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Shepherdsville holiday lettings

We found 46 holiday rentals — enter your dates for availability

Discover a selection of 14 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. 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)
  • Valhalla Golf Club (21.1 mi / 33.9 km)
  • Heritage Hill Golf Course (1.4 mi / 2.2 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)
  • Riverfront Plaza Belvedere (18.7 mi / 30.1 km)
  • Big Four Bridge (19.1 mi / 30.7 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 historic downtown district. This charming neighbourhood offers a delightful blend of local culture and convenience. You'll find a variety of properties available, from cosy cottages to larger family homes, making it easy to find accommodation that suits your needs.

Staying in downtown Shepherdsville places you within walking distance of some top attractions, such as the Bullitt County History Museum, which provides fascinating insights into the region's past. Additionally, the nearby Bernheim Arboretum and Research Forest is a must-visit for nature lovers, offering beautiful trails and serene landscapes ideal for a leisurely afternoon.

Another excellent option is to consider rental properties near the I-65 corridor. This area is not only accessible for those planning to explore nearby Louisville, but it also has a selection of shops and restaurants that add to the local experience. The proximity to attractions like the Kentucky Science Centre in Louisville makes this location particularly appealing for families.
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 rental, with around 14 available throughout the area. These properties often provide spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups looking for a comfortable stay. Additionally, there are several cottages and cabins that offer a more rustic charm, typically featuring cosy interiors and outdoor spaces for relaxation.
Are there any family house rentals in Shepherdsville?
In Shepherdsville, Kentucky, there are several family-friendly holiday rentals available, making it an excellent spot for family gatherings. The area features homes with spacious living areas, fully equipped kitchens, and outdoor spaces where children can play safely. Many properties also come with amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay for everyone.
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. This charming area, located just south of Louisville, provides a convenient escape with a range of outdoor activities and attractions nearby. Many properties in Shepherdsville come equipped with private pools, hot tubs, and outdoor entertaining areas, superb for enjoying the warm Kentucky weather.
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, with around twelve options to choose from. Many of these properties come equipped with amenities such as spacious backyards, fully stocked kitchens, and comfortable living areas, making them ideal for families and groups travelling with pets.
Are there any remote work holiday rentals in Shepherdsville?
In Shepherdsville, Kentucky, there are around 15 remote work holiday rentals available, making it a great choice for those looking to combine work and leisure. Many of these properties offer dedicated workspaces, including desks and comfortable chairs, ensuring a productive environment for remote workers. Additionally, amenities such as Wi-Fi are standard, allowing for seamless connectivity during your stay. 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 well-equipped kitchens that often come with essential cookware, dishware, and utensils, making it convenient for guests to prepare meals during their stay. Many rentals feature modern appliances such as dishwashers and microwaves, enhancing the cooking experience. These amenities cater to families and groups looking for a homely atmosphere while exploring the nearby attractions.
When is the best time to visit Shepherdsville for a holiday rental?
The peak travel season in Shepherdsville runs from May to July, with July being the most popular month for visitors. This vibrant period invites travellers to enjoy the area's attractions, including the nearby Bernheim Forest, which is superb for hiking and outdoor activities amidst nature's beauty. The warm weather, often reaching the low 30s Celsius, creates a friendly space for exploring local parks and engaging in recreational activities.

For those seeking a quieter experience, November presents an excellent opportunity to enjoy Shepherdsville without the crowds. While the temperatures drop to around 10-15 degrees Celsius, this month offers a more relaxed vibe, ideal for leisurely strolls and appreciating the town's charm. Fewer tourists mean you can take your time exploring the local shops and eateries, allowing for a more intimate experience with the local culture.
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.
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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