162+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Illinois
  3. Chicago
  4. Rolling Meadows

Rolling Meadows pickleball Stays, Resort Rentals, & Homes

About Rolling Meadows Vacation Rentals

Discover over 162 amazing vacation rental options in Rolling Meadows 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 Rolling Meadows.

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 391.85 ft², with prices averaging US $177 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 Rolling Meadows.

Show more
Show less

Top Pickleball-Ready Accommodation Types in Rolling Meadows

Type Count
Holiday Apartments 44
Vacation Homes 30

Use these Quick Filters to Find a Vacation Rental in Rolling Meadows

★ 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 Rolling Meadows with PickleTrip™.

Weather in Rolling Meadows, IL

View the weather forecast for Rolling Meadows before booking your Rolling Meadows 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 Rolling Meadows, IL

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


Arlington International Racecourse
Naval Base Great Lakes
Brookfield Zoo
Northwestern University
Allstate Arena
Loyola University Chicago
Schaumburg Convention Center
Rosemont Theatre
Woodfield Mall
Donald E. Stephens Convention Center
Rivers Casino
Sears Center
Aragon Ballroom
Legoland Discovery Center
Riviera Theatre
Schaumburg Medieval Times
Wheaton College
Morton Arboretum
Concord Music Hall
Humboldt Park

Other Places to Stay in Rolling Meadows, IL


Arlington International Racecourse 116 Properties

Frequently Asked Questions About Rolling Meadows?

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

How many pickleball-ready properties have private pools in Rolling Meadows?

Discover 11 accommodations with private or nearby pickleball courts in Rolling Meadows. Some of the best destinations to stay and play pickleball are:

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

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

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 162 properties listed in Rolling Meadows 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 162 Rolling Meadows, IL Vacation Rentals

Recently Booked Vacation Rentals in Rolling Meadows