1125+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Washington
  3. Whidbey Island

Whidbey Island pickleball Stays, Resort Rentals, & Homes

About Whidbey Island Vacation Rentals

Discover over 1125 amazing vacation rental options in Whidbey 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 Whidbey 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 1396.34 ft², with prices averaging US $367 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 Whidbey Island.

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Top Pickleball-Ready Accommodation Types in Whidbey Island

Type Count
Vacation Homes 833
Holiday Apartments 74
Cottages 73
Villas 6

Use these Quick Filters to Find a Vacation Rental in Whidbey 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 Whidbey Island with PickleTrip™.

Weather in Whidbey Island, WA

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

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


Fort Ebey State Park
Fort Casey State Park
Windjammer Park
Ebey's Landing National Historical Reserve
Flintstone Park
Fort Casey
Coupeville Wharf
PBY Memorial Foundation PBY-Naval Air Museum
Spoiled Dog Winery
Blooms
Double Bluff State Park
Island County Historical Society
Whidbey Playhouse
Lavender Wind Farm
Callahan's Firehouse
Garry Oak Gallery
Dugualla State Park
Joseph Whidbey State Park
Marguerite Brons Memorial Park
Useless Bay

Other Places to Stay in Whidbey Island, WA


Island County 1,234 Properties
Oak Harbor 240 Properties
Langley 213 Properties
Blooms 185 Properties
Coupeville 184 Properties
Bells Beach 161 Properties
Freeland 150 Properties
Clinton 143 Properties
Sunlight Beach 132 Properties
Greenbank 88 Properties
Maxwelton 86 Properties
Lagoon Point 28 Properties

Frequently Asked Questions About Whidbey Island?

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

How many pickleball-ready properties have private pools in Whidbey Island?

Discover 5 accommodations with private or nearby pickleball courts in Whidbey Island. Some of the best destinations to stay and play pickleball are:

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

Looking for a fun and active getaway with pickleball courts in Whidbey 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 Whidbey 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 1125 properties listed in Whidbey 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.

Nearby Neighborhood (1) 
Neighborhood Property Count
Lagoon Point Vacation Rentals in Washington 28

People Also Ask

There are 1125 Whidbey Island, WA Vacation Rentals

Recently Booked Vacation Rentals in Whidbey Island