303+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. U.S. Virgin Islands
  2. St. Croix Island
  3. Christiansted
  4. Chenay Bay

Chenay Bay pickleball Stays, Resort Rentals, & Homes

About Chenay Bay Vacation Rentals

Discover over 303 amazing vacation rental options in Chenay Bay 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 Chenay Bay.

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 1050.63 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 Chenay Bay.

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Top Pickleball-Ready Accommodation Types in Chenay Bay

Type Count
Vacation Homes 89
Villas 41
Holiday Apartments 39
Cottages 10

Use these Quick Filters to Find a Vacation Rental in Chenay Bay

★ 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 Chenay Bay with PickleTrip™.

Other Places to Stay in Chenay Bay, VI


Tamarind Reef Beach 293 Properties
Chenay Bay Beach 278 Properties
Estate Green Cay 213 Properties
Green Cay 205 Properties

Frequently Asked Questions About Chenay Bay?

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

How many pickleball-ready properties have private pools in Chenay Bay?

Discover 55 accommodations with private or nearby pickleball courts in Chenay Bay. Some of the best destinations to stay and play pickleball are:

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

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

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 303 properties listed in Chenay Bay 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 (1) 
Neighborhood Property Count
Green Cay Vacation Rentals in Christiansted, St. Croix Island 205

People Also Ask

There are 303 Chenay Bay, VI Vacation Rentals

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