102+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Trappe

Trappe pickleball Stays, Resort Rentals, & Homes

About Trappe Vacation Rentals

Discover over 102 amazing vacation rental options in Trappe 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 Trappe.

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 1239.36 ft², with prices averaging US $534 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 Trappe.

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Top Pickleball-Ready Accommodation Types in Trappe

Type Count
Vacation Homes 82
Holiday Apartments 7
Cottages 5

Use these Quick Filters to Find a Vacation Rental in Trappe

★ 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 Trappe with PickleTrip™.

Weather in Trappe, MD

View the weather forecast for Trappe before booking your Trappe 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 Trappe, MD

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


Bill Burton Fishing Pier State Park
St. Michaels Winery
Queenstown Premium Outlets
Great Marsh Park
Chesapeake Bay Maritime Museum
Blackwater National Wildlife Refuge
Harriet Tubman Museum and Educational Center
Oxford Museum
Breezy Point Beach
Avalon Theatre
Gateway Park
Harriet Tubman Underground Railroad National Historical Park
Long Wharf Park
Layton's Chance Vineyard and Winery
Bay Country Shop
Hooper's Landing Golf Course
Easton Cycle and Sport
Dorchester County Visitors Center
Wye Landing
Elliott Island

Other Places to Stay in Trappe, MD


Bill Burton Fishing Pier State Park 116 Properties

Frequently Asked Questions About Trappe?

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

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

Discover 5 accommodations with private or nearby pickleball courts in Trappe. Some of the best destinations to stay and play pickleball are:

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

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

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 102 properties listed in Trappe 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.


People Also Ask

There are 102 Trappe, MD Vacation Rentals

Recently Booked Vacation Rentals in Trappe