Property Caretaker — Canmore
A flexible, as-needed role supporting a small collection of high-performing luxury Airbnb properties in Canmore. Perfect as a reliable side income for someone already based locally.
WeekAway Management is a boutique short-term rental company operating a curated portfolio of luxury townhomes and homes in Canmore, Alberta. They are design-forward properties that guests return to season after season.
Our homes sit within a $9 million real estate portfolio: highly rated, thoughtfully maintained, intentional in every detail. We're a small, owner-operated business that takes pride in running things properly, with every property held to a high standard, every guest experience considered, everyone on the team treated with respect.
We're looking for a reliable local to be our eyes and ears on the ground.
This role starts at two properties and is expected to grow. As we add homes to the portfolio, the position grows with it, gaining more responsibility, more income, and a deeper partnership with someone we trust.
This isn't a demanding role. Most months it's a handful of check-ins and a storage run or two. But when we need something handled, we need someone we can count on. We treat the people we work with well, and we're looking for a long-term relationship, not a one-off hire.
A quick walk-through to check lights, heat, tidiness, and anything off. A few photos and a short note so we always know the home's in good shape. Around fifteen minutes.
A thorough monthly check against our checklist, covering appliances, plumbing, wear and tear, and supplies running low. About an hour, and it keeps small issues small.
Mostly coffee and Amazon packages, with the occasional Canadian Tire run too. You receive them and drop them at our nearby storage unit, usually on your way past.
Lightbulbs, breakers, batteries, the odd loose handle, and possibly fixing up a pillow or two. Mostly making sure the homes are reset properly after our cleaners. Anything bigger than a quick fix, we send a trade.
When a painter, cleaner, or contractor is booked, you'll check in on their work when needed and make sure they've left the home in good condition.
Now and then there's a small bit of setup, like assembling a simple luggage rack, or bringing over something like a faux tree and putting it in place. Nothing more than you'd take on at home.
A simple monthly rate, with no timesheets and no tracking. We pay you for being reliable and available, not just for hours logged. Busier months with extra tasks are compensated accordingly, materials and expenses are always reimbursed, and once a year we say thank you properly, with a performance bonus for the people who show up and make this work.
This is a role that fits around your life, not the other way around.
Completely flexible hours that work around your life, not the other way around.
No timesheets, no micromanagement. We trust you to get it done.
Consistent, predictable $750–1,000 / month income.
Annual performance bonus, because we reward the people who show up.
A role that grows with the portfolio, gaining more responsibility and income as we expand.
A direct relationship with the owner, so you always know who you're working for.
Access to some of the most beautiful luxury properties in Canmore.
Expenses and materials always covered, so you're never out of pocket.
You have a full-time job that's fairly flexible and not all-consuming, and an extra $750–1,000 a month for looking after a few beautiful homes sounds like a pretty good deal.
You're a tradesperson, contractor, or someone self-employed with gaps in your schedule, looking to fill them with something easy and consistent.
You could use a reliable stream of side cash each month, something that fits around your life rather than disrupting it.
You already live in or around Canmore, know the town well, and like the idea of being connected to a well-run local operation.
You have a feel for what "luxury standard" means and take quiet pride in maintaining it, even when nobody's watching.
You're the kind of person who notices things and doesn't need to be told twice.
You're comfortable with a quick text or photo update — nothing formal required.
You'd rather work directly with an owner than deal with layers of management.
You want something long-term, not a one-off gig.
- You live in Canmore, Banff, or around the Bow Valley, since we need someone local.
- You can download and use work apps on a smartphone — Slack, WhatsApp, camera.
- You respond to your messages in a timely fashion.
- You're punctual and detail-oriented, and can follow instructions and checklists.
- You're organized, able to keep receipts, files, and other documents in order and communicate professionally.
- You have property management experience.
- You're handy with furnace filters, lightbulbs, batteries, and tightening up hardware.
- You own your own tools.
How to apply
Follow the steps below to apply for this position.
- 1Email us at philip@weekaway.com
- 2Use the subject line Property Caretaker Position: Your Name
- 3Explain who you are and why you think you'd be a good fit for the role.
- 4If you're a good fit, we'll reply with a link to schedule a quick phone call.