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Plainfield pickleball Stays, Resort Rentals, & Homes

About Plainfield Vacation Rentals

Discover over 95 amazing vacation rental options in Plainfield 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 Plainfield.

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 1329.17 ft², with prices averaging $342 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 Plainfield.

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Top Pickleball-Ready Accommodation Types in Plainfield

Type Count
Vacation Homes 65
Holiday Apartments 6

Use these Quick Filters to Find a Vacation Rental in Plainfield

★ 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 Plainfield with PickleTrip™.

Weather in Plainfield, IL

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

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


Presence Health
Edward Elmhurst Health
Route 66 Raceway
Chicago Premium Outlets
Wheaton College
Morton Arboretum
Hollywood Casino Joliet
Hollywood Casino Aurora
Oakbrook Center Mall
Arcada Theater
Raging Waves Waterpark
Rialto Square Theater
Harrah's Casino
Paramount Theater
Chicagoland Speedway
Bolingbrook Golf Club
Yorktown Shopping Center
Drury Lane Theater
Hollywood Casino
Joliet Junior College

Other Places to Stay in Plainfield, IL


Edward Elmhurst Health 128 Properties
Presence Health 127 Properties

Frequently Asked Questions About Plainfield?

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

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

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

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

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 95 properties listed in Plainfield 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 95 Plainfield, IL Vacation Rentals

Recently Booked Vacation Rentals in Plainfield