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Olympia Fields pickleball Stays, Resort Rentals, & Homes

About Olympia Fields Vacation Rentals

Discover over 101 amazing vacation rental options in Olympia Fields 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 Olympia Fields.

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 705.25 ft², with prices averaging $268 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 Olympia Fields.

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Top Pickleball-Ready Accommodation Types in Olympia Fields

Type Count
Vacation Homes 74
Holiday Apartments 8

Use these Quick Filters to Find a Vacation Rental in Olympia Fields

★ 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 Olympia Fields with PickleTrip™.

Weather in Olympia Fields, IL

View the weather forecast for Olympia Fields before booking your Olympia Fields 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 Olympia Fields, IL

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


WellGroup HealthPartners
Franciscan Health Olympia Fields
Franciscan St. James Health - Olympia Fields
University of Chicago
Hollywood Casino Amphitheatre
Tinley Park Convention Center
State Street
Ameristar Casino East Chicago
Indiana Dunes National Park
Horseshoe Hammond Casino
SeatGeek Stadium
Jackson Park
University of Chicago Medicine
Majestic Star Casino
Midway Plaisance
Robie House
Orland Park Sportsplex
River Oaks Center
Harrah's East Chicago Casino
Purdue University Northwest

Other Places to Stay in Olympia Fields, IL


WellGroup HealthPartners 96 Properties
Franciscan Health Olympia Fields 95 Properties
Franciscan St. James Health - Olympia Fields 95 Properties

Frequently Asked Questions About Olympia Fields?

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

Which vacation rentals, resorts, or hotels in Olympia Fields 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 Olympia Fields?

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 101 properties listed in Olympia Fields 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 101 Olympia Fields, IL Vacation Rentals

Recently Booked Vacation Rentals in Olympia Fields