Windermere Short-Term Rental Property Management (Airbnb & Vacation Rentals)

Full-service hosting, regulatory compliance, and dynamic pricing tuned to Windermere events.

Earn more, with less hassle.

The Challenges Hosts Face in Windermere—and How We Tackle Them


Owning a place in Windermere is about more than having a getaway—it’s about mornings on the dock, evenings by the fire, and weekends that actually feel like weekends. But keeping a vacation property running smoothly from the city can be a challenge. Between changing rental rules, seasonal demand swings, and the need to keep guests happy year-round, it takes time and attention to do it right.


At Aisling Baile, we handle it all so you don’t have to. From licensing and guest communication to pricing, cleaning, and maintenance, our team takes care of every detail with local know-how and genuine care.


The result? A stress-free investment that fits your lifestyle. You get to enjoy your Windermere cabin when you want it—and know it’s earning strong returns and staying well-loved when you’re not there.

Full-Service Management For Windermere Owners

We believe property owners deserve the very best. That’s why we only offer full-service management, a complete solution designed to maximize your revenue while minimizing your workload. From marketing and guest communication to professional cleaning, inspections, and maintenance, every detail is taken care of with precision and care.

What’s Included

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Receive regular insights on the profitability of your property, booking flow, and more.

/ Property Performance Review

Dynamic Pricing

Listing Setup

Professional photos + optimized descriptions across Airbnb, VRBO & more

Guest Screening

Adjusted for seasonal demands; summer's mountain biking, winter's skiing, fall's larch hikes and spring's golf trips

Careful vetting plus 24/7 communication support

Cleaning & Turnovers

Hotel-level housekeeping and restocking

Licensing & Compliance

Maintenance

Proactive inspections and fast emergency response

Owner Reporting

Full-service assistance with getting your provincial registration & compliance in order

Transparent monthly statements and direct payouts

Sitting area of the Hilltop Dome with impeccable lake and mountain views.

Why it Works

Full service means you can be completely hands-off while still enjoying maximum returns and peace of mind.

Multi-Property Advantage

If you own more than one property, ask us about multi-property discounts, a way to save while scaling your investment.

Windermere Market Insights

Windermere has long been a favourite escape for Albertans—a place where lake days, mountain views, and small-town charm come together. As more visitors discover its year-round appeal, the demand for well-managed vacation rentals continues to grow.


Owning a property here is about more than great views—it’s about understanding how to navigate seasonal demand, community expectations, and changing short-term rental rules.


With the right local management, your Windermere getaway can be both a place to unwind and a dependable investment—earning steady returns while fitting naturally into the relaxed rhythm of lake life.

 Occupancy Rates & Seasonal Trends

Summer Highs

Occupancy peaks in July and remains high through to early September, with nightly rates up to double those of other seasons.

Alberta Escapes

Spring and fall are the ultimate seasons for Calgarians looking to sneak in one last golf trip or hike. Strategic marketing & pricing can maintain a consistent occupancy rate.

Winter Patterns

The colder months bring in those looking for a true mountain getaway—skiing, skating, Christmas markets... It's the true Hallmark experience.

Shoulder Seasons

March, April, October, and November tend to dip, requiring smart pricing and targeted marketing to maintain occupancy.

Event Impact (Bonspiel on the Lake, Mountain Music Bash & More)

Each winter, the Bonspiel on the Lake transforms Lake Windermere into one of Canada’s most unique curling venues, drawing teams and spectators from across the province. In summer, Mountain Home Productions puts on a concert (this year was the Mountain Music Bash), which fills the lakeshore with live music, artisan vendors, and a vibrant festival atmosphere that celebrates the best of mountain-lake living.


For property owners, these peak periods create exceptional opportunities. With the right pricing and booking strategy, your Windermere retreat can achieve higher occupancy and stronger returns—while offering guests an authentic, high-end Columbia Valley experience they’ll want to return to year after year.

Revenue Potential by Property Type

Detached/Single-Family Homes

Popular with families & groups; steady occupancy across the year, premium rates during seasonal demands.

Townhouses

Strong appeal to leisure travellers; lower upkeep to a larger house, but more comfortable than a condo.

Condos/Apartments

With very few in the area, condos are hard to come by but are very desirable for couples and small families.

Luxury Homes

High earning potential when positioned for executive rentals or large group accommodations.

Compliance & Regulatory Factors

Operating in Windermere requires a provincial registration number. Some properties also require a temporary use permit (TUP).

Provincial Registration Required

All STR operators must apply for a BC Provincial Registration number, renewed annually.

Temporary Use Permits (TUPs)

Certain properties in Windermere require a temporary use permit (TUP), which is valid for up to three years.

We can apply and renew your provincial registration for you, acting as your property manager, so you don't have to deal with any step of the process.

Insurance Gaps

Airbnb’s AirCover doesn’t fully replace proper insurance — we help owners review and secure adequate coverage.

Seasonality Pricing Strategy

Our approach blends dynamic pricing software with local market expertise:

Summer Strategy

Adjust nightly rates upward, set minimum stays, and optimize release windows to capture premium bookings.

Alberta Escapes

Highlight relaxing amenities (smaller crowds, changing landscapes, cozy fireplaces, etc.) and optimize for weekday occupancy.

Winter Readiness

Market properties as Rocky Mountain or ski trip bases with access to the Whiteway; bundle weekend packages to maximize bookings.

Shoulder Months

Offer discounts for longer stays, promote pet-friendly listings, and target remote or seasonal workers seeking affordable monthly options.

At Aisling Baile, we understand that Windermere moves with the rhythm of the seasons—each bringing its own kind of magic. From sunny lake days and family barbecues to crisp autumn weekends and quiet winter getaways, we manage your property with year-round care and strategy. Our goal is simple: to keep your Windermere retreat welcoming, well-maintained, and earning a steady income in every season—not just the summer rush.

See what your Windermere property could earn across every season

Windermere Neighbourhood Performance Snapshots

Timber Ridge Community in Windermere, BC.

Timber Ridge

Easily the most sought-after community in the area, thanks to its expansive private beach/community area & marina.


  • Best For: Log cabins and luxury lodges.
  • Seasonal Advantage: Private beach, picnic area, green space and marina.
  • Owner Tip: Units that are pet-friendly and include access to the community beach outperform others.
Hideaways community in Windermere, BC.

The Hideaways

New development neighbourhood with mid-century modern themed single-family homes with a short walk to the lake.


  • Best For:  Modern, single-family homes with attached garages.
  • Seasonal Advantage: Community sports court and 0.5 km walk to the beach.
  • Owner Tip: Listings with garage access parking, upscale amenities and 3+ bedrooms are in high demand.
Baltac community in Windermere, BC.

Baltac

This established community boasts a diverse range of homes, offering stunning views and private beach access.


  • Best for: Character cabins and luxury lodges.
  • Seasonal Advantage: Private beach access is a short walk away, and plenty of green space.
  • Owner Tip: Listings with manicured yards/fire pits, and private spa amenities command higher nightly rates.
Akiskinook community in Windermere, BC.

Akiskinook

This historic, family-oriented community is coveted for the year-round indoor pool/hot tub/gym and a private beach & marina.


  • Best For: Townhomes and condominiums.
  • Seasonal Advantage: The indoor pool & hot tub make this a true year-round destination.
  • Owner Tip: Listings that are pet-friendly and offer portable AC units maximize nightly rates.

Turn Your Windermere Property Into a Passive Income-Generating Short-Term Rental

Calgary Short Term Rentals Page

Windermere STRs FAQs

  • What risks come with Windermere's short-term rental licensing requirements?

    Operating a vacation rental in Windermere means keeping up with local and provincial rules that continue to evolve across B.C. While the area remains welcoming to short-term rentals, changing regulations can affect how and where you operate. Staying compliant with registration, zoning, and safety standards is essential to protect your investment.


    At Aisling Baile, we handle every detail—making sure your property meets all municipal and provincial requirements from day one, so you can focus on enjoying the rewards of ownership without the paperwork or worry.

  • How does the ski season impact Windermere's rental demand?

    Panorama's ski season can drastically impact Windermere's rentals. Between seasonal workers looking for multi-month rentals and ski-enthusiasts looking to explore both Panorama and Invermere's winter offerings, owners who plan early with dynamic pricing can capture significantly higher returns.


  • How does Windermere's cold climate impact rental maintenance?

    Winter guests love Windermere for skiing, skating, winter festivals and other seasonal activities, but frozen pipes, heating issues, and snow clearing can hurt reviews if not managed. Our team inspects and maintains systems proactively so you avoid costly mid-season surprises.

  • How seasonal is demand - what are my peak vs shoulder seasons?

    Windermere follows a distinctly seasonal rhythm when it comes to short-term rentals. The summer months—June through early September—are by far the busiest. During this period, occupancy rates and nightly prices are at their peak. 



    We plan ahead for these natural ebbs and flows. Our dynamic pricing, local event tracking, and guest marketing strategies ensure your property stays competitive year-round—earning strong returns in the busy season and consistent income during the quieter months.

  • How much advance booking lead time should I expect?

    Booking patterns in Windermere follow the rhythm of the seasons. For peak summer stays, especially in the summer or Christmas, guests tend to book well in advance—often two to four months ahead. Many visitors are planning extended holidays that include both city events and mountain adventures, so securing their stay early is part of the experience.



    During the spring and fall shoulder seasons, bookings typically come in a few weeks to a month ahead, often from families visiting relatives, work travellers, or spontaneous weekend guests.



    In winter, shorter lead times are common. Guests booking cozy getaways or longer stays to escape city life may reserve only a week or two in advance, and some even book last-minute.

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Windermere's Area Highlights

Work with Aisling Baile to ensure your listing is front and center for Windermere's top attractions, such as: