53+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Maryland
  3. Annapolis
  4. Selby-on-the-Bay

Selby-on-the-Bay pickleball Stays, Resort Rentals, & Homes

About Selby-on-the-Bay Vacation Rentals

Discover over 53 amazing vacation rental options in Selby-on-the-Bay 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 Selby-on-the-Bay.

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 1078.34 ft², with prices averaging US $613 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 Selby-on-the-Bay.

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Top Pickleball-Ready Accommodation Types in Selby-on-the-Bay

Type Count
Vacation Homes 46
Holiday Apartments 1
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Selby-on-the-Bay

★ 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 Selby-on-the-Bay with PickleTrip™.

Weather in Selby-on-the-Bay, MD

View the weather forecast for Selby-on-the-Bay before booking your Selby-on-the-Bay 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 Selby-on-the-Bay, MD

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


Arundel Mills Mall
FedEx Field
Maryland Live Casino
U.S. Naval Academy
Six Flags America
Westfield Annapolis Mall
Annapolis City Dock
Chesapeake Bay Bridge
Sandy Point State Park
Show Place Arena
Bowie State University
Prince George's Sports and Learning Complex
Chesapeake Beach Water Park
Anne Arundel Medical Center
Maryland State House
Navy-Marine Corps Memorial Stadium
Rod n Reel Charter Fishing
Annapolis Harbour Center
Kunta Kinte–Alex Haley Memorial
National Security Agency Headquarters

Other Places to Stay in Selby-on-the-Bay, MD


Edgewater 52 Properties

Frequently Asked Questions About Selby-on-the-Bay?

What are the top vacation rentals, resorts, and hotels in Selby-on-the-Bay 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 Selby-on-the-Bay. 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 Selby-on-the-Bay!

Which vacation rentals, resorts, or hotels in Selby-on-the-Bay is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in Selby-on-the-Bay? 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 Selby-on-the-Bay?

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 53 properties listed in Selby-on-the-Bay 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 53 Selby-on-the-Bay, MD Vacation Rentals

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