96+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Flanders pickleball Stays, Resort Rentals, & Homes

About Flanders Vacation Rentals

Discover over 96 amazing vacation rental options in Flanders 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 Flanders.

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 758.57 ft², with prices averaging US $590 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 Flanders.

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Top Pickleball-Ready Accommodation Types in Flanders

Type Count
Vacation Homes 66
Cottages 10
Holiday Apartments 7

Use these Quick Filters to Find a Vacation Rental in Flanders

★ 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 Flanders with PickleTrip™.

Weather in Flanders, NY

View the weather forecast for Flanders before booking your Flanders 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 Flanders, NY

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


Cooper's Beach
Splish Splash Water Park
Baseball Heaven
East Hampton Main Beach
Wolffer Estates Vineyard
TWA Flight 800 International Memorial
Tanger Outlet Center
Meschutt Beach
Long Island Aquarium and Exhibition Center
The Hamptons Beaches
Suffolk Theater
Bay Street Theatre
Ponquogue Beach
Kontokosta Winery
Wildwood State Park
Baiting Hollow Farm Vineyard
Boomers! Medford
Harbes Family Farm
Halsey House
William Floyd Estate

Frequently Asked Questions About Flanders?

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

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

Discover 4 accommodations with private or nearby pickleball courts in Flanders. Some of the best destinations to stay and play pickleball are:

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

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

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 96 properties listed in Flanders 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.


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There are 96 Flanders, NY Vacation Rentals

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