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Charlestown pickleball Stays, Resort Rentals, & Homes

About Charlestown Vacation Rentals

Discover over 115 amazing vacation rental options in Charlestown 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 Charlestown.

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 761.75 ft², with prices averaging $523 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 Charlestown.

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Top Pickleball-Ready Accommodation Types in Charlestown

Type Count
Vacation Homes 85
Cottages 14
Holiday Apartments 4

Use these Quick Filters to Find a Vacation Rental in Charlestown

★ 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 Charlestown with PickleTrip™.

Weather in Charlestown, RI

View the weather forecast for Charlestown before booking your Charlestown Vacation Rentals to confirm your best time to go.

December - February
High 46°F       Low 21°F
March - May
High 66°F       Low 25°F
June - August
High 81°F       Low 55°F
September - November
High 76°F       Low 33°F

Top Attractions Around Charlestown, RI

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


Frosty Drew Observatory
East Beach
Ninigret National Wildlife Refuge
Fantastic Umbrella Factory
Burlingame State Park Beach
Kettle Pond Visitors Center
Foxwoods Resort Casino
Mystic Seaport
Foxwoods Resort & Casino
Misquamicut State Beach
Mystic Aquarium and Institute for Exploration
The Breakers
Newport Mansions
University of Rhode Island
Grand Theater at Foxwoods Resort Casino
Easton's Beach
Narragansett Beach
Thames Street
Mystic Seaport - The Museum of America and the Sea

Other Places to Stay in Charlestown, RI


Washington County 1,530 Properties
Fantastic Umbrella Factory 127 Properties
Frosty Drew Observatory 115 Properties
Shelter Harbor 113 Properties
Carolina 97 Properties
Quonochontaug 89 Properties
Ninigret National Wildlife Refuge 86 Properties
East Beach 85 Properties
Kettle Pond Visitors Center 82 Properties
Burlingame State Park Beach 49 Properties

Frequently Asked Questions About Charlestown?

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

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

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

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 115 properties listed in Charlestown 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 115 Charlestown, RI Vacation Rentals

Recently Booked Vacation Rentals in Charlestown