Airbnb Property Manager Virtual Assistant

Caldera Stays is a boutique short-term rental group in Toronto with several high-end listings and a reputation for quick, thoughtful service. To keep that standard flawless I want the daily flow of work around three core areas taken off my plate:

• Guest communications – every inquiry, pre-arrival question, in-stay request, or review response handled through the Airbnb inbox with a warm, professional voice that matches our brand.
• Booking coordination – calendar checks, alterations, blocking nights, and making sure every reservation is synced correctly between the Airbnb platform and our lightweight PMS.
• Cleaner schedule management – assigning turnovers inside the PMS, confirming completion photos, and flagging any maintenance notes to me immediately.

Everything happens inside the Airbnb website/app plus our property-management system, so hands-on experience with both is essential. A background in Airbnb hosting, broader hospitality work, and customer service will let you anticipate guest needs rather than simply react.

Operational rhythm
– Monitor messages throughout the day (EST focus) and keep response times under 5 minutes.
– Double-check tomorrow’s arrivals each evening for smooth self check-ins.
– Post daily wrap-up notes in the PMS so I have instant visibility on anything that needs owner intervention.

Success for me looks like zero unanswered guest messages, a perfectly updated calendar, and cleaners who always know where to be and when. If you can deliver that consistently while working asynchronously, we’ll be a great fit.

To apply: tell us why you want to work for Caldera Stays and why you're a great fit for Caldera Stays.