136+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Kentucky
  3. Owensboro

Owensboro pickleball Stays, Resort Rentals, & Homes

About Owensboro Vacation Rentals

Discover over 136 amazing vacation rental options in Owensboro 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 Owensboro.

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 440.39 ft², with prices averaging US $163 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 Owensboro.

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Top Pickleball-Ready Accommodation Types in Owensboro

Type Count
Vacation Homes 54
Holiday Apartments 22
Cottages 4
Villas 1

Use these Quick Filters to Find a Vacation Rental in Owensboro

★ 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 Owensboro with PickleTrip™.

Weather in Owensboro, KY

View the weather forecast for Owensboro before booking your Owensboro 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 Owensboro, KY

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


Smothers Park
Owensboro Medical Health System
Henderson Community College
Panther Creek Park
Kentucky Wesleyan College
International Bluegrass Music Museum
Yellow Creek Park
Theatre Workshop of Owensboro
Owensboro Museum of Science and History
Reid's Orchard
Towne Square Mall
Ellis Park Race Course
Western Kentucky Botanical Garden
Legion Park
Ben Hawes State Park
John James Audubon State Park
Beautiful You
Riverfront Park
Owensboro Museum of Fine Art
Owensboro Health Regional

Other Places to Stay in Owensboro, KY


Ellis Park Race Course 176 Properties
Daviess County 102 Properties
Rockport 102 Properties
Owensboro Museum of Fine Art 90 Properties
West Louisville 86 Properties
Beautiful You 81 Properties
Henderson Community College 81 Properties
Kentucky Wesleyan College 80 Properties
Riverfront Park 80 Properties
Henderson County 38 Properties
Henderson 34 Properties
Lewisport 29 Properties

Frequently Asked Questions About Owensboro?

What are the top vacation rentals, resorts, and hotels in Owensboro 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 Owensboro. 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 Owensboro!

Which vacation rentals, resorts, or hotels in Owensboro is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in Owensboro? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.

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

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 136 properties listed in Owensboro 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 136 Owensboro, KY Vacation Rentals

Recently Booked Vacation Rentals in Owensboro