42+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Wisconsin
  3. Milwaukee
  4. Okauchee

Okauchee pickleball Stays, Resort Rentals, & Homes

About Okauchee Vacation Rentals

Discover over 42 amazing vacation rental options in Okauchee 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 Okauchee.

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 1612.44 ft², with prices averaging US $716 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 Okauchee.

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Top Pickleball-Ready Accommodation Types in Okauchee

Type Count
Vacation Homes 27
Holiday Apartments 4
Cottages 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Okauchee

★ 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 Okauchee with PickleTrip™.

Weather in Okauchee, WI

View the weather forecast for Okauchee before booking your Okauchee 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 Okauchee, WI

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


Point Comfort Okauchee
Brookfield Square Mall
Carroll University
Holy Hill
Sussex Bowl
Harley Davidson Factory
Erin Hills Golf Course
Waukesha County Expo Center
Pewaukee Lake
Springs Water Park
Cabela's
Monkey Joe's
Old World Wisconsin
Minooka Park
Lac La Belle
Johnson Creek Premium Outlets
Little Switzerland
Oconomowoc Arts Center
Lasertag Adventure
Imagination Station

Other Places to Stay in Okauchee, WI


Maplewood 42 Properties
Point Comfort Okauchee 37 Properties
Okauchee Lake Park 30 Properties

Frequently Asked Questions About Okauchee?

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

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

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

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 42 properties listed in Okauchee 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
Maplewood Vacation Rentals in Milwaukee, Wisconsin 42
Okauchee Lake Park Vacation Rentals in Milwaukee, Wisconsin 30

People Also Ask

There are 42 Okauchee, WI Vacation Rentals

Recently Booked Vacation Rentals in Okauchee