9357+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Toronto pickleball Stays, Resort Rentals, & Homes

About Toronto Vacation Rentals

Discover over 9357 amazing vacation rental options in Toronto 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 Toronto.

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 553 ft², with prices averaging $240 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 Toronto.

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Top Pickleball-Ready Accommodation Types in Toronto

Type Count
Vacation Homes 3705
Holiday Apartments 2816
Villas 104
Cottages 19

Use these Quick Filters to Find a Vacation Rental in Toronto

★ 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 Toronto with PickleTrip™.

Weather in Toronto, ON

View the weather forecast for Toronto before booking your Toronto 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

Top Attractions Around Toronto, ON

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


CN Tower
Toronto Eaton Centre
Canada's Wonderland
Rogers Centre
Scotiabank Arena
Ripley's Aquarium of Canada
Metro Toronto Convention Centre
Royal Ontario Museum
Toronto Zoo
Casa Loma
Vaughan Mills Mall
University of Toronto - St. George Campus
Royal Alexandra Theatre
Hockey Hall of Fame
Harbourfront Centre
High Park
York University
Yonge-Dundas Square
Nathan Phillips Square
Ryerson University

Other Places to Stay in Toronto, ON


Old Toronto 2,936 Properties
Downtown Toronto 2,243 Properties
Peel Regional Municipality 1,415 Properties
The Path 916 Properties
Mississauga 870 Properties
York Regional Municipality 846 Properties
PATH Underground Shopping Mall 572 Properties
Toronto Entertainment District 544 Properties
North York 481 Properties
Brampton 476 Properties
Scarborough 438 Properties
Halton Regional Municipality 429 Properties

Frequently Asked Questions About Toronto?

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

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

Discover 328 accommodations with private or nearby pickleball courts in Toronto. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Toronto 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 Toronto?

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 9357 properties listed in Toronto 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.

Nearby Neighborhood (16) 
Neighborhood Property Count
Downtown Toronto Vacation Rentals in Toronto, Ontario 2243
Toronto Entertainment District Vacation Rentals in Toronto, Ontario 544
North York Vacation Rentals in Toronto, Ontario 481
Scarborough Vacation Rentals in Toronto, Ontario 438
Etobicoke Vacation Rentals in Toronto, Ontario 262
York Vacation Rentals in Toronto, Ontario 196
Niagara Vacation Rentals in Toronto, Ontario 193
Yorkville Vacation Rentals in Toronto, Ontario 132
Downtown Mississauga Vacation Rentals in Toronto, Ontario 99
East York Vacation Rentals in Toronto, Ontario 94
Willowdale Vacation Rentals in Toronto, Ontario 85
Thornhill Vacation Rentals in Toronto, Ontario 74
Little Portugal Vacation Rentals in Toronto, Ontario 52
Downsview Vacation Rentals in Toronto, Ontario 34
The Beaches Vacation Rentals in Toronto, Ontario 24
Yonge-Eglinton Vacation Rentals in Toronto, Ontario 298

People Also Ask

There are 9357 Toronto, ON Vacation Rentals

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