150+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Crest Hill pickleball Stays, Resort Rentals, & Homes

About Crest Hill Vacation Rentals

Discover over 150 amazing vacation rental options in Crest Hill 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 Crest Hill.

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 778.48 ft², with prices averaging $227 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 Crest Hill.

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Top Pickleball-Ready Accommodation Types in Crest Hill

Type Count
Vacation Homes 60
Holiday Apartments 13

Use these Quick Filters to Find a Vacation Rental in Crest Hill

★ 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 Crest Hill with PickleTrip™.

Weather in Crest Hill, IL

View the weather forecast for Crest Hill before booking your Crest Hill 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 Crest Hill, IL

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


Hollywood Casino Amphitheatre
Route 66 Raceway
Tinley Park Convention Center
Chicago Premium Outlets
Wheaton College
Morton Arboretum
Hollywood Casino Joliet
Hollywood Casino Aurora
Raging Waves Waterpark
Rialto Square Theater
Harrah's Casino
SeatGeek Stadium
Paramount Theater
Chicagoland Speedway
Bolingbrook Golf Club
Yorktown Shopping Center
Hollywood Casino
Joliet Junior College
Lewis University
iPic Theaters

Frequently Asked Questions About Crest Hill?

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

How many pickleball-ready properties have private pools in Crest Hill?

Discover 8 accommodations with private or nearby pickleball courts in Crest Hill. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Crest Hill 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 Crest Hill?

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 150 properties listed in Crest Hill 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 150 Crest Hill, IL Vacation Rentals

Recently Booked Vacation Rentals in Crest Hill