167+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Evanston pickleball Stays, Resort Rentals, & Homes

About Evanston Vacation Rentals

Discover over 167 amazing vacation rental options in Evanston 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 Evanston.

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 660.96 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 Evanston.

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Top Pickleball-Ready Accommodation Types in Evanston

Type Count
Holiday Apartments 108
Vacation Homes 30
Cottages 3

Use these Quick Filters to Find a Vacation Rental in Evanston

★ 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 Evanston with PickleTrip™.

Weather in Evanston, IL

View the weather forecast for Evanston before booking your Evanston Vacation Rentals to confirm your best time to go.

December - February
High 46°F       Low 20°F
March - May
High 68°F       Low 32°F
June - August
High 83°F       Low 62°F
September - November
High 80°F       Low 33°F

Top Attractions Around Evanston, IL

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


Northwestern University
Ryan Field
Evanston History Center
Mary and Leigh Block Museum of Art
Mitchell Museum of the American Indian
Grosse Point Lighthouse
Evanston Cellars
Dawes Park
Dog Beach
Clark Street Beach
Halim Time & Glass Museum
Evanston Hospital
AMITA Health Saint Francis Hospital Evanston
Infinity Healthcare
Presence St. Francis Hospital
Navy Pier
Wrigley Field
McCormick Place
Millennium Park
Union Station

Other Places to Stay in Evanston, IL


Infinity Healthcare 372 Properties
AMITA Health Saint Francis Hospital Evanston 372 Properties
Presence St. Francis Hospital 372 Properties
Evanston Cellars 339 Properties
South Evanston 338 Properties
Halim Time & Glass Museum 275 Properties
Evanston History Center 270 Properties
Dawes Park 261 Properties
Dog Beach 257 Properties
Northwestern University 253 Properties
Clark Street Beach 253 Properties
North Evanston 196 Properties

Frequently Asked Questions About Evanston?

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

Which vacation rentals, resorts, or hotels in Evanston 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 Evanston?

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 167 properties listed in Evanston 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 (1) 
Neighborhood Property Count
Rogers Park Vacation Rentals in Chicago, Illinois 58

People Also Ask

There are 167 Evanston, IL Vacation Rentals

Recently Booked Vacation Rentals in Evanston