283+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. St. James
  3. Westmoreland

Westmoreland pickleball Stays, Resort Rentals, & Homes

About Westmoreland Vacation Rentals

Discover over 283 amazing vacation rental options in Westmoreland 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 Westmoreland.

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 2497.18 ft², with prices averaging US $1,570 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 Westmoreland.

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Top Pickleball-Ready Accommodation Types in Westmoreland

Type Count
Villas 212
Vacation Homes 39
Holiday Apartments 28

Use these Quick Filters to Find a Vacation Rental in Westmoreland

★ 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 Westmoreland with PickleTrip™.

Top Attractions Around Westmoreland, BB

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


Royal Westmoreland Golf Course
Dover Beach
Crane Beach
Rockley Beach
Silver Sands Beach
Sandy Lane Beach
Mullins Beach
U.S. Embassy
Carlisle Bay
Paradise Beach
Miami Beach
Worthing Beach
Brownes Beach
Paynes Bay Beach
Bottom Bay Beach
Brighton Beach
Turtle Beach
Bathsheba Beach
Barbados Parliament Buildings
Barbados Wildlife Reserve

Other Places to Stay in Westmoreland, BB


Royal Westmoreland Golf Course 3,413 Properties
Forest Hills 3,223 Properties

Frequently Asked Questions About Westmoreland?

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

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

Discover 112 accommodations with private or nearby pickleball courts in Westmoreland. Some of the best destinations to stay and play pickleball are:

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

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

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 283 properties listed in Westmoreland 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
Upper Carlton Vacation Rentals in Westmoreland, St. James 2954

People Also Ask

There are 283 Westmoreland, BB Vacation Rentals

Recently Booked Vacation Rentals in Westmoreland