78+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Osawatomie

Osawatomie pickleball Stays, Resort Rentals, & Homes

About Osawatomie Vacation Rentals

Discover over 78 amazing vacation rental options in Osawatomie 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 Osawatomie.

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 460.73 ft², with prices averaging US $210 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 Osawatomie.

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Top Pickleball-Ready Accommodation Types in Osawatomie

Type Count
Vacation Homes 28
Holiday Apartments 20
Cottages 3

Use these Quick Filters to Find a Vacation Rental in Osawatomie

★ 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 Osawatomie with PickleTrip™.

Weather in Osawatomie, KS

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

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


John Brown Historical Site
John Brown Memorial Park
La Cygne Lake
Gerth Cabin
Louisburg Cider Mill
Somerset Ridge Vineyard and Winery
Paola Golf Club
Wallace Park
Park Square
Forest Park
Cedar Cove Feline Conservatory & Education Center
Miola Beach
Isinglass Estate
Old Depot Museum
Ransommemorial Hospital
Ransom Memorial Gift Shop

Other Places to Stay in Osawatomie, KS


John Brown Historical Site 71 Properties
John Brown Memorial Park 71 Properties

Frequently Asked Questions About Osawatomie?

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

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

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

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 78 properties listed in Osawatomie 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.


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There are 78 Osawatomie, KS Vacation Rentals

Recently Booked Vacation Rentals in Osawatomie