Plymouth pickleball Stays, Resort Rentals, & Homes

Frequently Asked Questions About Plymouth?

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

• Chaconia Suite, a stunning luxurious beach front self catering apartment
• Spacious, Family Friendly, Top Floor, 3 Bedroom Apartment on the Beach
• Beautiful Caribbean Retreat
• Greenhaven Cottage B&B
• Birdie's Nest condo #2 with ocean view
• Beachfront 2 Bedroom FamilyStyle Apartment on Courland Bay with Salt Water Pool
• Green Haven Cottage
• Mock Turtle is an Enchanting & Affordable Retreat!
• Mahogany Estate - Private Luxury Villa in Black Rock
• Beachfront 2BR Family Apartment Courland Bay, Saltwater Pool & Panoramic Viewsn

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

Discover 13 accommodations with private or nearby pickleball courts in Plymouth. Some of the best destinations to stay and play pickleball are:

• Kapinjala With Jacuzzi, Infinity Pool And Panoramic Rain Forest and Sea Views
• Birdie's Nest
• Private Infinity Pool Overlooking the Ocean
• Luxury 5-Bed Villa in Tobago The Big Yellow House

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

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

• Captain's Quarters at Bayview Villas, overlooking beautiful Stonehaven Bay
• Villas at Stonehaven
• Inviting 3-bed Apt in Whim Estate- Nearscarborough

How many PickleTrip vacation rentals or resorts are available in Plymouth?

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 153 properties listed in Plymouth 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.