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Short-Term vs. Long-Term Rentals: Which One is Right for You?

Real estate investing in Winnipeg is gaining traction thanks to the city’s affordable housing market, growing population, and diverse rental demand. If you're considering purchasing an investment property, one of the most important decisions you'll make is whether to rent it out short-term (like Airbnb) or long-term (traditional leases). Each rental strategy has its own benefits and challenges - and the right choice depends on your financial goals, lifestyle, and the current real estate climate in Winnipeg.

Let’s explore both options in detail to help you decide which is best suited to your investment goals.

Understanding the Two Strategies

Short-Term Rentals

Short-term rentals are typically leased out for a few days to a few weeks. These are common on platforms like Airbnb and VRBO and are popular among tourists, business travelers, and visiting professionals. In Winnipeg, short-term rentals can be especially profitable during popular events like the Winnipeg Folk Festival, the Fringe Festival, or sports tournaments.

Long-Term Rentals

Long-term rentals involve leasing out your property for six months to several years. These attract stable tenants such as students, families, or professionals who are looking to establish roots in the city.

Pros and Cons of Short-Term Rentals in Winnipeg

Pros:

Higher Earning Potential per Night
Short-term rentals can command higher daily rates compared to long-term leases. For example, a property near The Forks or downtown Winnipeg could earn significantly more during busy tourist seasons.

Flexible Use of Property
You can block dates for personal use, maintenance, or even family stays. This makes it ideal for investors who want occasional access to their property.

Regular Maintenance Opportunities
With frequent turnover, you’ll be inspecting and cleaning your property more often, helping maintain its condition.

Dynamic Pricing Strategy
You can adjust nightly rates based on demand - higher during events, weekends, or holidays.

Cons:

Higher Operating Costs
You’ll need to cover utilities, furnishing, linens, cleaning services, and ongoing maintenance.

Time-Intensive Management
Managing bookings, cleaning, and guest communication can be demanding unless you hire a property manager.

City Regulations
Winnipeg has introduced bylaws for short-term rentals requiring business licenses, liability insurance, and adherence to zoning rules.

Seasonal Income Variability
Unlike tropical tourist hotspots, Winnipeg sees fluctuations in travel demand, especially in winter months.

Pros and Cons of Long-Term Rentals in Winnipeg

Pros:

Stable, Predictable Income
Once leased, you can expect consistent monthly cash flow with fewer administrative tasks.

Lower Maintenance and Management Needs
Tenants generally take care of day-to-day upkeep, and you won’t need to clean or furnish the property regularly.

Easier Financing
Lenders are often more comfortable with long-term rental income, making it easier to secure a mortgage.

Fewer Regulatory Hurdles
Long-term rentals are regulated under Manitoba’s Residential Tenancies Act, which offers clearer, more stable guidelines for landlords.

Cons:

Less Flexibility
Once you sign a lease, you can’t use the property or change terms until the lease ends.

Potential Tenant Issues
Evictions can be costly and time-consuming if a tenant stops paying rent or causes damage.

Limited Rent Increases
You may be restricted from adjusting rent frequently due to lease terms or provincial guidelines.

Financial Comparison: Which is More Profitable?

The profitability of each option depends on several factors:

  • Location: Short-term rentals near downtown, hospitals, or universities may be in higher demand than suburban homes.
  • Occupancy Rates: Short-term rentals need high occupancy to offset expenses. Long-term rentals provide guaranteed income for the lease term.
  • Operating Costs: Short-term properties incur more frequent cleaning and utility bills, while long-term rentals usually shift some costs to tenants.
  • Taxes & Deductions: Both offer tax deductions, but short-term rentals can sometimes benefit from more write-offs depending on usage.

In Winnipeg, long-term rentals often provide more stability, especially in family-friendly neighborhoods like St. Vital or Transcona, while short-term rentals can shine in areas like The Exchange District or Osborne Village.

Lifestyle & Management Considerations

  • Short-Term Rentals are ideal if you enjoy being hands-on or if you plan to hire a professional property manager. They're also great if you plan to occasionally use the property yourself.
  • Long-Term Rentals suit investors looking for passive income with minimal effort and lower involvement.

Your availability, comfort with risk, and tolerance for tenant turnover should factor into your decision.

Legal and Licensing Requirements in Winnipeg

As of recent years, Winnipeg has implemented specific regulations for short-term rental hosts, including:

  • Business licensing requirements.
  • Fire safety inspections.
  • Liability insurance.
  • A cap on the number of short-term units per dwelling in some zones.

Long-term rentals, on the other hand, fall under provincial law and are generally easier to manage from a regulatory standpoint. Make sure you understand your obligations as a landlord under the Residential Tenancies Branch.

A Hybrid Approach: Best of Both Worlds?

Some Winnipeg investors use a hybrid strategy: offering short-term rentals during peak seasons (summer, festivals, etc.) and switching to long-term leases during slower months. This flexible model can increase revenue while minimizing vacancies - though it does require strong market knowledge and planning.

Conclusion

There’s no one-size-fits-all answer when it comes to choosing between short-term and long-term rentals. In Winnipeg, both strategies can be profitable depending on your goals, property type, and preferred level of involvement.

  • Choose short-term rentals if you're seeking high returns, have time (or management help), and are comfortable navigating city regulations.
  • Opt for long-term rentals if you want consistent income, less hands-on work, and a stable investment.

Need help identifying which investment strategy fits your lifestyle and budget? As a Winnipeg real estate expert, I can guide you in choosing the right property, location, and strategy to maximize your returns.

Call/Text: 204-999-2105

Email: info@manjotsinghrealtor.ca

Book a Free Consultation Now 

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