289+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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West Bend pickleball Stays, Resort Rentals, & Homes

About West Bend Vacation Rentals

Discover over 289 amazing vacation rental options in West Bend 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 West Bend.

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 737.34 ft², with prices averaging US $435 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 West Bend.

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Top Pickleball-Ready Accommodation Types in West Bend

Type Count
Vacation Homes 136
Holiday Apartments 44
Cottages 8

Use these Quick Filters to Find a Vacation Rental in West Bend

★ 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 West Bend with PickleTrip™.

Weather in West Bend, WI

View the weather forecast for West Bend before booking your West Bend 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 West Bend, WI

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


Sunburst Ski Area
Shalom Wildlife
Regner Park
Fox Hill Ski Area
Sleeping Dragon Ranch
Museum of Wisconsin Art
Kettle Moraine Ice Center
Washington County Old Courthouse Museum
St. Agnes Historic Convent and School
Big Cedar Lake
West Bend Labyrinth Garden
Cedar Crossings
Milwaukee RiverWalk
Kettle Moraine State Forest
Concordia University Wisconsin
Horicon Marsh
Holy Hill
Sussex Bowl
Harley Davidson Factory
Bayshore Town Center

Other Places to Stay in West Bend, WI


Washington County 108 Properties
Big Cedar Lake 41 Properties
Fox Hill Ski Area 41 Properties
Sleeping Dragon Ranch 41 Properties
Barton 39 Properties
Museum of Wisconsin Art 30 Properties
Washington County Old Courthouse Museum 30 Properties
West Bend Labyrinth Garden 29 Properties
Regner Park 29 Properties
St. Agnes Historic Convent and School 29 Properties
Kettle Moraine Ice Center 29 Properties
Cedar Crossings 29 Properties

Frequently Asked Questions About West Bend?

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

How many pickleball-ready properties have private pools in West Bend?

Discover 19 accommodations with private or nearby pickleball courts in West Bend. Some of the best destinations to stay and play pickleball are:

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

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

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 289 properties listed in West Bend 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 289 West Bend, WI Vacation Rentals

Recently Booked Vacation Rentals in West Bend