Senior Short-Term Rental Manager

Location: Remote

Employment Type: Full-time, 30 hours per week

Schedule: PST-aligned schedule with some evening and weekend coverage

Rate: USD $ 845.00 to $ 1,105.00 per month

About the Company

Our client is an established Canadian property management company overseeing approximately 25 furnished rental properties. The company manages a combination of short-term, mid-term, and long-term accommodations across multiple locations.

They are seeking an experienced Senior Short-Term Rental Manager to take ownership of the daily operations of six to seven properties transitioning to nightly vacation rentals. The successful candidate must already understand Airbnb operations and be capable of managing listings, reservations, guest communications, and property coordination without extensive training.

Role Overview

The Senior Short-Term Rental Manager will oversee the guest experience and operational requirements of the assigned properties, from initial inquiries through check-out. This person will work closely with the company’s existing Virtual Assistant during onboarding before independently managing the assigned portfolio.

The position requires someone with substantial hands-on experience managing multiple Airbnb properties. Experience limited to Airbnb customer service or one or two personally owned listings will not be sufficient for this senior-level position.

Key Responsibilities

• Manage multiple short-term rental listings across Airbnb and VRBO.
• Create, launch, update, and optimize property listings, including descriptions, amenities, photos, house rules, and availability.
• Handle guest communications from inquiry and booking through check-in, the duration of the stay, and check-out.
• Respond promptly and professionally to guest questions, concerns, access issues, and urgent requests.
• Maintain reservation calendars and ensure booking information remains accurate across platforms.
• Coordinate cleaners, turnovers, maintenance concerns, and other property-related requirements.
• Review property information and become familiar with each unit’s amenities, access instructions, building details, emergency information, and operating procedures.
• Ensure guests receive accurate check-in instructions, property information, and follow-up support.
• Assist with launching the remaining properties as they receive their short-term rental licences and professional photos.
• Work closely with the existing Virtual Assistant and company leadership during the initial onboarding and knowledge-transfer period.
• Follow established standard operating procedures while identifying opportunities to improve guest communication and rental operations.
• Support dynamic pricing and revenue-management activities when experienced with PriceLabs or similar platforms.
• Perform light bookkeeping tasks in QuickBooks when qualified, such as categorizing property-related purchases, matching credit card transactions, and organizing expenses by unit.

Requirements

Required Qualifications

• Strong, recent, and hands-on experience managing Airbnb properties.
• Experience managing multiple short-term or vacation rental listings simultaneously.
• Experience using both Airbnb and VRBO.
• Previous experience working for a property management, hospitality, or vacation rental company.
• Comprehensive understanding of the Airbnb guest journey, platform rules, listing management, reservations, and issue resolution.
• Ability to manage guest communications independently without requiring training on Airbnb fundamentals.
• Strong written English and the ability to communicate clearly, professionally, and empathetically with guests.
• Excellent organization, attention to detail, and follow-through.
• Ability to handle urgent concerns calmly and make sound operational decisions.
• Comfortable working independently while coordinating with cleaners, contractors, and internal team members.

Preferred Qualifications

• Experience with Guesty, Hospitable, or another property management system.
• Experience with PriceLabs or similar dynamic-pricing software.
• QuickBooks or light bookkeeping experience.
• Experience launching new short-term rental listings.
• Familiarity with Canadian holidays, seasonal pricing, and vacation-rental booking patterns.

Schedule Expectations

The selected candidate will initially overlap with the existing Virtual Assistant to complete training and property handovers. After onboarding, the schedule will provide complementary coverage and may include afternoon or evening PST hours and allocated weekend hours to support guests outside the existing team member’s schedule.

Ideal Candidate

The ideal candidate is a proactive and experienced short-term rental professional who understands that successful property management requires more than responding to messages. They take ownership of the guest experience, anticipate operational issues, maintain accurate information, and ensure that bookings and turnovers run smoothly without constant direction.

Benefits

• Opportunities for growth and advancement
• Competitive compensation package
• Maxicare HMO after completing the three-month probationary period