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Hayward pickleball Stays, Resort Rentals, & Homes

About Hayward Vacation Rentals

Discover over 880 amazing vacation rental options in Hayward 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 Hayward.

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 892.35 ft², with prices averaging US $348 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 Hayward.

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Top Pickleball-Ready Accommodation Types in Hayward

Type Count
Vacation Homes 333
Cottages 30
Holiday Apartments 23

Use these Quick Filters to Find a Vacation Rental in Hayward

★ 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 Hayward with PickleTrip™.

Weather in Hayward, WI

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

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


Nelson Lake
Chequamegon National Forest
American Birkebeiner Trail
National Fresh Water Fishing Hall of Fame and Museum
Lac Courte Oreilles
Shues Pond Park
Teal Wing Golf Club
Lost Land Lake
Tremblays Sweet Shop
Hayward Information Center
Hayward Golf Club
Lower Clam Lake
Cable Natural History Museum
Trego Lake
Wilderness Walk Zoo and Recreation Park
Lake Namakagon
Park Theater
Tiger Cat Flowage
Grindstone Lake
HookStone Winery

Other Places to Stay in Hayward, WI


Washburn County 376 Properties
Douglas County 208 Properties
Chequamegon National Forest 123 Properties
Cable 98 Properties
Namakagon 98 Properties
Northwoods Beach 83 Properties
Winter 56 Properties
Solon Springs 52 Properties
Gordon 34 Properties
Chief Lake 31 Properties
Trego 28 Properties
Clam Lake 25 Properties

Frequently Asked Questions About Hayward?

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

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

Discover 2 accommodations with private or nearby pickleball courts in Hayward. Some of the best destinations to stay and play pickleball are:

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

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

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 880 properties listed in Hayward 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 880 Hayward, WI Vacation Rentals

Recently Booked Vacation Rentals in Hayward