79+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Addison pickleball Stays, Resort Rentals, & Homes

About Addison Vacation Rentals

Discover over 79 amazing vacation rental options in Addison 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 Addison.

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 908.31 ft², with prices averaging $265 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 Addison.

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Top Pickleball-Ready Accommodation Types in Addison

Type Count
Vacation Homes 46
Holiday Apartments 4

Use these Quick Filters to Find a Vacation Rental in Addison

★ 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 Addison with PickleTrip™.

Weather in Addison, IL

View the weather forecast for Addison before booking your Addison 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 Addison, IL

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


Odeum Sports and Expo Center
AMITA Health Medical Group-Addison
Navy Pier
Wrigley Field
McCormick Place
Millennium Park
Union Station
Soldier Field
Willis Tower
Art Institute of Chicago
United Center
Grant Park
John G. Shedd Aquarium
Chicago Theatre
Chicago Riverwalk
Field Museum of Natural History
Brookfield Zoo
Northwestern University
John Hancock Center
Allstate Arena

Other Places to Stay in Addison, IL


South Addison 87 Properties
Odeum Sports and Expo Center 86 Properties
AMITA Health Medical Group-Addison 74 Properties
Addison Township 56 Properties

Frequently Asked Questions About Addison?

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

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

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 79 properties listed in Addison 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 79 Addison, IL Vacation Rentals

Recently Booked Vacation Rentals in Addison