Toronto STR Checker

Can You Airbnb in North York – Willowdale?

Of the 14 North York – Willowdale buildings in our checker, 12 allow short-term rentals, 1 allows only mid-term stays and 1 hasn't been verified yet. Last checked November 2026.

12
Short-Term Friendly: 1
Mid-Term Only: 0
Long-Term Only: 1
Not Verified Yet

About North York – Willowdale

Willowdale is North York's downtown: the condo towers along Yonge Street from around Sheppard up to Finch. Line 1 has three stations on that stretch, the Sheppard subway starts at Sheppard-Yonge, and Highway 401 runs right through it. Mel Lastman Square and the Meridian Arts Centre are on Yonge.

Most buildings here are newer high-rises on Yonge and on side streets like Harrison Garden, Anndale, Doris and Olive. Subway access makes it an easy base for guests who'd rather stay north of downtown, and a different market from the core: worth comparing before you decide how to rent.

What our data shows

Most short-term rentals registered with the City: 500 Doris Ave (9 units), 120 Harrison Garden Blvd (7 units) and 15 Ellerslie Ave (5 units).
Monthly stays only, no nightly rentals: 2 Anndale Dr.

Short-Term Friendly (12)

These buildings allow short-term rentals. A unit here could be run as a nightly rental, as a hybrid with monthly stays, or could qualify for Guaranteed Rent.

Mid-Term Only (1)

These buildings allow furnished stays of a month or more, but not nightly stays.

2 Anndale Dr
2 Anndale Dr, Toronto, ON

Not Verified Yet (1)

We haven't confirmed these buildings' rules yet. Open a building to request a free check.

80 Harrison Garden Blvd
80 Harrison Garden Blvd, Toronto, ON

Statuses are a starting point, not a guarantee. Your condo's status certificate, declaration and recent board minutes are the source of truth, so confirm them before you list. Don't see your building? Request a free check.

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Own a unit in one of North York – Willowdale's short-term-friendly buildings? It could qualify: BookedHosts becomes your tenant and pays an agreed rent each month, occupied or not.

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