54+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  4. Cherry Valley

Cherry Valley pickleball Stays, Resort Rentals, & Homes

About Cherry Valley Vacation Rentals

Discover over 54 amazing vacation rental options in Cherry Valley 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 Cherry Valley.

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 203 ft², with prices averaging US $137 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 Cherry Valley.

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Top Pickleball-Ready Accommodation Types in Cherry Valley

Type Count
Holiday Apartments 5
Vacation Homes 4
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Cherry Valley

★ 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 Cherry Valley with PickleTrip™.

Weather in Cherry Valley, IL

View the weather forecast for Cherry Valley before booking your Cherry Valley 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 Cherry Valley, IL

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


CherryVale Mall
Fisher Park
The Cherry Bowl
Butler Park
Quilter's General Store
Competition Grand Prix
Elliot Park Skate Park
Baumann Park & Lake
Newburg Village Golf Course - 9 Hole
Pepper Creek Gift & Flower Shop
Earl F. Elliott Park & Golf Course - 18 Hole
Coronado Performing Arts Center
BMO Harris Bank Center
Anderson Japanese Gardens
Pearl Lake
CoCo Key Water Resort
Magic Waters Water Park
Midway Village & Museum Center
Burpee Museum of Natural History
Rock Cut State Park

Other Places to Stay in Cherry Valley, IL


The Cherry Bowl 122 Properties
Competition Grand Prix 122 Properties
CherryVale Mall 120 Properties
Quilter's General Store 112 Properties
Pepper Creek Gift & Flower Shop 106 Properties
Elliot Park Skate Park 103 Properties
Earl F. Elliott Park & Golf Course - 18 Hole 102 Properties
Butler Park 96 Properties
Newburg Village Golf Course - 9 Hole 94 Properties
Fisher Park 92 Properties
Baumann Park & Lake 92 Properties

Frequently Asked Questions About Cherry Valley?

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

How many PickleTrip vacation rentals or resorts are available in Cherry Valley?

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 54 properties listed in Cherry Valley 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 54 Cherry Valley, IL Vacation Rentals

Recently Booked Vacation Rentals in Cherry Valley