31085+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Oregon

Oregon pickleball Stays, Resort Rentals, & Homes

About Oregon Vacation Rentals

Discover over 31085 amazing vacation rental options in Oregon 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 Oregon.

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 1121.25 ft², with prices averaging US $328 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 Oregon.

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Top Pickleball-Ready Accommodation Types in Oregon

Type Count
Vacation Homes 19774
Holiday Apartments 3107
Cottages 759
Villas 112

Use these Quick Filters to Find a Vacation Rental in Oregon

★ 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 Oregon with PickleTrip™.

Weather in Oregon, US

View the weather forecast for Oregon before booking your Oregon Vacation Rentals to confirm your best time to go.

December - February
High 43°F       Low 15°F
March - May
High 69°F       Low 30°F
June - August
High 88°F       Low 44°F
September - November
High 74°F       Low 32°F

Top Attractions Around Oregon, US

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


Crater Lake National Park
Moda Center
Cannon Beach
Oregon Convention Center
Chinook Winds Casino
Bandon Dunes Golf Resort
University of Oregon
Oregon State University
Multnomah Falls
Ecola State Park
Oregon Zoo
Oregon Health and Science University
Veterans Memorial Coliseum
Timberline Lodge Ski Area
Spirit Mountain Casino
Washington Square Mall
Portland State University
Portland Expo Center
University of Portland
Mt. Bachelor Ski Resort
Autzen Stadium
Portland Japanese Garden
Clackamas Town Center
Grotto
Oregon Dunes National Recreation Area
Old Mill District
Mount Hood Ski Bowl
Les Schwab Amphitheater
Matthew Knight Arena
Nye Beach

Other Places to Stay in Oregon, US


Oregon Coast 10,706 Properties
Willamette Valley 7,413 Properties
Deschutes County 6,294 Properties
Bend 6,229 Properties
Portland 3,821 Properties
Lincoln County 3,651 Properties
Tillamook County 2,981 Properties
Sunriver 2,755 Properties
Multnomah County 2,545 Properties
Clatsop County 2,031 Properties
Mt. Hood - Columbia River Gorge 1,991 Properties
Lincoln City 1,854 Properties

Frequently Asked Questions About Oregon?

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

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

Discover 899 accommodations with private or nearby pickleball courts in Oregon. Some of the best destinations to stay and play pickleball are:

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

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

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 31085 properties listed in Oregon 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 31085 Oregon, US Vacation Rentals

Recently Booked Vacation Rentals in Oregon