276+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Oak Harbor

Oak Harbor pickleball Stays, Resort Rentals, & Homes

About Oak Harbor Vacation Rentals

Discover over 276 amazing vacation rental options in Oak Harbor 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 Oak Harbor.

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 1424.22 ft², with prices averaging US $339 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 Oak Harbor.

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Top Pickleball-Ready Accommodation Types in Oak Harbor

Type Count
Vacation Homes 207
Holiday Apartments 24
Cottages 17
Villas 1

Use these Quick Filters to Find a Vacation Rental in Oak Harbor

★ 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 Oak Harbor with PickleTrip™.

Weather in Oak Harbor, WA

View the weather forecast for Oak Harbor before booking your Oak Harbor 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 Oak Harbor, WA

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


Deception Pass State Park
Windjammer Park
Flintstone Park
PBY Memorial Foundation PBY-Naval Air Museum
Whidbey Playhouse
Lavender Wind Farm
Garry Oak Gallery
Joseph Whidbey State Park
Dugualla State Park
North Beach
Ala Spit County Park
Little North Beach
Ben Ure Island
Skagit Valley Casino
Angel Of The Winds Casino Resort
Fort Worden State Park
7 Cedars Casino
Swinomish Casino
Fort Ebey State Park
Bay View State Park

Other Places to Stay in Oak Harbor, WA


Penn Cove Park 115 Properties
Lavender Wind Farm 100 Properties
Joseph Whidbey State Park 86 Properties
Ala Spit County Park 83 Properties
Ben Ure Island 72 Properties
Deception Pass State Park 70 Properties
Little North Beach 67 Properties
Whidbey Playhouse 64 Properties
Windjammer Park 64 Properties
Garry Oak Gallery 63 Properties
PBY Memorial Foundation PBY-Naval Air Museum 63 Properties
Flintstone Park 62 Properties

Frequently Asked Questions About Oak Harbor?

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

How many pickleball-ready properties have private pools in Oak Harbor?

Discover 1 accommodations with private or nearby pickleball courts in Oak Harbor. Some of the best destinations to stay and play pickleball are:

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

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

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 276 properties listed in Oak Harbor in 2026, 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.


People Also Ask

There are 276 Oak Harbor, WA Vacation Rentals

Recently Booked Vacation Rentals in Oak Harbor