942+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Sint Maarten
  2. Philipsburg
  3. Vineyard

Vineyard pickleball Stays, Resort Rentals, & Homes

About Vineyard Vacation Rentals

Discover over 942 amazing vacation rental options in Vineyard 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 Vineyard.

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 1019.43 ft², with prices averaging US $659 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 Vineyard.

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Top Pickleball-Ready Accommodation Types in Vineyard

Type Count
Villas 373
Holiday Apartments 218
Vacation Homes 122
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Vineyard

★ 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 Vineyard with PickleTrip™.

Weather in Vineyard, SX

View the weather forecast for Vineyard before booking your Vineyard Vacation Rentals to confirm your best time to go.

December - February
High 85°F       Low 69°F
March - May
High 87°F       Low 72°F
June - August
High 89°F       Low 76°F
September - November
High 88°F       Low 73°F

Other Places to Stay in Vineyard, SX


Museum of Sint Maarten 848 Properties

Frequently Asked Questions About Vineyard?

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

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

Discover 303 accommodations with private or nearby pickleball courts in Vineyard. Some of the best destinations to stay and play pickleball are:

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

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

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 942 properties listed in Vineyard 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 (2) 
Neighborhood Property Count
Point Blanche Vacation Rentals in Philipsburg 30
Hope Estate Vacation Rentals in Philipsburg 777

People Also Ask

There are 942 Vineyard, SX Vacation Rentals

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