3974+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Illinois
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  4. Illinois Medical District

Illinois Medical District pickleball Stays, Resort Rentals, & Homes

About Illinois Medical District Vacation Rentals

Discover over 3974 amazing vacation rental options in Illinois Medical District 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 Illinois Medical District.

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 792.16 ft², with prices averaging $389 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 Illinois Medical District.

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Top Pickleball-Ready Accommodation Types in Illinois Medical District

Type Count
Holiday Apartments 2813
Vacation Homes 545
Villas 3

Use these Quick Filters to Find a Vacation Rental in Illinois Medical District

★ 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 Illinois Medical District with PickleTrip™.

Weather in Illinois Medical District, IL

View the weather forecast for Illinois Medical District before booking your Illinois Medical District 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

Other Places to Stay in Illinois Medical District, IL


Rush University Medical Center 4,337 Properties
University of Illinois Hospital 3,948 Properties
John H Stroger Jr Hospital 3,849 Properties
Lumedia 3,507 Properties
Sinai Health System 983 Properties
Douglas Park 953 Properties
Mt. Sinai Hospital Medical Center 944 Properties
Mount Sinai Hospital 942 Properties

Frequently Asked Questions About Illinois Medical District?

What are the top vacation rentals, resorts, and hotels in Illinois Medical District 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 Illinois Medical District. 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 Illinois Medical District!

How many pickleball-ready properties have private pools in Illinois Medical District?

Discover 48 accommodations with private or nearby pickleball courts in Illinois Medical District. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Illinois Medical District 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 Illinois Medical District?

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 3974 properties listed in Illinois Medical District 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.

Nearby Neighborhood (4) 
Neighborhood Property Count
Near West Side Vacation Rentals in Chicago, Illinois 362
University Village / Little Italy Vacation Rentals in Chicago, Illinois 113
Tri-Taylor Vacation Rentals in Chicago, Illinois 26
North Lawndale Vacation Rentals in Chicago, Illinois 443

People Also Ask

There are 3974 Illinois Medical District, IL Vacation Rentals

Recently Booked Vacation Rentals in Illinois Medical District