1611+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Medford pickleball Stays, Resort Rentals, & Homes

About Medford Vacation Rentals

Discover over 1611 amazing vacation rental options in Medford 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 Medford.

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 736.48 ft², with prices averaging US $244 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 Medford.

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Top Pickleball-Ready Accommodation Types in Medford

Type Count
Vacation Homes 830
Holiday Apartments 236
Cottages 125
Villas 9

Use these Quick Filters to Find a Vacation Rental in Medford

★ 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 Medford with PickleTrip™.

Weather in Medford, OR

View the weather forecast for Medford before booking your Medford 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 Medford, OR

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


Oregon Shakespeare Festival
Mount Ashland Ski Area
Phoenix Library
Southern Oregon University
Rogue Valley Medical Center
The Expo
Providence Medford Medical Center
Grants Pass Welcome Center
Medford City Hall
Asante Three Rivers Medical Center
Lithia Park
Rogue Valley Mall
Medford Railroad Park
Rogue Valley Family Fun Center
Historic Pinehurst Inn
Rogue Valley Country Club
Ashland Library
Central Point Library
Oregon Cabaret Theatre
The RRRink

Other Places to Stay in Medford, OR


Jackson County 830 Properties
Ashland 299 Properties
City Center Medford 286 Properties
Grants Pass 221 Properties
Historic Downtown District 220 Properties
Jacksonville 98 Properties
Historic Jacksonville 94 Properties
Historic Railroad District 46 Properties
Gold Hill 34 Properties
Shady Cove 29 Properties
Central Point 27 Properties
Siskiyou-Hargadine Historic District 25 Properties

Frequently Asked Questions About Medford?

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

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

Discover 58 accommodations with private or nearby pickleball courts in Medford. Some of the best destinations to stay and play pickleball are:

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

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

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 1611 properties listed in Medford 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.

Nearby Neighborhood (4) 
Neighborhood Property Count
Historic Downtown District Vacation Rentals in Medford, Oregon 220
Historic Railroad District Vacation Rentals in Medford, Oregon 46
Siskiyou-Hargadine Historic District Vacation Rentals in Medford, Oregon 25
Skidmore Academy Historic District Vacation Rentals in Medford, Oregon 317

People Also Ask

There are 1611 Medford, OR Vacation Rentals

Recently Booked Vacation Rentals in Medford