Cambridge pickleball Stays, Resort Rentals, & Homes

Frequently Asked Questions About Cambridge?

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

• 3 BR/3 BATH in Historic Home Mins from Kendall Sq , MIT, Harvard, Boston.
• COMFORTABLE AND WELL-APPOINTED, BRIGHT AND SPACIOUS ON THE BOSTON-CAMBRIDGE LINE
• Sunny and immaculately clean 3 bed/2 bath - fast wifi - 5 min walk to Alewife T
• Award-winning Queen size bedroom suite near Harvard, MIT at Central SQ Cambridge
• Sunny 3BR house 10 min walk from Harvard Square
• Spacious home in Harvard Square with permitted free on street parking
• Spacious 5BR w/AC, Near Harvard & Davis Sq
• Gorgeous 4+ br 3.5 ba Harvard mansion: Cambridge Cosmopolitan
• Charming 2-bedroom house with a hidden garden in lovely Cambridge.
• Gorgeous house walk to Harv., Tufts,; MIT. Discounts for 2 wks or more.

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

Discover 3 accommodations with private or nearby pickleball courts in Cambridge. Some of the best destinations to stay and play pickleball are:

• Kendall Square 1BR w Concierge Gym nr MIT BOS-715
• Well-located Kendall Sq 1BR w courtyard BOS-388
• The Royal Sonesta Boston

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

Looking for a fun and active getaway with pickleball courts in 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.

• Cozy Apt near MIT & Harvard
• Cozy 2 Bed Apt
• The Kendall Hotel at the Engine 7 Firehouse

How many PickleTrip vacation rentals or resorts are available in 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 732 properties listed in Cambridge in 2026, 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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