49+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Maryland
  3. St. George Island

St. George Island pickleball Stays, Resort Rentals, & Homes

About St. George Island Vacation Rentals

Discover over 49 amazing vacation rental options in St. George Island 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 St. George Island.

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 911.5 ft², with prices averaging US $341 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 St. George Island.

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Top Pickleball-Ready Accommodation Types in St. George Island

Type Count
Vacation Homes 26
Cottages 13
Holiday Apartments 5

Use these Quick Filters to Find a Vacation Rental in St. George Island

★ 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 St. George Island with PickleTrip™.

Weather in St. George Island, MD

View the weather forecast for St. George Island before booking your St. George Island 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 St. George Island, MD

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


Patuxent River Naval Air Station
St. Mary's College of Maryland
Point Lookout State Park
St. Mary's River State Park
Historic St. Mary's City
Hague Winery
Port of Leonardtown Winery
Warsaw Town Park
Cecil's Old Mill
Patuxent River Naval Air Museum
Rappahannock Community College
Sotterley Plantation
St. Clement's Island State Park
Kinsale Museum
Piney Point Lighthouse
Slack Winery
Elms Beach Park
Rice's Hotel / Hughlett's Tavern
Annmarie Sculpture Garden and Arts Center
Menokin Foundation

Frequently Asked Questions About St. George Island?

What are the top vacation rentals, resorts, and hotels in St. George Island 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 St. George Island. 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 St. George Island!

Which vacation rentals, resorts, or hotels in St. George Island is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in St. George Island? 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 St. George Island?

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 49 properties listed in St. George Island 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.


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There are 49 St. George Island, MD Vacation Rentals

Recently Booked Vacation Rentals in St. George Island