Shelbyville holiday lettings

We found 97 holiday rentals — enter your dates for availability

Discover a selection of 30 homes and other holiday rentals in Shelbyville that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll have the amenities that you expect and more, which might include parking and a hot tub. At the end of the day, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.

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The captivating city of Shelbyville awaits you

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

Activities and attractions in Shelbyville

Do you want to discover things to do in the area? Venture out of your holiday home and check out everything that makes Shelbyville a fun spot to go on holiday. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Valhalla Golf Club (13.6 mi / 22 km)
  • Lovers Leap Vineyards and Winery (20.6 mi / 33.1 km)
  • Talon Winery (2.9 mi / 4.7 km)
  • Polo Fields Golf and Country Club (12.3 mi / 19.8 km)
  • Persimmon Ridge Golf Club (12.9 mi / 20.7 km)
  • Eagle Creek Golf Course (14 mi / 22.5 km)

Exploring the natural landscape of Shelbyville

Whether you're looking for adventure or just want to spend some time taking in the scenery, Shelbyville is a great place to get out in nature. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • 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)

Travelling to and around Shelbyville

The nearest airport is in Louisville, KY (LOU-Bowman Field), located 24.1 mi (38.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Louisville International 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 holiday rental?
When considering a holiday rental in Shelbyville, Kentucky, the Historic Downtown area stands out as an excellent choice. This charming neighbourhood offers a delightful blend of history and modern amenities, making it an inviting destination for visitors. The area is home to a variety of properties, ranging from quaint cottages to more spacious homes, providing plenty of options for different group sizes and preferences.

One of the top attractions nearby is the Shelby County Historical Society, where you can immerse yourself in the local heritage and learn about the region's rich history. Additionally, the beautiful Red Orchard Park offers scenic walking trails and picnic spots, superb for those looking to enjoy the outdoors.
How much does it cost to rent a holiday home in Shelbyville?
Prices for holiday 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 holiday 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 holiday rental accomodation in Shelbyville?
In Shelbyville, holiday houses are the most popular type of holiday rental, with around 104 available throughout the area. These homes typically offer spacious layouts, including multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation—superb for families or groups. Additionally, there are approximately 24 apartments, which provide a more compact and convenient option, often featuring modern amenities like laundry facilities and communal areas. For those seeking a quaint getaway, about 20 cottages are available, each with a charming atmosphere and basic amenities. There are also 16 cabins and 12 condos, which offer great experiences and various comforts, suiting different traveller preferences.
Are there any family house rentals in Shelbyville?
In Shelbyville, Kentucky, there are numerous family-friendly homes available, with around 29 options to choose from. This charming city features a variety of neighbourhoods where families can find spacious rooms suited for their needs. Many properties offer amenities such as fully equipped kitchens, comfortable living areas, and outdoor spaces ideal for children to play.

Visitors will appreciate the proximity to local attractions like the Shelbyville Horse Show and the beautiful parks nearby, which provide opportunities for outdoor activities and family outings. The city's rich equestrian culture adds a unique charm, and families can explore local farms or enjoy the scenic countryside.
Can I rent a holiday home with a pool or hot tub in Shelbyville?
In Shelbyville, Kentucky, there are several holiday homes available for rent that feature pools and hot tubs, providing guests with a refreshing escape. This charming town, known for its picturesque horse farms and historic downtown, offers a variety of properties that cater to different group sizes and preferences.

Travellers can expect amenities such as private swimming pools, inviting hot tubs, and spacious outdoor areas superb for relaxation and gatherings. Many of these rentals also come equipped with fully stocked kitchens, comfortable living spaces, and modern conveniences like Wi-Fi and air conditioning, ensuring a pleasant stay.
Can I find long-stay holiday rentals in Shelbyville?
A long-stay holiday rental in Shelbyville 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 Shelbyville?
In Shelbyville, Kentucky, travellers can find a variety of pet-friendly house rentals, with around 16 options available. Many of these properties offer spacious rooms, ideal for families or groups, often featuring amenities such as fully equipped kitchens, laundry facilities, and outdoor spaces like patios or gardens where pets can enjoy the fresh air.

The area is known for its charming neighbourhoods, with easy access to local parks and green spaces. Shelbyville's parks, such as Clear Creek Park, provide ample opportunity for outdoor activities, including walking trails and picnic areas, making them great for pet owners looking to spend quality time with their furry friends. Additionally, the town's welcoming atmosphere and community-centric vibe make it an enjoyable destination for both pets and their owners.
Are there any remote work holiday rentals in Shelbyville?
In Shelbyville, Kentucky, there are numerous options for remote work holiday rentals, with around 152 properties available. These accommodations cater well to those seeking a productive environment while enjoying their stay. Many rentals come equipped with reliable Wi-Fi, ensuring you can stay connected for work purposes.

Travellers can expect a variety of amenities, including dedicated workspace areas, comfortable seating, and sometimes even additional features like coffee makers to keep you refreshed during long working hours. The charm of Shelbyville lies in its historic downtown area, where you can explore quaint shops and local eateries during your breaks.

Moreover, the surrounding countryside offers lovely parks and outdoor spaces, great for unwinding after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Shelbyville holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Shelbyville 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.
What are popular rental amenities in Shelbyville?
In Shelbyville, popular rental amenities cater to a comfortable and convenient stay. Holiday rentals typically feature kitchens, allowing guests to prepare their own meals. Onsite parking is also a common perk, making it easy for travellers to explore the area without worrying about where to leave their vehicles. Many accommodations include a coffee and tea maker for a quick morning beverage, as well as a deck or patio for enjoying the outdoors. Additionally, some properties may offer a fireplace, providing a warm and inviting atmosphere, particularly during cooler months.
When is the best time to visit Shelbyville for a holiday rental?
The best time to visit Shelbyville for a holiday rental is during the peak season from May to July, when the vibrant energy of summer fills the air. This period draws many visitors eager to experience the charm of this Kentucky town, with July being particularly popular. The warm temperatures, typically ranging from 20 to 30 degrees Celsius, create a friendly space for outdoor activities, local festivals, and exploring the beautiful countryside.

During these months, you can enjoy a variety of events, including horse races and county fairs, which showcase the local culture and hospitality. The lush landscapes and nearby attractions like the Kentucky Bourbon Trail offer ample opportunities for sightseeing and relaxation.

For those seeking a more budget-friendly experience, consider visiting in December. While this month is quieter, it brings a unique charm with festive decorations and local holiday events, making it a lovely time for a peaceful getaway.

Ultimately, choosing your visit to Shelbyville depends on whether you prefer the vibrant summer festivities or the serene, festive ambience of winter.
How early should I book a Shelbyville holiday rental?
Book your Shelbyville holiday 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 holiday 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, Kentucky, visitors can enjoy a variety of attractions that highlight the area's charm and history. The downtown area features historic buildings and quaint shops, superb for a leisurely stroll. The Shelby County Historical Society and Museum offers insights into the local heritage, showcasing exhibits that celebrate the region's past.

Nearby, the Kentucky Bourbon Trail provides opportunities for tastings and tours at local distilleries, where guests can learn about the bourbon-making process. For nature enthusiasts, the beautiful Red Orchard Park boasts walking trails, picnic areas, and a playground, making it an ideal spot for families to relax and enjoy the outdoors.
Can I change or cancel my Shelbyville home rental booking on Vrbo?
To find Shelbyville holiday 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 cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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