We’ll provide you a free earnings estimate and a strategic overview of how we’ll market your Richmond Hill property.
We’ll meet with you at your property and do a walk-through to share ideas for optimizing the space for short-term rentals.
We’ll set up and optimize your property listing for the short-term and medium-term rental market.
Sit back and let us handle everything from listing, booking management, coordinating cleaning and enhancing guest experience.
We will guide you step-by-step through the Airbnb licensing process and answer any questions along the way.
We also work with Richmond Hill clients who focus exclusively on mid-term stays of 30-90 days, whether due to personal preferences, condo regulations, or ineligibility for a short-term rental license.
We help Richmond Hill clients set up their space and assist with furnishing and interior design to create the perfect Airbnb.
Our network of short term rental photographers will ensure your listing achieves high visibility and conversion rates on short term rental platforms.
Our network of professional cleaners will promptly clean and prepare your home for each new guest’s arrival.
We create high-performing, optimized listings on major short-term rental platforms like Airbnb, VRBO, and Booking.com.
If you plan to offer short-term rentals (less than 30 days) in Richmond Hill, you must obtain a valid Short-Term Rental (STR) License from the City of Richmond Hill. The application process is online, straightforward, and typically fast. Rentals of 30 days or more are exempt from these STR requirements. As a trusted Airbnb management company, we work exclusively with licensed hosts to ensure legal, hassle-free operations.
Unlike the rest of the GTA and Halton Hills regions Richmond Hill does not require the same licensing and regulations that are commonplace in cities such as Toronto, Mississauga and Hamilton. The city is not the “wild west” so to speak there is provincial taxation and residential legislation that will need to be abided by. Adhering to the Canadian government definition of a principal residence. “In Ontario, a principal residence is generally a housing unit, like a house, condo, or apartment, that you or a related person (like a spouse or child) usually live in during the year.” The residence must be occupied by oneself or immediate family for at least 183+ days of the year to qualify as one's principal residence.There is not an avenue to own and operate multiple rental properties across municipalities or even neighborhoods.
Richmond Hill is located on the edge of the Greater Toronto Area (GTA) nestled between 3 major cities, Markham, Toronto and Vaughan. This allows for easy and seamless commutes to all of the wonders the GTA has to offer without being trapped in the hustle and bustle of the major cities that border Richmond Hill.
For avid golfers Richmond Hill boasts beautiful golf and country clubs such as DiamondBack Golf Club and the Richmond Hill Golf and Country club. The city is a great setting for outdoors enthusiasts as the city is practically bisected by beautiful forests, trails and green spaces. Perfect for families and pet owners who are looking to get out and stretch their legs without having to sacrifice the proximity to Toronto.
Renters have a variety of beautiful neighborhoods to choose from, that all offer something different depending on needs. The most notable being Bayview Hill. A luxurious neighborhood minutes away from major highways allowing for a traditional suburban lifestyle while being close to all the amenities of the city and surrounding areas. Neighborhoods like Oak Ridges and Mill pond are popular for their connectivity to the variety of green spaces and the family friendly welcoming atmosphere to make any guest feel welcome and comfortable.
Zeyu Zhu2025-08-17Trustindex verifies that the original source of the review is Google. It’s a really nice place to stay! Highly recommend it. Aaron Johnston2025-08-15Trustindex verifies that the original source of the review is Google. Amazing condo in the heart of downtown Toronto. Great views of the CN Tower and Rogers Centre. Clean and neat unit. Owner is an excellent communicator and very responsive. I will book again in my next trip to Toronto!! Dari Savova2025-08-14Trustindex verifies that the original source of the review is Google. Wonderful host. It was pleasure to stay there. The location of the apartment is close to many of the sights in the downtown. We went mostly by foot. There are many plases to have lunch and dinner nearby. Prince Reese2025-07-21Trustindex verifies that the original source of the review is Google. Wonderful host, Wonderful house, a must stay right by the beach, we enjoyed our and highly recommended this listing to anyone coming to st Catherine's!! Jose A Lopez2025-07-11Trustindex verifies that the original source of the review is Google. We had an amazing time at 5101 Deerchase Trail Wake Forrest NC Couldn't not be happier. The house was expecional clean and very welcoming. Elise is a wonder host. She made sure we were well taking care of and very attentive, she made us feel like family. The pool is espectacular and private. Love it. Not to mención location and all the amenities. Love to be back for some more fun. Kristen K. Michael2025-07-11Trustindex verifies that the original source of the review is Google. What a great stay. The condo was perfect. We had everything we needed and we felt so comfortable. The location was convenient to everything, and having parking was wonderful. We can’t wait to come back again. yaima russis2025-07-10Trustindex verifies that the original source of the review is Google. The host was really attentive and the place amazing. Really comfortable, close to the city spots, and with all necessary amenities. The views one the best. Would recommend.
Guestable has developed a reputation for being the most analytical Airbnb management company in Toronto, with pricing strategies that are aligned with our clients’ goals to maximize revenue.
Every client is different with specific goals and needs. We take the time to understand your unique situation and customize our Airbnb management strategy to deliver the best results for you.
We pridefully operate on a 24/7 allowing us to provide personalized and expert support for every client. We strive to keep you informed and connected about all that happens with your property.
Our Airbnb rental management team has deep expertise in both the short-term and mid-term rental markets. We constantly analyse seasonal demand trends and make the necessary strategic adjustments to maximize your results over the course of the year.
We pride ourselves on 7-day-a-week, personalized support for every client. Our goal is to keep you informed and connected through your preferred communication channels. With offices located across the GTA, we are a local Airbnb management company committed to serving communities top to bottom. We take pride in supporting both hosts and guests, enhancing their experience in this great city.
Richmond Hill stands out as a dynamic market for both short-term and mid-term rentals, thanks to its thriving tech scene, world-renowned festivals, and unique cultural energy. Our Airbnb management service is designed to go beyond the day-to-day, giving clients real insight intoRichmond Hill rental landscape. Below, you’ll find essential resources on key topics for navigating the Richmond Hill short-term rental market.
Unlike the rest of the GTA and Halton Hills regions Richmond Hill does not require the same licensing and regulations that are commonplace in cities such as Toronto, Mississauga and Hamilton. The city is not the “wild west” so to speak there is provincial taxation and residential legislation that will need to be abided by. Adhering to the Canadian government definition of a principal residence. “In Ontario, a principal residence is generally a housing unit, like a house, condo, or apartment, that you or a related person (like a spouse or child) usually live in during the year.” The residence must be occupied by oneself or immediate family for at least 183+ days of the year to qualify as one’s principal residence.
In Richmond, a short-term rental is defined as any rental of a property or portion of a property for 30 consecutive days or less. Rentals longer than 30 days are considered long-term and do not fall under the city’s short-term accommodation regulations. To operate legally, the rental must comply with the city’s Short-Term Accommodation (STA) By-law, which includes licensing, insurance, and principal residence requirements.
A mid-term rental property is a type of furnished accommodation leased for a period longer than a typical short-term rental (like an Airbnb) but shorter than a long-term lease, usually ranging from 30+ days to 6 months. It offers a flexible housing solution for individuals needing temporary housing, such as traveling professionals, students, or those undergoing a life transition. Mid term stays have become quite popular as the rise of remote work has enabled more people to experience living somewhere else for an extended period of time. Some property owners prefer the less turnover that comes with mid term stays and others are not eligible for short term rentals.
It certainly depends on property and location. Richmond Hill is a market very much dependent on the seasons. Peaking during the range of late May through to the end of October. With events and festivals throughout the summer across the GTA the need for well-maintained luxury rentals is at its highest. The nightly rates for a rental in Richmond Hill typically range between $150 to $500+ per night. This will depend on factors such as location, duration of stay, time of year and the property itself. Whether you are managing on Airbnb yourself or using a management company it’s important to get your pricing right.
Mississauga is a highly sought-after destination for short- and mid-term rentals thanks to its prime location next to Toronto Pearson International Airport, strong business sector, and vibrant, diverse communities. The city attracts corporate travellers, conference attendees, and families visiting loved ones. As well as patients and caregivers accessing world-class medical facilities in Mississauga and nearby Toronto. With its mix of waterfront neighbourhoods, cultural attractions, and easy access to major highways connecting to Toronto and other exciting attractions. Mississauga offers both tourists and travellers a convenient, well-connected, quiet haven to unwind just outside the city.
Richmond Hills rental market is booming thanks to rapid urban development, new luxury condo builds, and a shortage of high-end hotels making short-term rentals an attractive choice for visitors. The city’s lack of modern condos and abundance of upscale homes offer stylish, fully furnished spaces with amenities like full kitchens, multiple bedrooms, and private living areas, ideal for families, business travellers, and extended stays. Located in vibrant neighbourhoods with easy access to transit, shopping, dining, and cultural hubs. Your rental would provide a more comfortable, spacious, and personalized experience than most hotels. Partnered with the lack of strict STR policies and regulation. This allows guests to enjoy both the convenience of city living and the warmth of a “home away from home.”
Richmond Hill is one of the fastest developing rentals markets in the Greater Toronto Area for mid term rentals. Due to its suburban nature but connectivity to major cities and travel across the GTA there is a consistent and high demand for furnished 30+ night stays that can extend up to 6 months. With almost 50% of all current bookings in the area being categorized as a mid-term stay. There is a consistent yet growing demand for a luxurious mid-term rental across all major vacation rental booking sites.
We take on properties that are going to be attractive to people coming into town for a short term or monthly rental. We try to focus on nicer homes or condos that allow short term rentals or rentals of at least one to three months. A big part of the short term rental guest experience is the condition of the property. Even if a home or condo is in the best location in the city, it’s important that it’s well kept in order to avoid guest issues. Airbnb management is about making guests happy and a great experience is dependent on both a five star service and a great property.
Our clients typically have a long term mindset towards working with us. We’re focused on providing an excellent service managing our clients properties on Airbnb and other short term rental platforms. Short term rental management is a service that requires a lot of mutual trust, and we want to work with people who want to build a relationship that lasts.
We’re a local company focused on building lifetime relationships within the community. While we have clients who have been with us over a decade, we also understand people’s situations change and they may need to sell the home or stop renting it out. It’s common for former clients to refer their family or friends or come back after years with a different property. Our mindset is once a client, always a client. While our community of homeowners is local, our community of guests is global. It’s an honor to be able to work with our clients who share their homes with people all over the world and enrich their experiences travelling to the city.
A big factor when choosing an Airbnb management company in Richmond Hill is that they are local. There are a lot of moving parts to managing a short term rental and for people who want to be hands off it’s important the company they work with has local presence and experience. Many guests who visit Richmond Hill are here on vacation and every detail matters when it comes to their stay. A local company helps ensure that there is that extra level of attention and service to ensure things run smoothly.
There are many different ways a property owner can find someone to manage their property on Airbnb and other short term rental platforms. If you have a friend who works with an Airbnb management company you can ask them if you are happy with their service and ask them to refer you. Some property owners do their research online and find a company that is the best fit for them. Everyone has their own method for selecting a company that is the best fit for their personal goals.
The model for most Airbnb management companies is a commission percentage taken based on each booking. Some companies provide solely online short term rental management services, while others provide a full service model. The full service model is typically more hands on and a higher commission compared to the online model. The online model is great for hosts who want to be actively involved on the ground but need help with generating and optimizing bookings. As a local Airbnb management company in Richmond Hill we provide both full service and online only services depending on our clients needs.
The first step is to create an attractive Airbnb listing you’re proud of on short-term rental platforms. An attractive listing features professional photos and a well written description of the property and the surrounding areas. Next a pricing strategy that factors demand across seasons should be implemented. We do our best to employ a pricing strategy that is a good fit for our clients depending on their goals. Once bookings are coming in, we arrange to ensure the property is clean and well maintained as well as provide guests recommendations to enhance their overall experience.
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