Hillsdale pickleball Stays, Resort Rentals, & Homes

Frequently Asked Questions About Hillsdale?

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

• Upscale Ole School 3b/1b StL's "Sweet Spot" WashU, Pageant, Forest Park, Clayton
• World’s Fair Charm -Two Story 3 bdrm
• TOP RATED! FANTASTIC LOCATION! 3 bedroom near WASHU, LOOP, Pageant, Forest Park
• Casa Forest Park. New. Within blocks of Forest Park, Wash U and Delmar Loop.
• Charming, Historic Family Suite, Steps from the Chase Park Plaza and Forest Park
• Modern 3BR Getaway Near STL Attractions – Family-Friendly Comfort!
• Cozy Space in Central Location
• ★2 BR Apt ★ Mid Term Stay ★ The Loop - WashU - BJC 🏥
• Cozy 2BR Home in Delmar Loop
• Escape to this Urban Retreat in a Prime location!

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

Discover 3 accommodations with private or nearby pickleball courts in Hillsdale. Some of the best destinations to stay and play pickleball are:

• Enjoy a stylish experience at this centrally-located Penthouse style apartment
• Newly renovated main home in upscale neighborhood.
• Sleek & Modern *Balcony, Forest Park, Barnes*

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

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

• Fully Equipped Cozy 2BR Apartment Near Delmar Loop
• Quaint St Louis Home about 6 Mi to Downtown!
• Moonrise Hotel

How many PickleTrip vacation rentals or resorts are available in Hillsdale?

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 404 properties listed in Hillsdale 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.