121+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  4. Leawood

Leawood pickleball Stays, Resort Rentals, & Homes

About Leawood Vacation Rentals

Discover over 121 amazing vacation rental options in Leawood 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 Leawood.

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 316.56 ft², with prices averaging US $171 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 Leawood.

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Top Pickleball-Ready Accommodation Types in Leawood

Type Count
Holiday Apartments 45
Vacation Homes 24

Use these Quick Filters to Find a Vacation Rental in Leawood

★ 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 Leawood with PickleTrip™.

Weather in Leawood, KS

View the weather forecast for Leawood before booking your Leawood 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 Leawood, KS

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


Towne Center Plaza
Seville Home
Iron Horse Golf Course
Ironhorse Golf Club
Saint Luke's Community Hospital - Leawood
Sprint Center
Arrowhead Stadium
Country Club Plaza
Worlds of Fun
Union Station
Legends Outlets Kansas City
Harrah's Casino
Kauffman Stadium
Crown Center
Kansas City Convention Center
Legoland Discovery Center
Ameristar Casino Kansas City
Kansas Speedway
Overland Park Convention Center
Kansas City Zoo

Other Places to Stay in Leawood, KS


Saint Luke's Community Hospital - Leawood 359 Properties
Towne Center Plaza 198 Properties
Seville Home 92 Properties
Iron Horse Golf Course 41 Properties
Ironhorse Golf Club 25 Properties

Frequently Asked Questions About Leawood?

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

How many pickleball-ready properties have private pools in Leawood?

Discover 10 accommodations with private or nearby pickleball courts in Leawood. Some of the best destinations to stay and play pickleball are:

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

Looking for a fun and active getaway with pickleball courts in Leawood? 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 Leawood?

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 121 properties listed in Leawood 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.

Nearby Neighborhood (2) 
Neighborhood Property Count
South Kansas City Vacation Rentals in Kansas City, Kansas 121
Lea Manor Vacation Rentals in Kansas City, Kansas 139

People Also Ask

There are 121 Leawood, KS Vacation Rentals

Recently Booked Vacation Rentals in Leawood