116+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Illinois
  3. Kankakee

Kankakee pickleball Stays, Resort Rentals, & Homes

About Kankakee Vacation Rentals

Discover over 116 amazing vacation rental options in Kankakee 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 Kankakee.

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 640.89 ft², with prices averaging $214 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 Kankakee.

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Top Pickleball-Ready Accommodation Types in Kankakee

Type Count
Vacation Homes 43
Holiday Apartments 8
Cottages 4
Villas 3

Use these Quick Filters to Find a Vacation Rental in Kankakee

★ 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 Kankakee with PickleTrip™.

Weather in Kankakee, IL

View the weather forecast for Kankakee before booking your Kankakee 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 Kankakee, IL

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


Olivet Nazarene University
Midewin National Tallgrass Prairie
Kankakee Community College
Northfield Square Mall
Kankakee Railroad Museum
Dwight Village Hall
Florence W Garrett Park
Renfrew Park
B. Harley Bradley House
Kankakee County Museum
Kankakee County Convention & Visitor Bureau
Iroquois County Old Courthouse Museum
Perry Farm Park
Hollywood Casino Amphitheatre
Route 66 Raceway
Tinley Park Convention Center
Indiana Dunes National Park
Hollywood Casino Joliet
Rialto Square Theater
Harrah's Casino

Other Places to Stay in Kankakee, IL


Dwight 467 Properties
Will County 236 Properties
Gilman 104 Properties
Manhattan 97 Properties
Kankakee County 92 Properties
Kankakee Township 68 Properties
Monee 65 Properties
Bradley 61 Properties
Bourbonnais Township 58 Properties
Manteno 56 Properties
Bourbonnais 46 Properties
Watseka 24 Properties

Frequently Asked Questions About Kankakee?

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

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

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

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 116 properties listed in Kankakee 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 116 Kankakee, IL Vacation Rentals

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