184+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Maryland
  3. Cambridge
  4. Downtown Cambridge

Downtown Cambridge pickleball Stays, Resort Rentals, & Homes

About Downtown Cambridge Vacation Rentals

Discover over 184 amazing vacation rental options in Downtown Cambridge 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 Cambridge.

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 1577.01 ft², with prices averaging US $586 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 Cambridge.

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Top Pickleball-Ready Accommodation Types in Downtown Cambridge

Type Count
Vacation Homes 143
Holiday Apartments 11
Cottages 10

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

★ 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 Cambridge with PickleTrip™.

Weather in Downtown Cambridge, MD

View the weather forecast for Downtown Cambridge before booking your Downtown Cambridge 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 Cambridge, MD


Cambridge 145 Properties
Harriet Tubman Museum and Educational Center 116 Properties
Richardson Maritime Museum 116 Properties
Christ Episcopal Church 116 Properties

Frequently Asked Questions About Downtown Cambridge?

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

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

Discover 25 accommodations with private or nearby pickleball courts in Downtown Cambridge. Some of the best destinations to stay and play pickleball are:

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

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

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 184 properties listed in Downtown Cambridge 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 184 Downtown Cambridge, MD Vacation Rentals

Recently Booked Vacation Rentals in Downtown Cambridge