445+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Orcas Island

Orcas Island pickleball Stays, Resort Rentals, & Homes

About Orcas Island Vacation Rentals

Discover over 445 amazing vacation rental options in Orcas Island 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 Orcas Island.

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 1188.4 ft², with prices averaging US $447 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 Orcas Island.

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Top Pickleball-Ready Accommodation Types in Orcas Island

Type Count
Vacation Homes 232
Cottages 30
Holiday Apartments 27
Villas 2

Use these Quick Filters to Find a Vacation Rental in Orcas Island

★ 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 Orcas Island with PickleTrip™.

Weather in Orcas Island, WA

View the weather forecast for Orcas Island before booking your Orcas Island 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 Orcas Island, WA

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


Cascade Lake
Moran State Park
Doe Bay Hot Springs
Orcas Island Golf Course
Darvill's Bookstore
Turtleback Mountain
Kayaking at Spring Bay Inn
Rosario Mansion Museum
Orcas Island Historical Museum
Orcas Island Artworks
North Beach
West Sound Marina
Summit Learning Center
Mt. Constitution
The Funhouse Discovery Center
Obstruction Pass State Park
Obstruction Pass Beach
Skull Island State Park
Doe Island State Park
Shaw Island

Other Places to Stay in Orcas Island, WA


Eastsound 360 Properties
Darvill's Bookstore 197 Properties
Orcas Island Historical Museum 196 Properties
Sea Acre 194 Properties
West Beach 109 Properties
Rosario 103 Properties
West Sound 100 Properties
Olga 62 Properties
Moran State Park 49 Properties
Orcas 45 Properties
Deer Harbor 41 Properties
Doe Bay 39 Properties

Frequently Asked Questions About Orcas Island?

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

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

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

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 445 properties listed in Orcas Island 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 445 Orcas Island, WA Vacation Rentals

Recently Booked Vacation Rentals in Orcas Island