47+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. New Jersey
  3. Newark
  4. Hillside

Hillside pickleball Stays, Resort Rentals, & Homes

About Hillside Vacation Rentals

Discover over 47 amazing vacation rental options in Hillside 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 Hillside.

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 1198.82 ft², with prices averaging US $365 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 Hillside.

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Top Pickleball-Ready Accommodation Types in Hillside

Type Count
Vacation Homes 27
Holiday Apartments 20

Use these Quick Filters to Find a Vacation Rental in Hillside

★ 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 Hillside with PickleTrip™.

Weather in Hillside, NJ

View the weather forecast for Hillside before booking your Hillside 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 Hillside, NJ

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


Times Square
Central Park
Broadway
Statue of Liberty
Rockefeller Center
Empire State Building
Madison Square Garden
One World Trade Center
Grand Central Terminal
Cape Liberty Cruise Port
Metropolitan Museum of Art
Radio City Music Hall
Brooklyn Bridge
5th Avenue
Trump Tower
Museum of Modern Art
Barclays Center Brooklyn
Lincoln Center
Bryant Park
Columbia University

Frequently Asked Questions About Hillside?

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

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

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

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 47 properties listed in Hillside 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.

Nearby Neighborhood (1) 
Neighborhood Property Count
Weequahic Vacation Rentals in Newark, New Jersey 102

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There are 47 Hillside, NJ Vacation Rentals

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