838+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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River North pickleball Stays, Resort Rentals, & Homes

About River North Vacation Rentals

Discover over 838 amazing vacation rental options in River North 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 River North.

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 800.62 ft², with prices averaging $455 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 River North.

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Top Pickleball-Ready Accommodation Types in River North

Type Count
Holiday Apartments 571
Vacation Homes 175
Villas 7

Use these Quick Filters to Find a Vacation Rental in River North

★ 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 River North with PickleTrip™.

Weather in River North, IL

View the weather forecast for River North before booking your River North 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 River North, IL


Goose Island 4,486 Properties
Legacy Motors Automotive Art Gallery 4,434 Properties
Pump It Up Party Zone 4,424 Properties
Cooking & Hospitality Institute of Chicago 4,406 Properties
Judy A Saslow Gallery 4,381 Properties
ArchiTech Gallery 4,365 Properties
The East Bank Club 4,358 Properties
Aldo Castillo Gallery 4,347 Properties
Assumption Church 4,346 Properties
Project Room 4,335 Properties
Near North Side 785 Properties
Killgubbin 33 Properties

Frequently Asked Questions About River North?

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

How many pickleball-ready properties have private pools in River North?

Discover 8 accommodations with private or nearby pickleball courts in River North. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in River North 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 River North?

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 838 properties listed in River North 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 (13) 
Neighborhood Property Count
Downtown Chicago Vacation Rentals in Chicago, Illinois 1703
Near North Side Vacation Rentals in Chicago, Illinois 785
The Loop Vacation Rentals in Chicago, Illinois 713
West Town Vacation Rentals in Chicago, Illinois 315
Streeterville Vacation Rentals in Chicago, Illinois 211
West Loop Vacation Rentals in Chicago, Illinois 205
Rush and Division Vacation Rentals in Chicago, Illinois 71
Gold Coast Vacation Rentals in Chicago, Illinois 54
River West Vacation Rentals in Chicago, Illinois 53
Old Town Vacation Rentals in Chicago, Illinois 51
Pulaski Park Vacation Rentals in Chicago, Illinois 40
Killgubbin Vacation Rentals in Chicago, Illinois 33
Ranch Triangle Vacation Rentals in Chicago, Illinois 4206

People Also Ask

There are 838 River North, IL Vacation Rentals

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