313+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Springfield

Springfield pickleball Stays, Resort Rentals, & Homes

About Springfield Vacation Rentals

Discover over 313 amazing vacation rental options in Springfield 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 Springfield.

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 556.18 ft², with prices averaging US $164 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 Springfield.

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Top Pickleball-Ready Accommodation Types in Springfield

Type Count
Vacation Homes 130
Holiday Apartments 58
Cottages 3

Use these Quick Filters to Find a Vacation Rental in Springfield

★ 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 Springfield with PickleTrip™.

Weather in Springfield, IL

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

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


Abraham Lincoln Presidential Library and Museum
Illinois State Fairgrounds
University of Illinois at Springfield
Illinois State Capitol
St. John's Hospital
Memorial Medical Center
Lincoln Home National Historic Site
Lincoln's Tomb
Lincoln's New Salem State Historic Site
Prairie Capitol Convention Center
Illinois State Museum
Lake Jacksonville
Dana-Thomas House
Old State Capitol
Knights Action
Henson Robinson Zoo
Rail Golf Course
Washington Park Botanical Gardens
Pasfield House
Piper Glen Golf Club

Other Places to Stay in Springfield, IL


Taylorville Township 374 Properties
Christian County 370 Properties
Taylorville 369 Properties
Sangamon County 167 Properties
Menard County 167 Properties
Capital 166 Properties
Downtown Springfield 156 Properties
Woodside Township 77 Properties
Logan County 30 Properties
Lincoln 30 Properties
Morgan County 25 Properties
Jacksonville 25 Properties

Frequently Asked Questions About Springfield?

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

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

Discover 22 accommodations with private or nearby pickleball courts in Springfield. Some of the best destinations to stay and play pickleball are:

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

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

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 313 properties listed in Springfield 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.

Nearby Neighborhood (1) 
Neighborhood Property Count
Downtown Springfield Vacation Rentals in Springfield, Illinois 156

People Also Ask

There are 313 Springfield, IL Vacation Rentals

Recently Booked Vacation Rentals in Springfield