47+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Prince Frederick pickleball Stays, Resort Rentals, & Homes

About Prince Frederick Vacation Rentals

Discover over 47 amazing vacation rental options in Prince Frederick 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 Prince Frederick.

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 1562.17 ft², with prices averaging US $277 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 Prince Frederick.

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Top Pickleball-Ready Accommodation Types in Prince Frederick

Type Count
Vacation Homes 29
Cottages 7
Holiday Apartments 2

Use these Quick Filters to Find a Vacation Rental in Prince Frederick

★ 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 Prince Frederick with PickleTrip™.

Weather in Prince Frederick, MD

View the weather forecast for Prince Frederick before booking your Prince Frederick 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 Prince Frederick, MD

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


Running Hare Vineyard
Battle Creek Cypress Swamp Sanctuary
R&J's PlayPark
Patuxent River Naval Air Station
Maryland International Raceway
Show Place Arena
Calvert Cliffs State Park
Chesapeake Beach Water Park
Rod n Reel Charter Fishing
St. Mary's River State Park
St. Charles Towne Center
Breezy Point Beach
Budds Motorcross Speedway
White Plains Golf Course
Cove Point Lighthouse
Port of Leonardtown Winery
Old South Country Club
Dr. Samuel A. Mudd House Museum
Cecil's Old Mill
Upper Yough River

Other Places to Stay in Prince Frederick, MD


Calvert County 166 Properties
Battle Creek Cypress Swamp Sanctuary 55 Properties
Dares Beach 45 Properties
R&J's PlayPark 43 Properties
Running Hare Vineyard 29 Properties

Frequently Asked Questions About Prince Frederick?

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

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

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

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 47 properties listed in Prince Frederick 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.


People Also Ask

There are 47 Prince Frederick, MD Vacation Rentals

Recently Booked Vacation Rentals in Prince Frederick