Initial Investment Differences: Which Rental Type Requires More Upfront Costs?

When you’re thinking about investing in property in Windsor, Ontario, Canada, one of the first decisions you’ll face is whether to go for a long-term rental or a short-term rental, like an Airbnb. Both options come with their own unique set of challenges and rewards, but they also have different initial investment needs. So, which one should you choose when it comes to upfront costs? Let’s break it down.
Long-Term Rental: Stable, but with a Steady Investment
Long-term rentals, especially in a place like Windsor, Ontario, tend to be the more traditional choice for real estate investors. When you’re looking at a long-term rental, the goal is to secure a tenant who stays for months or even years. Because of this, the upfront costs can be slightly lower compared to short-term rentals, but don’t be fooled—there are still some expenses to account for.
First, you’ll need to ensure the property is in good condition for your tenant to move in. This might mean some essential repairs or cosmetic upgrades, depending on the property’s age and condition. For the most part, in the Windsor market, you do not need to budget for basic furnishings or even appliances.
Additionally, you’ll likely need to factor in the cost of property management if you’re not planning to handle it yourself. The average property management cost in Windsor, Ontario, typically ranges from 5% to 12% of the monthly rental income. For example, if you have a long-term rental property generating $1,500 per month in rent, you might expect to pay between $75 to $180 per month for property management services. If you opt for a full-service package, which includes tenant finding, maintenance, and rent collection, the cost could be on the higher end of the range.
Short-Term Rentals (Airbnb): Higher Costs, Higher Rewards?
Now, let’s talk about short-term rentals, like Airbnb in Windsor, Ontario, Canada. This option typically comes with higher upfront costs, and for good reason. Short-term rentals demand a level of preparation and upkeep that long-term rentals just don’t. The charm of Airbnb is that it offers flexibility and the potential for more income in a shorter period, but getting started requires a larger initial investment.
First, let’s talk about furniture and decor. To make your Airbnb listing stand out, you’ll need to furnish the space in a way that appeals to short-term guests. Think of modern, comfortable furniture, stylish decor, and amenities that make guests feel like they’re staying in a luxury hotel—without the hefty price tag. High-quality linens, towels, and even things like coffee machines or smart TVs may be expected by visitors. These items can quickly add up, and while they’ll be an investment, they’ll also help set your property apart from the competition. CoHostsCircle can help you design and furnish your place to make it Airbnb ready. For a 2-bedroom apartment, for example, could cost an investor between $8,000 to $25,000 depending on your budget and style preferences.
Another consideration for Airbnb rentals in Windsor, Ontario, Canada, is the upkeep. Short-term rental properties require frequent cleaning and maintenance between guest stays. You might have to hire a cleaning service to ensure the space is always guest-ready. Additionally, depending on the property’s location and demand, you may need to invest in extra services, such as professional photography, to make your listing look its best.
Finally, marketing your Airbnb property effectively will require both time and money. You’ll need to take attractive photos, write compelling descriptions, and perhaps even run ads to boost visibility. The goal is to make your listing pop in a sea of competition, and sometimes that means spending money upfront on professional services.
CoHostsCircle provides a comprehensive suite of professional airbnb management and hosting optimization services caters to diverse needs of homeowners including but not limited to home renovation, interior design and furnishing, licensing and hosting permits, listing setup and optimization, booking and guest support, cleaning and maintenance. Book a free consultation to learn more and get a quote.
Tenant Screening Processes: How Landlord Duties Differ Between Short and Long Stays

When it comes to managing a rental property in Windsor, Ontario, Canada, one of the most important tasks you’ll face is tenant screening. But did you know that the process differs significantly depending on whether you’re renting long-term or short-term? Whether you’re considering a traditional lease or looking to dive into the world of Airbnb in Windsor, Ontario, understanding these differences is key. Let’s take a closer look at how landlord duties and tenant screening processes change between short stays and long stays.
Long-Term Rentals: More In-Depth Screening for Stable Tenants
When it comes to long-term rentals, tenant screening is a critical step. Since you’re committing to a months- or years-long relationship, it’s important to find tenants who will respect your property and pay rent on time. The process tends to be more formal and in-depth compared to short-term rentals. You’ll want to know everything about your potential tenant before handing over the keys.
The first thing you’ll likely do is check their credit history. A good credit score often indicates that the tenant is financially responsible and will be more likely to pay rent consistently. Along with that, you’ll want to verify income by looking at pay stubs or asking for a job reference. This ensures that they can afford the rent in Windsor, Ontario, Canada’s market.
Additionally, you should request references from previous landlords. A positive reference can give you peace of mind knowing that the tenant has a history of being reliable and respectful. Lastly, some landlords also request a criminal background check to ensure the safety of the property and surrounding neighborhood. All of these steps combined help you make an informed decision about who will be living in your property long-term.
However, this is easier said than done. As a seasoned property investor with over a decade of real estate experience, I’ve encountered several tenants who appeared to be “AAA” candidates—boasting nearly perfect credit scores and glowing references from previous landlords—only to default on their rent for months due to unexpected financial changes. In fact, the market in Windsor, Ontario, paints an even clearer picture. Data from the Canada Mortgage and Housing Corporation (CMHC) reveals that between 2006 and 2022, housing prices in Windsor skyrocketed by 174%, while median after-tax income actually decreased by 10%. It’s becoming increasingly evident that, as the economy shifts, more tenants will face financial struggles, leading to a rise in rent defaults. This growing divide between the “haves” and the “have-nots” seems poised to widen further.
Short-Term Rentals (Airbnb): A Different Approach to Screening
On the other hand, if you’re renting out a property as an Airbnb in Windsor, Ontario, Canada, your tenant screening process takes a different turn. While you won’t be committing to a months-long relationship with your guests, you’ll still want to ensure they are respectful and responsible while staying in your space.
With short-term rentals, you may not have the same time or resources to conduct extensive background checks like you would for long-term tenants. Instead, you’ll rely heavily on reviews and ratings from past hosts. This is one of the most powerful tools available to Airbnb hosts—seeing a guest’s track record with other property owners can give you a good sense of what to expect. If a guest has consistently received positive feedback, it’s a good indication that they are trustworthy and respectful.
One thing to keep in mind when screening for short-term rentals is the communication style of potential guests. Many Airbnb hosts consider how quickly and clearly a guest communicates during the booking process. If they ask a lot of questions, are polite, and seem to be well-informed, that’s often a good sign. You want guests who are respectful of your house rules, and clear communication is one of the best indicators of this.
For short-term rentals, identity verification is also an essential step. Airbnb, for example, offers an identity verification process where guests must upload a photo of themselves and a government-issued ID. As a host, you can require this verification to ensure that you’re renting to someone who’s genuinely who they say they are. This adds an extra layer of security and helps prevent fraud.
One of the key benefits of doing Airbnb is that you’re automatically covered by the host damage protection, which reimburses Hosts up to $3 million USD in the rare event your place or belongings are damaged by a guest during an Airbnb stay. The reimbursement process is relatively straightforward by documenting the issues with photos or videos, and file a reimbusement request in Airbnb’s resolution centre. Of course, this can also be taken care of by your expert Airbnb property manager such as CoHostsCircle. Damages caused by long-term tenants, however, must be addressed through the Landlord and Tenant Board. This process not only consumes valuable time and resources, but it often proves difficult to enforce.
Time Commitment and Management: How Involved a Landlord Must Be in Each Scenario

When it comes to investing in property, one of the most crucial factors to consider is how much time and effort you’re willing to commit to managing your rental. Whether you’re considering a long-term rental or looking into short-term options like an Airbnb in Windsor, Ontario, Canada, each scenario requires a different level of involvement. From handling tenants to managing day-to-day operations, the time commitment can vary drastically. Let’s explore what you can expect in terms of management and how your role as a landlord changes depending on your rental type.
Long-Term Rentals: Steady, but Less Hands-On
If you choose a long-term rental in Windsor, Ontario, Canada, you might think of it as a more passive investment. Once you’ve secured a tenant, your role as a landlord becomes relatively predictable. You’ll still need to be involved in regular maintenance and occasional repairs, but compared to short-term rentals, your day-to-day responsibilities are far fewer. The process of finding tenants may take some time, but after that, you’re mainly responsible for rent collection and addressing tenant concerns as they arise.
That being said, my personal experience in the Windsor, Ontario market has been a bit mixed. Some of my long-term tenants have turned out to be more demanding on a day-to-day basis compared to my medium-term Airbnb guests who typically stay for 1-3 months. Of course, short-term guests—those staying only a few days—require more work, especially in terms of coordinating timely cleaning and maintenance before the next check-in. As a property investor, I’ve found that my favorite type of renters are those who stay at my property for 1-3 months, offering the right balance of stability and flexibility.
Short-Term Rentals (Airbnb): More Involved but More Flexible
Now, let’s talk about short-term rentals, like an Airbnb in Windsor, Ontario, Canada. The time commitment here is a different ball game. While long-term rentals can be more “set it and forget it,” short-term rentals demand much more active involvement, especially if you plan to manage the property yourself. You’ll need to dedicate time to a variety of tasks, ranging from guest communication and bookings to ensuring your property is always guest-ready.
One of the first time-consuming aspects of short-term rentals is the guest communication process. From the moment a guest books your property, you’ll need to respond to their inquiries, confirm bookings, provide check-in instructions, and answer any questions they might have during their stay. This constant communication can be a lot to handle, especially if you have multiple bookings each month. If you’re not responding quickly, you risk negative reviews, which can impact your future bookings.
Then there’s the turnover process. After each guest checks out, you need to ensure the property is thoroughly cleaned and stocked with fresh linens, toiletries, and other essentials before the next guest arrives. This can be especially time-consuming if you’re managing everything yourself. While you can hire a cleaning service to help, it’s still essential to ensure everything is organized, welcoming, and ready to go. If you’re managing multiple short-term properties, this becomes a significant time investment.
With CoHostsCircle, managing your Airbnbs could be hassle-free as every aspect will be meticulously handled by your expert Airbnb property manager.
Differences in Profit: Comparing Long-Term Rental and Airbnb for the Windosr, Ontario Market

Long-Term Rentals: Is it still an option of stable income?
Long-term rentals typically offer predictable, steady income over time. With a tenant committed to a lease for months or even years, you know exactly how much you’ll be earning each month. However, given the current economic instability affecting many Windsor households, the traditional appeal of long-term rentals has been disrupted. It’s becoming increasingly likely that tenants will face financial hardships at some point during their tenancy, leaving them with no choice but to delay or stop paying rent. This, in turn, directly impacts your bottom line as a property investor.
Airbnb: Higher Earning Potential with More Flexibility
Now let’s talk about Airbnb in Windsor, Ontario, Canada. Short-term rentals can offer a significant income boost, especially if you’re in a high-demand area or close to popular attractions. The key advantage of Airbnb is that you can set your own rates, and unlike long-term rentals, you don’t have to worry about offering a fixed price for months at a time. If your property is located in an area where tourists flock or near local events, the earning potential is much higher than a traditional rental.
For example, in popular tourist areas or close to downtown Windsor, you might charge anywhere from $100 to $250 per night for an attractive Airbnb property. If your place is booked consistently—say, 20-25 nights out of the month—you could easily make $2,000 to $5,000 per month. Compare this to a long-term rental, where you might only earn $1,200-$1,500 per month, and the difference in profit becomes clear.
Another benefit of Airbnb is flexibility. Unlike a long-term tenant who is tied to a 12-month lease, short-term renters provide more flexibility. If you want to use the property yourself for a few weeks or rent it out at higher prices during peak seasons, you can do so. You can adjust your rates based on demand, holidays, and local events, allowing you to take advantage of surges in the market. In a city like Windsor, which has growing tourism, special events, and an expanding economy, this flexibility can be a major income booster.
However, the earning potential comes at a cost. With Airbnb rentals, there’s more hands-on management involved. You need to ensure the property is cleaned between guests, respond to booking inquiries quickly, and stay on top of guest reviews and feedback. If you’re managing the property yourself, this can take up a significant amount of your time. If you outsource management to a third party (such as an Airbnb property manager), it comes at a cost and the industry property management rate for short-term rentals is betwen 18-25%.
The truth is that, after factoring in management costs, your Airbnb is likely to generate similar income to your long-term rentals, but with significantly less risk. With an Airbnb, you’re less likely to deal with difficult tenants, go through the Landlord and Tenant Board, or face extended periods without rental income—something that can average 8-12 months in Ontario.
Conclusion
When considering a rental property investment in Windsor, Ontario, Canada, one of the first decisions you’ll face is whether to opt for a long-term rental or a short-term rental like Airbnb. Both have unique advantages and challenges, especially when it comes to initial investment costs. Long-term rentals typically involve lower upfront expenses, focusing mainly on ensuring the property is in good condition, along with necessary repairs and basic maintenance. However, they come with the risk of tenants defaulting on rent, particularly amid economic instability. On the other hand, short-term rentals, such as Airbnb, require a larger initial investment, including furnishing the property, providing amenities, and maintaining the space between guest stays. Although short-term rentals can generate higher income, they demand more active involvement and regular maintenance.
In summary, long-term rentals offer stability but often face financial challenges due to tenant defaults, while Airbnb rentals promise higher profits with greater flexibility but come with higher upfront costs and more management duties. The choice between the two depends on your financial goals, the amount of time you’re willing to invest, and the market conditions in your local market.
As a seasoned property investor with over a decade of experience, I made the decision to dive fully into Airbnb, especially considering the current market conditions in Windsor, Ontario—and I haven’t looked back since. If you’re curious about how to navigate the world of short-term rentals, I’d love to share my insights with you! Feel free to schedule a free consultation with me at https://cohostscircle.com/contact_us/, and let’s connect. Together, we can explore how to make your investment journey as successful as possible!