635+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Stillwater pickleball Stays, Resort Rentals, & Homes

About Stillwater Vacation Rentals

Discover over 635 amazing vacation rental options in Stillwater 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 Stillwater.

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 1115.79 ft², with prices averaging US $439 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 Stillwater.

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Top Pickleball-Ready Accommodation Types in Stillwater

Type Count
Vacation Homes 399
Holiday Apartments 25
Cottages 13
Villas 8

Use these Quick Filters to Find a Vacation Rental in Stillwater

★ 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 Stillwater with PickleTrip™.

Weather in Stillwater, NJ

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

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


Bushkill Falls
Shawnee Mountain Ski Area
Crystal Springs Golf Resort
East Stroudsburg University
Delaware Water Gap National Recreation Area
Sherman Theater
Pocono Mountains Visitors Bureau
High Point State Park
Rockaway Townsquare
Land of Make Believe Amusement Park
Lakota Wolf Preserve
Shawnee Golf Resort
Space Farms Zoo and Museum
Dingmans Falls
Newton Theater
Pocono Indian Museum
Pocono Go-Karts and Play Park
Pocono TreeVentures
Hopatcong State Park
Tomahawk Lake Water Park

Frequently Asked Questions About Stillwater?

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

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

Discover 53 accommodations with private or nearby pickleball courts in Stillwater. Some of the best destinations to stay and play pickleball are:

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

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

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 635 properties listed in Stillwater 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 635 Stillwater, NJ Vacation Rentals

Recently Booked Vacation Rentals in Stillwater