934+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Maryland
  3. Baltimore
  4. Downtown Baltimore

Downtown Baltimore pickleball Stays, Resort Rentals, & Homes

About Downtown Baltimore Vacation Rentals

Discover over 934 amazing vacation rental options in Downtown Baltimore 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 Downtown Baltimore.

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 559.84 ft², with prices averaging US $214 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 Downtown Baltimore.

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Top Pickleball-Ready Accommodation Types in Downtown Baltimore

Type Count
Vacation Homes 399
Holiday Apartments 352
Villas 4

Use these Quick Filters to Find a Vacation Rental in Downtown Baltimore

★ 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 Downtown Baltimore with PickleTrip™.

Weather in Downtown Baltimore, MD

View the weather forecast for Downtown Baltimore before booking your Downtown Baltimore 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

Other Places to Stay in Downtown Baltimore, MD


Baltimore 1,585 Properties
Old Goucher 1,159 Properties
Little Italy 1,143 Properties
Upper Fells Point 1,123 Properties
Charles Village 1,028 Properties
Highlandtown 915 Properties
Baltimore City County 841 Properties
Midtown 39 Properties
Mount Vernon 35 Properties
Charm'tastic Mile 30 Properties
Canton 26 Properties
Downtown West 26 Properties

Frequently Asked Questions About Downtown Baltimore?

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

How many pickleball-ready properties have private pools in Downtown Baltimore?

Discover 14 accommodations with private or nearby pickleball courts in Downtown Baltimore. Some of the best destinations to stay and play pickleball are:

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

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

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 934 properties listed in Downtown Baltimore 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 (16) 
Neighborhood Property Count
Fells Point Vacation Rentals in Baltimore, Maryland 71
Inner Harbor Vacation Rentals in Baltimore, Maryland 44
Mount Vernon Vacation Rentals in Baltimore, Maryland 35
Canton Vacation Rentals in Baltimore, Maryland 26
Downtown West Vacation Rentals in Baltimore, Maryland 26
Upper Fells Point Vacation Rentals in Baltimore, Maryland 1123
Harbor East Vacation Rentals in Baltimore, Maryland 479
Charles Village Vacation Rentals in Baltimore, Maryland 1028
Little Italy Vacation Rentals in Baltimore, Maryland 1143
Highlandtown Vacation Rentals in Baltimore, Maryland 915
Old Goucher Vacation Rentals in Baltimore, Maryland 1159
Hampden Vacation Rentals in Baltimore, Maryland 605
Bolton Hill Vacation Rentals in Baltimore, Maryland 1158
Barre Circle Vacation Rentals in Baltimore, Maryland 1128
Greektown Vacation Rentals in Baltimore, Maryland 518
Union Square Vacation Rentals in Baltimore, Maryland 1035

People Also Ask

There are 934 Downtown Baltimore, MD Vacation Rentals

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