for families.
  • Simpsonville: Just 7 miles from Shelbyville, Simpsonville is a growing city that boasts a family-friendly atmosphere and convenient shopping options. The city features a variety of shopping centers and golf courses, making it ideal for those looking to relax and enjoy leisure activities. Notable landmarks include a conference venue and a beautiful lake, perfect for picnics and outdoor gatherings. Simpsonville combines urban amenities with a small-town feel, ensuring a pleasant experience for both tourists and locals alike.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January32.7°F (0.4°C)Light RainMostly CloudyAverageSlightly Low
February36.5°F (2.5°C)Light RainMostly CloudyAverageAverage
March45.7°F (7.6°C)Light RainMostly CloudyAverageAverage
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 HighSlightly High
July76.3°F (24.6°C)Light RainMostly SunnySlightly HighAverage
August74.8°F (23.8°C)Light RainMostly SunnyAverageSlightly Low
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 LowSlightly Low

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you might find considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you’ll receive OneKeyCash™ on the total booking amount. Being the organizer truly has its benefits! Become a member of our One Key rewards program to unlock exclusive savings and earn OneKeyCash™ on qualifying stays. Sign up today and begin reaping the rewards!

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient way to plan new trips, pick up from where you last stopped, or view and organize your travel arrangements. You can easily access the properties you've saved or booked in the sections labeled Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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)
  • Wild Turkey Trace Golf Course (21.1 mi / 33.9 km)
  • Talon Winery (2.9 mi / 4.7 km)
  • Persimmon Ridge Golf Club (12.9 mi / 20.7 km)
  • Rising Sons Home Farm Winery (20 mi / 32.2 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:

  • 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)
  • Lagrange Quarry (18 mi / 28.9 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 when booking a vacation rental?
When looking for the best area to stay in Shelbyville, Kentucky, consider the charming downtown neighborhood. This area is not only picturesque but also conveniently located near some of the town's top attractions. You'll find a variety of vacation rentals, ranging from cozy cottages to spacious homes, allowing for a comfortable stay while you explore the local scene.

One must-visit attraction nearby is the Shelby County Historical Society, where you can dive into the rich history of the region. Additionally, the famous Claudia Sanders Dinner House is just a short drive away, offering a delightful dining experience that pays homage to the legacy of Colonel Sanders. With a good selection of properties available, downtown Shelbyville provides a superb blend of convenience and local charm, making it an ideal choice for your vacation rental.
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 prevalent type of rental, with about 24 available throughout the area. These homes typically feature multiple bedrooms, full kitchens, and spacious living areas, making them ideal for families and groups looking for a comfortable stay. Additionally, there are several apartments, cottages, and cabins scattered around the city, each providing a cozy, home-like atmosphere. Many of these rentals include outdoor spaces or patios, superb for enjoying the pleasant Kentucky weather.
Are there any family house rentals in Shelbyville?
In Shelbyville, Kentucky, families will find a variety of vacation rentals—approximately 25 options scattered throughout the area. The town is known for its welcoming atmosphere and proximity to attractions like the Kentucky Bourbon Trail and the scenic beauty of the surrounding countryside. Many of these homes offer spacious living areas, full kitchens for preparing family meals, and outdoor spaces for kids to enjoy.

Amenities such as Wi-Fi, air conditioning, and laundry facilities are commonly available, ensuring a comfortable stay for all members of the family. Additionally, the nearby parks and local events provide opportunities for family bonding and outdoor activities.
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 and hot tubs. This charming city, known for its horse racing heritage and picturesque landscapes, offers a selection of properties that cater to travelers seeking relaxation and recreation. Many rentals come equipped with private pools, hot tubs, and outdoor spaces great for enjoying the warm Kentucky weather. Additionally, travelers can expect amenities such as fully equipped kitchens, spacious living areas, and comfortable bedrooms, making these homes ideal for families or groups looking to unwind together.
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 for travelers looking to enjoy a stay in this charming town. Visitors can expect a variety of amenities in these homes, such as spacious backyards, modern kitchens, and comfortable living areas, making them suitable for families or groups traveling with pets.

The vicinity offers easy access to local parks and outdoor spaces where pets can enjoy walks and playtime. Nearby, the Shelbyville City Park features walking trails and open areas, providing a great setting for pet owners to spend time outdoors. Additionally, the town's friendly atmosphere and pet-friendly establishments, including local cafes and shops, enhance the overall experience for those traveling with their furry companions.
Are there any remote work vacation rentals in Shelbyville?
In Shelbyville, Kentucky, there are numerous vacation rentals that cater to remote work needs, with around 39 options available. Travelers can expect properties equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable office setups, including desks and ergonomic chairs. Many rentals also feature additional conveniences like multiple monitors and quiet environments, allowing for productive work sessions.

The town itself offers a charming atmosphere with easy access to local attractions, including the Kentucky Bourbon Trail and the scenic Shelby County Parks. Families and professionals alike can find a variety of accommodations, from cozy homes to spacious properties that can comfortably host groups. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
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 WiFi, kitchens, coffee and tea makers, onsite parking, and patios. These features cater to travelers looking for convenient and comfortable accommodations, allowing them to enjoy a home-like experience while exploring the area. Having a kitchen enables guests to prepare their meals, and the presence of a patio provides a nice space to relax outdoors after a day of activities.
When is the best time to visit Shelbyville for a vacation rental?
The best time to book a vacation rental in Shelbyville is during the peak season from May to July. This period draws visitors eager to experience the vibrant local culture and outdoor activities that Kentucky has to offer. With warm temperatures averaging in the mid-70s to low 90s Fahrenheit, it's an ideal time for outdoor exploration, including visits to the beautiful parks and historic sites in the area.

July is particularly popular, as the city comes alive with events and festivals that showcase the charm of Shelbyville. Travelers can enjoy leisurely strolls through the picturesque downtown, sample local cuisine, and partake in the lively atmosphere created by fellow visitors and residents alike.

For those looking for a more budget-friendly option, consider planning your trip in December. This month offers a unique opportunity to enjoy the festive holiday decorations and a quieter pace, great for cozying up in a charming rental after a day of exploration.

Ultimately, your choice between the bustling peak season filled with activity and the peaceful charm of winter can shape your experience in Shelbyville.
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?
In Shelbyville, visitors can enjoy a variety of attractions that highlight the area's rich equestrian culture and historical charm. The Shelbyville Horse Show is a great event that showcases the region's famous saddlebred horses, while the Kentucky Bourbon Trail offers nearby distilleries for those interested in the bourbon-making process. The historic downtown area features quaint shops and local eateries, providing a pleasant atmosphere for leisurely strolls. For nature enthusiasts, the nearby Red Orchard Park offers trails, picnic areas, and a serene setting to explore the outdoors.
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 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 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.