Toronto Airbnb Management
Toronto's most regulated STR market rewards expertise. Oakwood BNB manages your property with full 180-Day Rule compliance, dynamic event-based pricing, and a 100% Superhost portfolio — consistently delivering 50%+ higher yields than self-managing owners.
Or email info@oakwoodbnb.ca — we respond within 24 hours
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Where We Dominate
CityPlace & Entertainment District. CN Tower, Rogers Centre. 61% of all condo STR registrations in the city.
Luxury demand capital. Corporate executives & high-end leisure. ADR 40% above city average.
Work-cation hub for tech sector. Strong year-round occupancy, largely immune to seasonal dips.
Harbourfront. Peak summer tourism meets year-round business travel proximity.
Portfolio Case Studies
A 1-bedroom condo in Yorkville — automatically a premium baseline, but Yorkville also carries the highest guest expectations in the city. Affluent shoppers and corporate executives staying near the Mink Mile expect hotel-tier service. A single service failure and the premium pricing model collapses.
We repositioned the property as a luxury hotel alternative, aggressively marketing the rare inclusion of free in-and-out valet parking, verifying ultra-fast 739 Mbps Wi-Fi, and handling all pre-stay ID verifications and building coordination seamlessly.
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Result: Consistent 4.95-star rating across 70+ reviews. Captures guests who would otherwise book the Four Seasons across the street — sustaining top-tier ADR and pushing well past the neighbourhood's average revenue ceiling.
A large detached home in the downtown core is incredibly rare in a market dominated by 1 and 2-bedroom condos. Sleeping up to 9 guests is a major asset — but managing large groups carries inherent risks of wear-and-tear and noise complaints without the right vetting systems.
We stopped competing for standard tourist traffic entirely. By strictly vetting guests, implementing dynamic pricing around major downtown events, and targeting corporate retreats and multi-generational families, we positioned it as a premium private alternative to booking multiple hotel rooms.
Result: Top-tier ADR with lower turnover costs and significantly reduced operational friction — consistently outperforming the average condo RevPAR despite being a completely different asset class.
Common Questions
Only your principal residence can be used for STR under 28 days. Investment condos and second properties cannot be legally short-term rented in Toronto. We can advise on mid-term rental strategies for secondary properties.
You can rent your entire home for a maximum of 180 nights per calendar year. If you rent individual rooms while living there, there is no annual cap. We manage this tracking and the mid-term pivot for all clients.
We charge a transparent 15–20% commission covering everything — guest vetting, 24/7 support, cleaning, compliance, dynamic pricing, and full MAT filing. No hidden fees, no add-ons.
We pivot seamlessly to mid-term executive rentals of 28+ consecutive days — legally classified as long-term rentals by the city. These don't count toward the cap and carry no MAT obligation. Your property keeps earning year-round.
Typically 7–14 days from consultation to live listing. This covers photography, listing optimization, pricing setup, and compliance verification. We handle the full onboarding process.
Yes — our portfolio spans the Greater Toronto Area including Mississauga, Oakville, Hamilton, Vaughan, Milton, and Niagara. We also manage cottage country properties in Harcourt and Haliburton County.
Every Detail Managed
