83+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  4. Wauwatosa

Wauwatosa pickleball Stays, Resort Rentals, & Homes

About Wauwatosa Vacation Rentals

Discover over 83 amazing vacation rental options in Wauwatosa 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 Wauwatosa.

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 717.73 ft², with prices averaging US $344 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 Wauwatosa.

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Top Pickleball-Ready Accommodation Types in Wauwatosa

Type Count
Vacation Homes 42
Holiday Apartments 21

Use these Quick Filters to Find a Vacation Rental in Wauwatosa

★ 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 Wauwatosa with PickleTrip™.

Weather in Wauwatosa, WI

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

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


Mayfair Mall
Milwaukee County Zoo
Children's Hospital of Wisconsin
Oceans of Fun
Sky Safari
Sky Trail
Eschweiler Buildings
Mount Saint Froedus on da Lake
Froedtert Hospital
Ascension SE Wisconsin - Wauwatosa Campus
Miller Park
Fiserv Forum
University of Wisconsin-Milwaukee
Harley-Davidson Museum
The Rave-Eagles Club
Wisconsin Center
Marquette University
Riverside Theater
Milwaukee Public Museum
Potawatomi Bingo Casino

Other Places to Stay in Wauwatosa, WI


Mount Saint Froedus on da Lake 250 Properties
Children's Hospital of Wisconsin 249 Properties
Froedtert Hospital 249 Properties
Milwaukee County Zoo 215 Properties
Sky Trail 213 Properties
Oceans of Fun 211 Properties
Sky Safari 204 Properties
Eschweiler Buildings 196 Properties
Ascension SE Wisconsin - Wauwatosa Campus 194 Properties
Mayfair Mall 137 Properties

Frequently Asked Questions About Wauwatosa?

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

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

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

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 83 properties listed in Wauwatosa 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 (1) 
Neighborhood Property Count
Washington Heights Vacation Rentals in Milwaukee, Wisconsin 377

People Also Ask

There are 83 Wauwatosa, WI Vacation Rentals

Recently Booked Vacation Rentals in Wauwatosa