39+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Kentucky
  3. Louisville
  4. Shepherdsville

Shepherdsville pickleball Stays, Resort Rentals, & Homes

About Shepherdsville Vacation Rentals

Discover over 39 amazing vacation rental options in Shepherdsville with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Shepherdsville.

Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 937.74 ft², with prices averaging US $257 per night.

With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Shepherdsville.

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Top Pickleball-Ready Accommodation Types in Shepherdsville

Type Count
Vacation Homes 23
Holiday Apartments 2

Use these Quick Filters to Find a Vacation Rental in Shepherdsville

★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Shepherdsville with PickleTrip™.

Weather in Shepherdsville, KY

View the weather forecast for Shepherdsville before booking your Shepherdsville Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Shepherdsville, KY

PickleTrip offers a large selection of top attractions around Shepherdsville . Research things to do on your vacation before you visit Shepherdsville.


Jim Beam American Outpost
Paroquet Springs Conference Center
Bernheim Arboretum and Research Forest
Awesome Flea Market
Forest Edge Winery
Bullitt County History Museum
Heritage Hill Golf Course
Floyd's Fork
Wight - Meyer Vineyard & Winery
Maplehurst Golf Course
Kentucky Exposition Center
University of Louisville
Churchill Downs
KFC Yum Center
Fourth Street Live!
Louisville Slugger Museum
Kentucky International Convention Center
Louisville Palace
Louisville Zoo
Kentucky Kingdom

Other Places to Stay in Shepherdsville, KY


Bullitt County 93 Properties
Hebron Estates 49 Properties
Pioneer Village 48 Properties
Maplehurst Golf Course 46 Properties
Fox Chase 46 Properties
Wight - Meyer Vineyard & Winery 44 Properties
Clermont 43 Properties
Jim Beam American Outpost 43 Properties
Forest Edge Winery 43 Properties
Bernheim Arboretum and Research Forest 41 Properties
Bullitt County History Museum 37 Properties
Awesome Flea Market 36 Properties

Frequently Asked Questions About Shepherdsville?

What are the top vacation rentals, resorts, and hotels in Shepherdsville with Courts?

Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Shepherdsville. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Shepherdsville!

How many PickleTrip vacation rentals or resorts are available in Shepherdsville?

PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 39 properties listed in Shepherdsville in 2025, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.


People Also Ask

There are 39 Shepherdsville, KY Vacation Rentals

Recently Booked Vacation Rentals in Shepherdsville