109+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Oregon
  3. Portland
  4. Ladd Hill

Ladd Hill pickleball Stays, Resort Rentals, & Homes

About Ladd Hill Vacation Rentals

Discover over 109 amazing vacation rental options in Ladd Hill 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 Ladd Hill.

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 1174.18 ft², with prices averaging US $393 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 Ladd Hill.

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Top Pickleball-Ready Accommodation Types in Ladd Hill

Type Count
Vacation Homes 63
Holiday Apartments 5
Cottages 4

Use these Quick Filters to Find a Vacation Rental in Ladd Hill

★ 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 Ladd Hill with PickleTrip™.

Weather in Ladd Hill, OR

View the weather forecast for Ladd Hill before booking your Ladd Hill 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 Ladd Hill, OR

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


K & M Winery
Boxwood Garden
Moda Center
Oregon Convention Center
Oregon Zoo
Oregon Health and Science University
Veterans Memorial Coliseum
Washington Square Mall
Portland State University
Portland Japanese Garden
Clackamas Town Center
Lloyd Center
Wings and Waves Waterpark
Keller Auditorium
Oregon Museum of Science and Industry
Roseland Theater
Pioneer Courthouse Square
Aladdin Theater
Portland Art Museum
Tom McCall Waterfront Park

Other Places to Stay in Ladd Hill, OR


Boxwood Garden 108 Properties
K & M Winery 25 Properties

Frequently Asked Questions About Ladd Hill?

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

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

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

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 109 properties listed in Ladd Hill 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
Far West Vacation Rentals in Portland, Oregon 62

People Also Ask

There are 109 Ladd Hill, OR Vacation Rentals

Recently Booked Vacation Rentals in Ladd Hill