Is Investing in Vacation Homes a Smart Move?

real estate investment strategies Jul 08, 2025
Is Investing in Vacation Homes a Smart Move?


If you’ve ever dreamed about owning a cozy lakefront cottage or a luxe mountain escape, you’re not alone. But beyond the lifestyle perks, many investors are asking the real question: Is investing in vacation homes a smart move? The answer depends on your strategy, location, and how prepared you are to treat it like a business. 

In this blog, we’ll explore the key benefits, risks, and decision-making factors—so you can decide if it’s right for your real estate portfolio.


Vacation Homes Are a Different Game

Investing in vacation homes isn’t the same as buying a traditional rental. These properties are typically located in high-tourism zones like Muskoka, Banff, or Whistler, where demand is seasonal and rental prices can fluctuate. But here’s the upside: they can double as income-generating assets and personal getaways.

These homes usually operate as short-term rentals, which means you're not just collecting monthly rent—you’re managing bookings, cleaning schedules, and guest experiences. It takes more effort, but the potential returns can be well worth it.


Perks That Make Vacation Homes Appealing

Let’s get into why more investors are turning to vacation properties:

  • High nightly income: A cottage in Muskoka might bring in $450–$600 per night during peak summer.
  • Owner flexibility: Block off a few weeks for personal use while renting out the rest of the year.
  • Long-term equity: Many of these homes are in areas with strong appreciation potential, helping you add property value over time.
  • Tax perks: Depending on your usage, you may be eligible to write off maintenance, repairs, mortgage interest, and utilities.

And if you plan it right, your vacation home can complement your portfolio diversification in real estate strategy—spreading your risk across asset types.


Don’t Ignore These Challenges

Still, this isn’t passive income paradise. Here are some of the biggest hurdles vacation home investors face:

  • Seasonal risk: Your chalet in Mont-Tremblant may stay booked in the winter, but spring and shoulder seasons might be dead.
  • Hands-on management: You’ll need reliable cleaners, contractors, and possibly a property manager if you’re not local.
  • Tight regulations: Cities like Vancouver and Toronto have strict short-term rental bylaws. Be sure you understand Airbnb in Canada before you list.
  • Inconsistent cash flow: No guaranteed monthly income like traditional rentals. Weeks with zero bookings are possible.

If you’re using platforms like Airbnb or Vrbo, having a systemized process is key to staying profitable and avoiding burnout.

Know Your Numbers Before You Buy

Before falling in love with a waterfront view, run the numbers like a pro. This is a business investment, not just a lifestyle upgrade.

Let’s break it down:

  • Purchase price: $600,000
  • Average nightly rate: $450
  • Occupancy: 15 nights/month = $6,750/month gross
  • Annual income: ~$81,000
  • Expenses: property taxes, insurance, management, repairs, cleaning (~$40,000/year)

You could net around $30,000–$40,000 annually—plus long-term appreciation. Just make sure you know how to analyze property deals before jumping in.

Mix Strategies to Balance Risk

One smart approach? Use a short-term investment strategy during high season and mid-term leases in the off-season. For example, summer bookings at premium prices and winter rentals for traveling nurses or remote workers.

Some properties also do well when listed monthly to digital nomads, students, or working professionals. Just remember, your success depends on local demand, not just curb appeal.

Financing and Insurance Realities

Getting financing for a vacation home is more complex than a primary residence. You may need:

  • A larger down payment (often 20–30%)
  • Strong credit and stable income
  • Higher interest rates

You’ll also need vacation rental insurance—which costs more than standard homeowner policies. Depending on your situation, you might explore options like blanket mortgages to cover multiple properties under one loan.

Should You Go Local or International?

Some investors look beyond Canada to the U.S., Mexico, or the Caribbean. And yes, those markets have perks like year-round tourism and lower costs. But cross-border investments come with challenges:

  • Tax complexities
  • Currency fluctuations
  • Unfamiliar legal systems

For most beginners, it’s safer to stick close to home. Starting with your own Canadian property market guide is a solid move—especially if you plan to manage it yourself or visit regularly.

Final Thoughts: Is It a Smart Move?

So, is investing in vacation homes worth it? It can be—if you treat it like a business. You need to be data-driven, operationally prepared, and realistic about both the profits and the work required. For the right investor, it’s not just a smart move—it’s a lifestyle-aligned income stream with solid upside.

If you’re serious about building long-term wealth and want to learn from experienced professionals, it’s time to join the right real estate investment community.

Ready to Take the Next Step?

Whether you're looking to buy your first property or expand your portfolio with vacation homes, WealthGenius is your go-to community. Join Canada’s fastest growing real estate network for expert-led education, strategic tools, and mentorship that actually moves the needle.

Invest smart. Live free. Let WealthGenius help you build both.

Keep in Touch

Subscribe to our newsletter to receive real estate investing education, investing news, tips and information on upcoming events.

We won't send spam. Unsubscribe at any time.