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Shepherdsville vacation rentals

We found 56 vacation rentals — enter your dates for availability

Discover a selection of 17 homes and other vacation rentals in Shepherdsville that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or just with your pet, you'll find the best amenities for hanging out with the people that matter most, including parking and a TV. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.

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Find out more about Shepherdsville

Why visit Shepherdsville

  • Outdoor adventures: Experience a range of activities in Shepherdsville's urban parks and scenic landscapes, perfect for family outings.
  • Local charm: Explore friendly neighborhoods with local amenities and a welcoming atmosphere, showcasing the region's character.
  • Convenient accommodations: Choose from diverse vacation rentals, including lakeview apartments and condos, to fit any traveler's needs.
  • Proximity to Louisville: Enjoy easy access to Louisville, allowing for additional exploration and entertainment just a short drive away.
  • Shopping and dining: Take advantage of various shopping options and local eateries, enhancing your Shepherdsville experience.

Popular types of accommodation in Shepherdsville

Discover a variety of vacation rentals in Shepherdsville, where you can choose from houses, apartments, and condos to suit your needs. Whether you prefer lakeview garden apartments or active living spaces, there’s something for everyone. With convenient parking options and proximity to Louisville, our rentals provide the perfect base for your adventures. Explore Shepherdsville and find the ideal accommodation for your getaway.

  • Houses: The top choice for visitors to Shepherdsville, these homes offer spacious and comfortable stays, perfect for families and groups.
  • Apartments: A popular option for those seeking convenience, apartments provide a cozy atmosphere with easy access to local attractions.
  • Condos: Ideal for a blend of luxury and practicality, condos are a favored lodging choice with modern amenities.
  • Cottages: These quaint, charming retreats are perfect for a peaceful getaway in a picturesque setting.
  • Cabins: Rustic and inviting, cabins offer a unique escape for nature enthusiasts looking to unwind.**

Top attractions in and around Shepherdsville

Shepherdsville, Kentucky, offers a fantastic blend of outdoor adventure and scenic beauty, making it perfect for families and city explorers alike. Key attractions include urban parks, event venues, and modern colleges and universities, providing plenty of opportunities for recreation and discovery. Whether you're seeking a fun-filled family outing or a relaxing day in nature, Shepherdsville has something for everyone to enjoy.

  • Kentucky Exposition Center: A premier event venue located 15 miles from Shepherdsville, it hosts a variety of trade shows, conventions, and exhibitions, making it a hub for business and networking opportunities.
  • Bernheim Arboretum and Research Forest: Nestled in Shepherdsville, this stunning arboretum offers outdoor exploration with beautiful trails, gardens, and a focus on family activities, perfect for nature lovers.
  • Kentucky Kingdom: Just 14 miles from Shepherdsville, this vibrant theme park features thrilling rides, entertaining shows, and attractions for the whole family, ensuring a fun-filled day.

Things to do recommended for couples

Searching for a romantic getaway in Shepherdsville? Explore the charming Brooks Hill Winery, Forest Edge Winery, and Wight-Meyer Vineyard & Winery. Each offers a delightful atmosphere perfect for couples, complete with entertainment and stunning views to create unforgettable memories together.

Things to do recommended for families

Your family vacation in Shepherdsville, Kentucky, promises fun-filled experiences. Enjoy a lively game at L&N Federal Credit Union Stadium, indulge in sweet treats at Hawks View Glass Art Tour Cafe, and unwind at the scenic Waverly Park, perfect for relaxation and wellness.

Things to do recommended for groups

Groups visiting Shepherdsville can enjoy a tour at the Jim Beam American Outpost distillery for a taste of local spirits, play a round at Heritage Hill Golf Course for some outdoor fun, and browse unique finds at the Awesome Flea Market for a vibrant local shopping experience.

*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 Shepherdsville

When planning your trip, whether you're traveling with a group, family, pets, or looking for extended stays, it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Shepherdsville with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Shepherdsville with young kids: Traveling with young kids can be a bit tricky. 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 Shepherdsville: For many, a family vacation wouldn’t feel complete without their furry companion by their side. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone, including your pet, feels comfortable and at home.
  • Planning for a long term stay visiting Shepherdsville: 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 options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Shepherdsville

Shepherdsville, Kentucky, offers an inviting blend of outdoor adventures and scenic beauty, perfect for family-friendly vacations. Explore nearby neighborhoods with friendly faces and local amenities, enjoy lakeside living, or embark on excursions into Breckinridge County. With various shopping options and a welcoming atmosphere, Shepherdsville is an ideal base for discovering the charm of the region, whether you're seeking budget-friendly experiences or a touch of luxury.

  • Louisville: Louisville is a vibrant metropolis that embodies a blend of culture, entertainment, and outdoor adventure. Situated a short drive from Shepherdsville, this city is renowned for its lively atmosphere and family-friendly attractions. Visitors can enjoy a day at the shopping mall center, explore recreational areas, or attend a thrilling music concert. Landmarks like the convention center and nearby lakes offer opportunities for events, conferences, and relaxation. With its diverse offerings, Louisville is perfect for travelers seeking a mix of urban experiences and natural beauty.
  • Brooks: Just 5 miles from Shepherdsville, Brooks is a charming city that caters to both business and leisure travelers. Known for its family-oriented environment, visitors can enjoy shopping at local mall centers and catching live music performances. Brooks also features an event conference venue and a convention center, making it an excellent choice for business-related trips. For those looking to unwind, the nearby theme park provides fun-filled activities for all ages, ensuring a memorable visit that balances work and play.
  • Hillview: Hillview, a welcoming neighborhood located around Shepherdsville, is an ideal destination for families and outdoor enthusiasts alike. With its accessible shopping center and mall, guests can indulge in retail therapy, while hiking trails invite exploration of the beautiful surroundings. Hillview is home to an event conference venue and a racetrack, offering unique experiences for visitors. This neighborhood combines convenience with charm, making it a great stop for those wanting a taste of local life while enjoying various recreational activities.

Best time to go to Shepherdsville

If you're planning a trip to Shepherdsville, 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
January33.8°F (1.0°C)Light RainMostly CloudyAverageSlightly Low
February37.4°F (3.0°C)Light RainMostly CloudyAverageSlightly Low
March46.8°F (8.2°C)Light RainMostly CloudyAverageAverage
April56.1°F (13.4°C)Light RainMostly SunnySlightly HighSlightly High
May65.8°F (18.8°C)Light RainMostly SunnyAverageSlightly High
June74.1°F (23.4°C)Light RainMostly SunnySlightly HighAverage
July77.2°F (25.1°C)Light RainMostly SunnySlightly HighAverage
August75.9°F (24.4°C)Light RainMostly SunnyAverageAverage
September69.8°F (21.0°C)Light RainMostly SunnyAverageSlightly High
October58.5°F (14.7°C)Light RainMostly SunnySlightly LowAverage
November46.2°F (7.9°C)Light RainMostly SunnySlightly LowAverage
December39.6°F (4.2°C)Light RainMostly CloudySlightly LowSlightly Low

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your total booking. Being the planner truly has its perks. When you join our travel rewards program, One Key, you'll gain access to exclusive discounts and accumulate 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 designed to help you plan your travels with ease. You can create new trips, pick up where you left off, or manage your existing bookings all in one place. Your saved and booked properties are conveniently categorized into Potential, Upcoming, or Current Trips for your convenience. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Explore the riverside 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 vacation 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

Do you want to discover attractions to visit during your stay? Venture out of your cozy vacation rental and experience everything that makes Shepherdsville a fun place to get away. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Heartland Golf Club (19 mi / 30.6 km)

Exploring the natural landscape of Shepherdsville

Whether you're looking for adventure or just want to appreciate the scenery, Shepherdsville is a great place to spend some time outside. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Big Four Bridge (19.1 mi / 30.7 km)
  • Louisville Waterfront Park (19.1 mi / 30.8 km)
  • Freeman Lake Park (21.1 mi / 34 km)

Transportation options to and around Shepherdsville

The nearest airport is in Louisville Intl. Airport (SDF), located 13.6 mi (21.9 km) from the city center. If you can't find a flight that works for your travel itinerary, 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, Kentucky, United States of America when booking a vacation rental?
When considering a vacation rental in Shepherdsville, Kentucky, a popular area to stay is near the vibrant downtown district. This location offers easy access to local attractions, including the charming Shepherdsville City Park, which features beautiful walking trails and picnic areas, making it superb for outdoor enthusiasts and families alike. Additionally, the nearby Paroquet Springs Conference Centre often hosts various events and gatherings, adding a lively option to the area.

Another great option is the vicinity surrounding the Bullitt County History Museum, where you can immerse yourself in the local heritage and learn about the history of the region. The area boasts a selection of vacation rental properties, providing a range of options that cater to different group sizes and preferences.
How much does it cost to rent a vacation home in Shepherdsville?
Prices for vacation 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 vacation 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 vacation rental accomodation in Shepherdsville?
In Shepherdsville, vacation houses are the most popular type of rental, with about 15 available throughout the area. These homes provide ample space and are well-suited for families or groups looking for a comfortable stay. Most vacation houses come with amenities such as fully equipped kitchens, spacious living areas, and private outdoor spaces for relaxation. Additionally, there are several cabins and cottages available, offering a more rustic charm and a closer connection to nature. These properties typically feature cozy interiors, outdoor fire pits, and scenic views, making them ideal for those wanting to enjoy the natural beauty of Kentucky.
Are there any family house rentals in Shepherdsville?
In Shepherdsville, Kentucky, there are several family-friendly house rentals available, superb for those traveling with kids. Many properties in this area offer spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and explore. Some homes may even have features like game rooms or backyard areas for added entertainment.

This charming town is conveniently located near attractions such as the Bullitt County History Museum and the serene Bernheim Forest, where families can enjoy hiking trails and picnicking in nature.
Can I rent a vacation home with a pool or hot tub in Shepherdsville?
In Shepherdsville, there are several vacation homes available for rent that feature pools and hot tubs. This charming city, located just south of Louisville, offers a range of properties that cater to travelers looking for relaxation and recreation. Many of these rentals come equipped with private pools, hot tubs, spacious outdoor areas for lounging, and fully equipped kitchens, making them ideal for family gatherings or group getaways.
Can I find long-stay vacation rentals in Shepherdsville?
A long-stay vacation rental in Shepherdsville 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 Shepherdsville?
In Shepherdsville, there are several pet-friendly house rentals available, offering a variety of amenities suited for travelers. Many of these rentals feature spacious layouts, fully equipped kitchens, and outdoor areas, such as decks or backyards, where pets can enjoy some fresh air.

The area is conveniently located near several parks, making it ideal for pet owners. For instance, the nearby Bernheim Forest offers expansive trails for hiking and exploring nature with your furry companions. Additionally, the surrounding neighborhoods provide a mix of residential charm and access to local shops and restaurants, enhancing the stay for both you and your pet. See all pet-friendly rentals in Shepherdsville.
Are there any remote work vacation rentals in Shepherdsville?
In Shepherdsville, Kentucky, there are several remote work vacation rentals available, with around 19 options to choose from. Many of these properties are equipped with essential amenities for a productive stay, including free Wi-Fi in rooms, dedicated workspaces, and internet access through third-party services. These rentals cater to remote workers looking for a comfortable environment, often featuring spacious living areas where you can set up your workspace and relax after your workday.

The town itself has a friendly setting with nearby parks and local attractions, providing opportunities for leisure and exploration during breaks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Shepherdsville vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Shepherdsville 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 Shepherdsville?
In Shepherdsville, popular vacation rental amenities include kitchens, which allow guests to prepare their own meals, making it convenient for families or groups. Many rentals also permit pets, providing a welcoming environment for travelers with furry companions. Service animals are accommodated as well, ensuring that all guests have the support they need. Onsite parking is another common feature, making it easy for visitors to access their rentals without hassle. Additionally, many properties boast decks or patios, offering outdoor space for relaxation and enjoyment of the surrounding area.
When is the best time to visit Shepherdsville for a vacation rental?
The best time to book a vacation rental in Shepherdsville is during the peak season from May to July, with July being the most popular month. This vibrant period attracts travelers looking to enjoy the warm weather and local attractions, including outdoor festivals, parks, and nearby attractions like the famous Kentucky Derby festivities.

During these summer months, you can expect pleasant temperatures ranging from the mid-70s to mid-90s Fahrenheit, making it ideal for outdoor activities such as hiking and visiting local attractions. The lush greenery and blooming flowers add to the area's charm, creating a picturesque setting for your adventures.

For those seeking a more budget-friendly option, consider visiting in November. This month offers a quieter experience with fewer crowds, allowing you to explore the beautiful landscapes and enjoy the local culture at a more leisurely pace. November can be a lovely time to witness the fall foliage, providing a serene backdrop for outdoor explorations.

Ultimately, whether you prefer the lively option of the summer peak season or the tranquility of late fall, Shepherdsville has something to offer every type of traveler.
How early should I book a Shepherdsville vacation rental?
Book your Shepherdsville 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 Shepherdsville, Kentucky, United States of America?
In Shepherdsville, Kentucky, visitors can enjoy a variety of attractions that highlight the area's natural beauty and local culture. One of the main points of interest is the Bernheim Arboretum and Research Forest, which offers extensive walking trails, beautiful gardens, and opportunities for birdwatching. This expansive natural area is great for outdoor enthusiasts looking for a peaceful retreat.

Another significant attraction is the Bullitt County History Museum, located in the heart of Shepherdsville. This museum showcases local history, including exhibits on the area's pioneer past and Civil War heritage, giving visitors a glimpse into the region's rich historical narrative.

For those interested in shopping and dining, the nearby shopping centers and local restaurants provide a cozy atmosphere and a taste of Southern cuisine, allowing travelers to experience the local flavor. Additionally, the proximity to the larger city of Louisville opens up even more attractions, including the famous Kentucky Derby and various cultural experiences.
Can I change or cancel my Shepherdsville home rental booking on Vrbo?
To find Shepherdsville 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 Shepherdsville 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.

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