Oakwood BnB · Est. 2018

Toronto Short-Term Rental Management

Hands-off management for homes and condos across Toronto, the GTA and Ontario cottage country. Your property earns while we run everything else.

  • 18,000+ guests hosted
  • 20+ Guest Favourite homes
  • 20% commission, no hidden charges

Airbnb property management in Toronto, the GTA and cottage country

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.

Top 10%Golden Guest Favourite
Since 2018managing Toronto homes

Our Founder

Started as a host. Now co-hosting for owners.

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.

10 yearsof STR experience
4.93★Airbnb rating
867guest reviews
18.000guests hosted

Across 40+ homes Ali hosts or co-hosts. Ratings as of November 2026.

Expertise

  • Homes, cottages & condos
  • Group stays & party prevention
  • Pricing & revenue
  • Mid-term rentals
  • Cottage & seasonal markets
  • Cleaning & maintenance standards

Guest Favorite Properties In Our Portfolio

Properties Thumbnail Image
A perfect 5.0★ · Top 10% of homes
Toronto, ON
Co-Host
9
Guests
3
Bed
4
Bath
5.00
★
Properties Thumbnail Image
4.98★ over 92 stays — our top-rated cottage
Wasaga Beach, ON
Co-Host
6
Guests
3
Bed
2
Bath
4.98
★
Properties Thumbnail Image
106 stays at 4.97★
Thorold, ON
Host
9
Guests
4
Bed
3
Bath
4.97
★
Properties Thumbnail Image
Top 10% of homes · 4.95★ over 60 stays
Mississauga, ON (Streetsville)
Host
10
Guests
4
Bed
4
Bath
4.95
★
Properties Thumbnail Image
80 stays in Yorkville at 4.95★
Toronto, ON
Co-Host
4
Guests
1
Bed
1
Bath
4.95
★
Properties Thumbnail Image
Hot tub retreat · 4.93★ over 42 stays
Oakville, ON
Host
12
Guests
5
Bed
2
Bath
4.93
★
Properties Thumbnail Image
Guest Favourite · 4.91★ over 85 stays
Toronto, ON (Etobicoke)
Co-Host
4
Guests
1
Bed
1
Bath
4.91
★
Properties Thumbnail Image
Sleeps 14 · Guest Favourite at 4.9★
Oakville
Host
14
Guests
6
Bed
3
Bath
4.90
★
Properties Thumbnail Image
Usually booked · 4.86★ over 49 stays
Toronto, ON
Co-Host
6
Guests
2
Bed
1
Bath
4.86
★
Properties Thumbnail Image
Guest Favourite · 4.81★ over 68 stays
Toronto, ON (Downtown)
Co-Host
3
Guests
1
Bed
1
Bath
4.81
★
Properties Thumbnail Image
Sleeps 20 · 4.8★ over 147 stays
Fergus, Canada
Host
20
Guests
9
Bed
6
Bath
4.80
★
Properties Thumbnail Image
Luxury Waterfront Retreat near Niagara
Fort Erie, Ontario, Canada
10
Guests
3
Bed
2
Bath
★
VIEW MORE

Hands-off short-term rental management

You own the home. We run everything else.

From the first booking to the last checkout, our team handles the work so your property earns while you stay out of it.

01

Smart pricing

Rates adjusted daily to your home, market and season.

02

Listing that sells

Professional photos, staging and copy that win bookings.

03

24/7 guest messaging

Every question answered fast, day or night.

04

Guest screening

Every booking vetted, with party prevention built in.

05

Cleaning & inspection

Hotel-standard turnovers, checked before every arrival.

06

Maintenance handled

Repairs spotted early and coordinated with trusted trades.

07

More channels, more nights

Listed on every major platform, short and mid-term.

08

Clear owner reporting

See every booking and payout. Your account, your reviews.

  • 20% commission on booking revenue
  • No hidden charges
  • Licensing experts on hand
Get your free revenue estimate →

How it works

Free revenue estimate

Tell us about your property and we will send a no-obligation estimate within 24 hours, based on comparable homes we manage nearby.

A call with Ali, our founder

We go through your goals, your property and the rules that apply where you are.

Setup

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.

Hands-off income

We handle every guest, turnover and maintenance call. You watch the bookings and payouts in your own account.

What it costs

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.

Where we work

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.

Built for detached homes and group stays

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.

Where we manage short-term rentals

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.

Toronto condo & city neighbourhoods
All areas Downtown & Financial DistrictCityPlace & WaterfrontKing West & Liberty VillageYorkvilleMidtown (Yonge & Eglinton)North YorkEtobicoke & Humber Bay
GTA & beyond
MississaugaBramptonOakvilleBurlingtonMiltonHamiltonWasaga BeachInnisfilFergusLondon

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.

‍

Frequently asked questions

What does an Airbnb property manager do?

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.

How much does Airbnb management cost in Toronto?

Our management fee is 15% of booking revenue. Everything in day-to-day management is included, with no hidden fees.

Can you manage a home outside Toronto or a cottage?

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.

How do you prevent parties in large homes?

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.

I'm unhappy with my current manager. How do I switch?

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.

My home isn't on Airbnb yet. Can you help?

Yes. We guide you through registration and setup, connect you with licensing experts, and get your listing ready to book.