224+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Illinois
  3. Springfield
  4. Downtown Springfield

Downtown Springfield pickleball Stays, Resort Rentals, & Homes

About Downtown Springfield Vacation Rentals

Discover over 224 amazing vacation rental options in Downtown 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 Downtown 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 629.27 ft², with prices averaging US $165 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 Downtown Springfield.

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Top Pickleball-Ready Accommodation Types in Downtown Springfield

Type Count
Vacation Homes 101
Holiday Apartments 46
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Downtown 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 Downtown Springfield with PickleTrip™.

Weather in Downtown Springfield, IL

View the weather forecast for Downtown Springfield before booking your Downtown 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

Other Places to Stay in Downtown Springfield, IL


Springfield 222 Properties
Lincoln Home National Historic Site 171 Properties
Lincoln Depot 171 Properties
Great Western Depot 170 Properties
Prairie Capitol Convention Center 167 Properties
Lincoln-Herndon Law Offices State Historic Site 167 Properties
Korean War Veteran National Museum & Library 163 Properties
Old State Capitol 159 Properties
Abraham Lincoln Presidential Library and Museum 159 Properties
St. John's Hospital 157 Properties

Frequently Asked Questions About Downtown Springfield?

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

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

Discover 9 accommodations with private or nearby pickleball courts in Downtown Springfield. Some of the best destinations to stay and play pickleball are:

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

Looking for a fun and active getaway with pickleball courts in Downtown 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 Downtown 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 224 properties listed in Downtown Springfield 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 224 Downtown Springfield, IL Vacation Rentals

Recently Booked Vacation Rentals in Downtown Springfield