Photo by Lesley B

Shepherdsville holiday lettings

We found 54 holiday rentals — enter your dates for availability

Discover a selection of 17 homes and other holiday rentals in Shepherdsville 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 best amenities for spending time at your home away from home, which might include a garden and pool. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including accessible or non-smoking choices.

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Explore the riverfront setting in Shepherdsville

Enjoy the museums and other features of Shepherdsville. Renowned for its shopping, restaurants and hiking, this city welcomes all visitors. Kentucky Exposition Center and KFC Yum Center are just a couple of the must-see attractions in the area. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Shepherdsville

Are you hoping to find things to do in the city? Venture out of your cosy holiday rental and experience everything that makes Shepherdsville a one-of-a-kind holiday spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Kentucky Kingdom (14.3 mi / 23 km)
  • Louisville Zoo (14.7 mi / 23.7 km)
  • Churchill Downs (15.3 mi / 24.7 km)
  • Heaven Hill Bourbon Heritage Center (18.6 mi / 29.9 km)
  • My Old Kentucky Home State Park Golf Course (18.7 mi / 30 km)
  • Valhalla Golf Club (21.1 mi / 33.9 km)

Exploring the natural landscape of Shepherdsville

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Shepherdsville. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Bernheim Arboretum and Research Forest (5.4 mi / 8.7 km)
  • Iroquois Park (12.5 mi / 20.2 km)
  • Louisville Mega Cavern (14.4 mi / 23.2 km)
  • Cherokee Park (17 mi / 27.4 km)
  • Big Four Bridge (19.1 mi / 30.7 km)
  • Louisville Waterfront Park (19.1 mi / 30.8 km)

Transport options to and around Shepherdsville

The nearest airport is in Louisville International Airport (SDF), located 13.6 mi (21.9 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Louisville, KY (LOU-Bowman Field), which is 16 mi (25.7 km) away.

Frequently asked questions

What is the best area to stay in Shepherdsville when booking a holiday rental?
When considering a holiday rental in Shepherdsville, Kentucky, a popular area to stay is near the charming downtown district. This area offers a delightful blend of local shops, eateries, and a friendly setting. Staying here gives you easy access to attractions such as the historic Shepherdsville City Hall and the nearby Bullitt County History Museum, which provides fascinating insights into the local heritage.

Another appealing option is the vicinity of the Bernheim Arboretum and Research Forest, which is just a short drive away. This expansive natural area is superb for outdoor enthusiasts, offering stunning trails and beautiful landscapes to explore. In terms of accommodation, Shepherdsville has a variety of properties available, ranging from cosy cottages to more modern rentals, suiting different preferences and budgets.
How much does it cost to rent a holiday home in Shepherdsville?
Prices for holiday rentals in Shepherdsville 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 Shepherdsville 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 Shepherdsville holiday house rentals?
You can find great discounts on house rentals in Shepherdsville 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 Shepherdsville?
In Shepherdsville, holiday houses are the most popular type of holiday rental, with around 60 available throughout the area. These properties are typically spacious, featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation. Many of them are situated near local attractions, making them convenient for exploring the nearby parks and historical sites.

Additionally, there are about 16 cabins and 12 cottages, offering a more rustic charm for travellers seeking a great experience. Cabins often come with amenities such as wood-burning stoves and access to nature trails, while cottages provide a cosy atmosphere with quaint designs.
Are there any family house rentals in Shepherdsville?
In Shepherdsville, Kentucky, there are several family-friendly house rentals available. This charming area is known for its proximity to attractions such as the Bullitt County History Museum and the serene Bernheim Arboretum and Research Forest, superb for family outings. Many of the homes in this locale feature spacious living areas, complete kitchens for preparing meals together, and outdoor spaces where children can play.

Visitors can also expect amenities like Wi-Fi and air conditioning, ensuring a comfortable stay. The homes often come equipped with laundry facilities and private gardens, providing additional convenience for families.
Can I rent a holiday home with a pool or hot tub in Shepherdsville?
In Shepherdsville, there are several holiday homes available for rent that feature pools and hot tubs, making it a delightful choice for travellers looking for relaxation and leisure. This charming city, located just south of Louisville, offers a variety of rental options that often come equipped with amenities such as private swimming pools, hot tubs, spacious outdoor patios, and fully equipped kitchens, ideal for families or groups seeking to enjoy their stay.

Many properties are situated in peaceful neighbourhoods, providing a serene environment while still being conveniently close to local attractions and the vibrant culture of nearby Louisville.
Can I find long-stay holiday rentals in Shepherdsville?
A long-stay holiday rental in Shepherdsville 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 Shepherdsville?
In Shepherdsville, there are several pet-friendly house rentals available, offering a variety of amenities to accommodate travellers with pets. Many of these properties feature spacious gardens or yards, allowing pets to enjoy the outdoors comfortably. Inside, guests can expect modern kitchens, comfortable living spaces, and sometimes additional amenities such as laundry facilities and Wi-Fi.

The area is close to several parks, making it convenient for walks and outdoor activities with pets. For instance, the nearby Bernheim Forest is an excellent spot for hiking and exploring nature, providing ample space for pets to roam and enjoy the fresh air.
Are there any remote work holiday rentals in Shepherdsville?
In Shepherdsville, Kentucky, there are approximately 76 remote work-friendly holiday rentals available, making it a suitable destination for those looking to combine work and leisure. Many of these properties offer essential amenities such as free Wi-Fi, ensuring a reliable internet connection for remote work.

Travellers can expect a range of accommodations, from spacious homes to comfortable apartments, often featuring dedicated workspaces, well-equipped kitchens for self-catering, and comfortable living areas. The town itself is conveniently located near attractions like the Bullitt County History Museum and the popular Bernheim Arboretum and Research Forest, providing opportunities for relaxation and outdoor activities after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Shepherdsville holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Shepherdsville 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 Shepherdsville?
In Shepherdsville, popular holiday rental amenities include fully equipped kitchens, allowing guests to prepare their own meals during their stay. Many properties are pet-friendly, accommodating travellers with furry companions, and service animals are permitted as well. Onsite parking is commonly available, providing convenience for those who drive. Additionally, many rentals feature outdoor spaces such as decks or patios, superb for relaxing and enjoying the fresh air after a day of exploring the area.
When is the best time to visit Shepherdsville for a holiday rental?
The peak season in Shepherdsville runs from May to July, making it an ideal time for those looking to enjoy a vibrant holiday packed with outdoor activities. July, in particular, is a bustling month filled with family-friendly events and opportunities to explore the local attractions. Visitors can bask in warm weather, with temperatures typically ranging from the low 20s to mid-30s Celsius, superb for enjoying the nearby parks and recreational areas.

During this lively period, you can take part in various activities, from hiking in the surrounding countryside to exploring the charming local shops and dining options. The community spirit is palpable, with numerous festivals and events that bring people together, providing a rich cultural experience.

If you're seeking a more budget-friendly option, consider visiting in November. This month offers a quieter atmosphere, allowing you to enjoy the natural beauty of Shepherdsville without the summer crowds. The crisp autumn air and stunning fall foliage create a picturesque backdrop for leisurely strolls or scenic drives.

Ultimately, the best time for your holiday rental in Shepherdsville will depend on your preferences—whether you crave the excitement of summer or the peaceful charm of autumn.
How early should I book a Shepherdsville holiday rental?
Book your Shepherdsville 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 Shepherdsville?
In Shepherdsville, visitors can explore several attractions that highlight the area's charm and history. The Bullitt County History Museum offers insights into local heritage and is situated conveniently for those staying in nearby holiday rentals. For outdoor enthusiasts, the beautiful Bernheim Forest provides a great escape with its walking trails, gardens, and a diverse array of wildlife, making it ideal for nature lovers.

Additionally, the nearby Kart Kountry is a popular family-friendly destination, featuring go-kart racing tracks and mini-golf, suitable for a fun day out. For those interested in shopping and dining, the area around the Shepherdsville city centre boasts various local eateries and shops, allowing visitors to experience the local flavour.
Can I change or cancel my Shepherdsville home rental booking on Vrbo?
To find Shepherdsville 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 Shepherdsville 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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