184+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Glen Head

Glen Head pickleball Stays, Resort Rentals, & Homes

About Glen Head Vacation Rentals

Discover over 184 amazing vacation rental options in Glen Head 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 Glen Head.

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 545.28 ft², with prices averaging US $761 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 Glen Head.

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Top Pickleball-Ready Accommodation Types in Glen Head

Type Count
Vacation Homes 94
Holiday Apartments 30
Cottages 6
Villas 1

Use these Quick Filters to Find a Vacation Rental in Glen Head

★ 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 Glen Head with PickleTrip™.

Weather in Glen Head, NY

View the weather forecast for Glen Head before booking your Glen Head 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 Glen Head, NY

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


Long Island University Post Campus
Tilles Center for the Performing Arts
Times Square
Central Park
Broadway
Rockefeller Center
Empire State Building
Grand Central Terminal
Metropolitan Museum of Art
Radio City Music Hall
5th Avenue
Trump Tower
Museum of Modern Art
Lincoln Center
Bryant Park
Columbia University
Bronx Zoo
Columbus Circle
United Nations Headquarters
Carnegie Hall

Other Places to Stay in Glen Head, NY


Long Island University Post Campus 221 Properties
Glenwood Landing 69 Properties
Old Brookville 43 Properties
Brookville 36 Properties
Tilles Center for the Performing Arts 28 Properties

Frequently Asked Questions About Glen Head?

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

How many pickleball-ready properties have private pools in Glen Head?

Discover 14 accommodations with private or nearby pickleball courts in Glen Head. Some of the best destinations to stay and play pickleball are:

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

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

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 184 properties listed in Glen Head 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 184 Glen Head, NY Vacation Rentals

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