66+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Wading River

Wading River pickleball Stays, Resort Rentals, & Homes

About Wading River Vacation Rentals

Discover over 66 amazing vacation rental options in Wading River 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 Wading River.

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 1149.05 ft², with prices averaging US $545 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 Wading River.

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Top Pickleball-Ready Accommodation Types in Wading River

Type Count
Vacation Homes 47
Holiday Apartments 3
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Wading River

★ 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 Wading River with PickleTrip™.

Weather in Wading River, NY

View the weather forecast for Wading River before booking your Wading River 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 Wading River, NY

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


Wildwood State Park
Calverton National Cemetery
Wading River Landing
Stony Brook University
Port Jefferson
Splish Splash Water Park
Lake Ronkonkoma
Baseball Heaven
TWA Flight 800 International Memorial
Tanger Outlet Center
Meschutt Beach
Long Island Aquarium and Exhibition Center
The Hamptons Beaches
Suffolk Theater
Ponquogue Beach
Smithaven Mall
Baiting Hollow Farm Vineyard
89 North Music Venue
Boomers! Medford
Harbes Family Farm

Other Places to Stay in Wading River, NY


Wildwood State Park 104 Properties
Wading River Landing 87 Properties
Calverton National Cemetery 34 Properties

Frequently Asked Questions About Wading River?

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

How many pickleball-ready properties have private pools in Wading River?

Discover 2 accommodations with private or nearby pickleball courts in Wading River. Some of the best destinations to stay and play pickleball are:

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

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

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 66 properties listed in Wading River in 2026, 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 66 Wading River, NY Vacation Rentals

Recently Booked Vacation Rentals in Wading River