175+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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South Chicago Heights pickleball Stays, Resort Rentals, & Homes

About South Chicago Heights Vacation Rentals

Discover over 175 amazing vacation rental options in South Chicago Heights 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 South Chicago Heights.

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 1055.96 ft², with prices averaging $285 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 South Chicago Heights.

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Top Pickleball-Ready Accommodation Types in South Chicago Heights

Type Count
Vacation Homes 124
Holiday Apartments 28
Villas 1

Use these Quick Filters to Find a Vacation Rental in South Chicago Heights

★ 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 South Chicago Heights with PickleTrip™.

Weather in South Chicago Heights, IL

View the weather forecast for South Chicago Heights before booking your South Chicago Heights 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 South Chicago Heights, IL

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


Hollywood Casino Amphitheatre
Tinley Park Convention Center
Ameristar Casino East Chicago
Indiana Dunes National Park
Horseshoe Hammond Casino
Majestic Star Casino
Orland Park Sportsplex
River Oaks Center
Harrah's East Chicago Casino
Purdue University Northwest
Centennial Park
Trinity Christian College
Centennial Park
South Holland Village Hall
Chicago Ridge Shopping Mall
Calumet Park
Gaelic Park
Crown Point Sports Complex
Harvey Public Library

Frequently Asked Questions About South Chicago Heights?

What are the top vacation rentals, resorts, and hotels in South Chicago Heights 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 South Chicago Heights. 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 South Chicago Heights!

How many pickleball-ready properties have private pools in South Chicago Heights?

Discover 1 accommodations with private or nearby pickleball courts in South Chicago Heights. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in South Chicago Heights 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 South Chicago Heights?

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 175 properties listed in South Chicago Heights 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 175 South Chicago Heights, IL Vacation Rentals

Recently Booked Vacation Rentals in South Chicago Heights