44+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Medford

Medford pickleball Stays, Resort Rentals, & Homes

About Medford Vacation Rentals

Discover over 44 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 542.88 ft², with prices averaging US $227 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 18
Cottages 3
Holiday Apartments 1

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, ME

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, ME

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


Jato Highlands Golf Course
Lincoln Memorial Library
Sebec Lake
Penobscot Valley Hospital
Woodlawn Museum
Pleasant River
Pushaw Lake
South Twin Lake
Center Theatre Inc.
Piscatiquis County Ice Arena
Peaks-Kenny State Park

Other Places to Stay in Medford, ME


Lake View 37 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 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 44 properties listed in Medford 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
Lake View Vacation Rentals in Medford, Maine 37

People Also Ask

There are 44 Medford, ME Vacation Rentals

Recently Booked Vacation Rentals in Medford