186+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Damascus pickleball Stays, Resort Rentals, & Homes

About Damascus Vacation Rentals

Discover over 186 amazing vacation rental options in Damascus 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 Damascus.

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 1028.84 ft², with prices averaging US $320 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 Damascus.

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Top Pickleball-Ready Accommodation Types in Damascus

Type Count
Vacation Homes 146
Holiday Apartments 16
Villas 4
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Damascus

★ 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 Damascus with PickleTrip™.

Weather in Damascus, OR

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

December - February
High 52°F       Low 21°F
March - May
High 69°F       Low 28°F
June - August
High 81°F       Low 50°F
September - November
High 71°F       Low 28°F

Top Attractions Around Damascus, OR

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


Damascus Fancy Plants Garden Center
Terra Casa
Moda Center
Oregon Convention Center
Multnomah Falls
Oregon Zoo
Oregon Health and Science University
Veterans Memorial Coliseum
Washington Square Mall
Portland State University
Vancouver Mall
Portland Expo Center
University of Portland
Portland Japanese Garden
Clackamas Town Center
Grotto
Lloyd Center
Jantzen Beach Center
Keller Auditorium
Oregon Museum of Science and Industry

Other Places to Stay in Damascus, OR


Damascus Fancy Plants Garden Center 158 Properties
Terra Casa 24 Properties

Frequently Asked Questions About Damascus?

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

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

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

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

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

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 186 properties listed in Damascus 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
Rock Creek Vacation Rentals in Damascus, Oregon 59

People Also Ask

There are 186 Damascus, OR Vacation Rentals

Recently Booked Vacation Rentals in Damascus