100+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Naperville pickleball Stays, Resort Rentals, & Homes

About Naperville Vacation Rentals

Discover over 100 amazing vacation rental options in Naperville 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 Naperville.

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 679.82 ft², with prices averaging US $243 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 Naperville.

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Top Pickleball-Ready Accommodation Types in Naperville

Type Count
Vacation Homes 44
Holiday Apartments 8

Use these Quick Filters to Find a Vacation Rental in Naperville

★ 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 Naperville with PickleTrip™.

Weather in Naperville, IL

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

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


Centennial Beach
DuPage Children's Museum
Saints Peter and Paul Catholic Church
Odyssey Fun World
Springbrook Golf Course
Naper Settlement Museum
Naperville Convention & Visitors Bureau
North Central College Fine & Performing Arts
Brunswick Zone
Moser Tower and Millennium Carillon
Arrowhead Golf Club
Advocate Medical Group Vein Clinic
Edward Hospital - Main Campus
Edward-Elmhurst Heart Hospital
University of Chicago Hospital
Brookfield Zoo
Allstate Arena
Schaumburg Convention Center
Rosemont Theatre
Woodfield Mall

Other Places to Stay in Naperville, IL


DuPage Children's Museum 122 Properties
Centennial Beach 121 Properties
North Central College Fine & Performing Arts 120 Properties
University of Chicago Hospital 119 Properties
Saints Peter and Paul Catholic Church 118 Properties
Moser Tower and Millennium Carillon 117 Properties
Naper Settlement Museum 115 Properties
Naperville Convention & Visitors Bureau 114 Properties
Arrowhead Golf Club 110 Properties
Odyssey Fun World 80 Properties
Naperville Township 79 Properties
Brunswick Zone 74 Properties

Frequently Asked Questions About Naperville?

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

How many pickleball-ready properties have private pools in Naperville?

Discover 1 accommodations with private or nearby pickleball courts in Naperville. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Naperville is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in Naperville? 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 Naperville?

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 100 properties listed in Naperville in 2026, 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 100 Naperville, IL Vacation Rentals

Recently Booked Vacation Rentals in Naperville