Smart pricing
Rates adjusted daily to your home, market and season.
Oakwood BnB · Est. 2018
Hands-off management for homes and condos across Toronto, the GTA and Ontario cottage country. Your property earns while we run everything else.
Oakwood BnB manages and co-hosts Airbnb homes for owners across Toronto, the GTA and Ontario cottage country. For eight years we have run every part of the rental: pricing, guest messaging, screening, cleaning, maintenance and compliance.
We co-host, so your listing stays in your own Airbnb account. You keep your reviews and your payouts, and you can see every booking as it happens.
Our Founder
Ali Cheema, founder of Oakwood BnB, started as a host himself. Ten years ago he began self hosting and learned the business one guest at a time — pricing, cleaning standards, house rules and the small details that turn a stay into a five-star review.
Today he brings that experience to other owners as a co-host. Ali leads a team of five who handle property management and guest communications for entire homes, condos and cottages across Toronto and the GTA — more than 18,000 guests hosted so far.
Ali is listed by name as host or co-host on these homes, so you can see his track record for yourself — every review, every rating.
Across 40+ homes Ali hosts or co-hosts. Ratings as of November 2026.












Hands-off short-term rental management
From the first booking to the last checkout, our team handles the work so your property earns while you stay out of it.
Rates adjusted daily to your home, market and season.
Professional photos, staging and copy that win bookings.
Every question answered fast, day or night.
Every booking vetted, with party prevention built in.
Hotel-standard turnovers, checked before every arrival.
Repairs spotted early and coordinated with trusted trades.
Listed on every major platform, short and mid-term.
See every booking and payout. Your account, your reviews.
Tell us about your property and we will send a no-obligation estimate within 24 hours, based on comparable homes we manage nearby.
We go through your goals, your property and the rules that apply where you are.
We optimise your listing, set your pricing and prepare the home for guests. New to Airbnb? We guide you through registration and connect you with licensing experts.
We handle every guest, turnover and maintenance call. You watch the bookings and payouts in your own account.
Our management fee is 20% of booking revenue.
Pricing, guest communication, cleaning coordination, maintenance and compliance tracking are all included, with no hidden add-ons. Cleaning is usually covered by the guest's cleaning fee.
Registration and licensing setup for new owners is quoted separately, so you know the cost upfront.
We manage homes across Toronto, from downtown and Yorkville to North York, Etobicoke and Scarborough, and across the GTA in Brampton, Burlington, Milton, Oakville, Richmond Hill and Vaughan.
We also manage cottages in Wasaga Beach, Innisfil and Harcourt, where we help owners earn beyond the summer season.
Each municipality has its own short-term rental rules, and we know them.
Large homes earn the most from family reunions, weddings and group trips, and they carry the most risk.
We screen every booking, set clear house rules for group stays, and price larger homes to attract the guests you want.
From downtown Toronto condos to family homes across the GTA and Ontario cottage country, our team manages homes wherever owners need us. Tap an area to see it on the map.
WHAT OUR CLIENTS ARE SAYING

Fatir Hameed
Great partners, very detailed and assuring.

Minahil K
Working with this Airbnb management company has been one of the best decisions I’ve made for my property. From day one, the entire experience has been seamless, professional, and genuinely stress-free. They handle everything with such precision and care that I never have to worry about a single detail. A special mention to Ali, who is truly exceptional at what he does. Reliable, responsive, organized, and incredibly hardworking, he goes above and beyond every single time.

Rida Fatima
I’ve been working with Oakwood BNB for years now, and they’ve made property management completely stress-free for me. They take care of everything including cleaning, guest coordination, and all the little details so I don’t have to worry at all, even when I’m away. I barely visit my properties, yet they continue to perform amazingly well with great Airbnb ratings. I genuinely recommend them to anyone looking for a hands-off, reliable experience.

Mariam Akhtar
Great to work with, never had an issue. Taking care of her house for 3 years.

Kashmir Sidhu
Best BNB company ever dealt with. Renting with them 3 years, every experience smooth, reliable, stress-free. Professional and truly caring.

Marinela Baricevic
Never had an issue. Helpful for many long years. Always made sure everything was perfect and tidy. Reasonable, respectful, helpful.
We run your rental day to day: listing, pricing, guest messages, check-ins, cleaning, maintenance and reviews. We also keep you compliant with local registration and tax rules.
Our management fee is 15% of booking revenue. Everything in day-to-day management is included, with no hidden fees.
Yes. We manage homes across the GTA and cottages in Wasaga Beach, Innisfil and Harcourt. Rules differ by town, and we walk you through what applies to your property.
We screen every guest before confirming, set house rules for group stays, and price and present larger homes to attract families and groups, not parties.
If your listing is in your own Airbnb account, you add us as a co-host and remove your current manager, and your reviews stay. If your manager hosts it under their account, we will walk you through your options.
Yes. We guide you through registration and setup, connect you with licensing experts, and get your listing ready to book.
Premier short-term rental management across Toronto and the GTA. 50+ properties. 100% Superhost. 18,000+ guests hosted.
Call Us: 416 623 1151
Email: info@oakwoodbnb.ca
Location: 188 Cumberland St #612, Toronto, ON M5R 0B6, Canada