229+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Thousand Islands pickleball Stays, Resort Rentals, & Homes

About Thousand Islands Vacation Rentals

Discover over 229 amazing vacation rental options in Thousand Islands 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 Thousand Islands.

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 757.3 ft², with prices averaging US $260 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 Thousand Islands.

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Top Pickleball-Ready Accommodation Types in Thousand Islands

Type Count
Vacation Homes 59
Holiday Apartments 45
Cottages 35
Villas 1

Use these Quick Filters to Find a Vacation Rental in Thousand Islands

★ 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 Thousand Islands with PickleTrip™.

Weather in Thousand Islands, NY

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

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Other Places to Stay in Thousand Islands, NY


Big Sandy Bay Management Area 275 Properties
Thousand Islands National Park 92 Properties
Wolfe Island 70 Properties
Howe Island 57 Properties
1000 Islands Tower 35 Properties
Thousand Islands Bridge 34 Properties
St. Lawrence Islands National Park 31 Properties
Frontenac Islands 24 Properties

Frequently Asked Questions About Thousand Islands?

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

How many pickleball-ready properties have private pools in Thousand Islands?

Discover 9 accommodations with private or nearby pickleball courts in Thousand Islands. Some of the best destinations to stay and play pickleball are:

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

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

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 229 properties listed in Thousand Islands 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 229 Thousand Islands, NY Vacation Rentals

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