Overview

We are seeking a highly organized and proactive Short-Term Rental Operations Assistant to support the day-to-day operations of a growing Airbnb and vacation rental management business. This role is ideal for an analytical, detail-oriented professional who can take independent ownership of property logistics, vendor coordination, and guest communication. If you are a reliable, self-motivated individual experienced with property management platforms, this is your opportunity to help optimize and scale our operations.

Schedule:

Monday to Friday with flexible hours between 8:00 AM and 5:00 PM Central Time. Must be available for 2 to 3 hours during standard CDT business hours (ideally between 11:00 AM and 3:00 PM CDT) for meetings and communication. Occasional Saturday availability may be required if needed. Up to 25 hours per week.

Responsibilities

• Manage and support daily short-term rental operations
• Utilize HostAway and other property management platforms to oversee listings and reservations
• Coordinate cleaners, maintenance vendors, contractors, and service providers
• Monitor and manage property inventory and supply levels
• Handle supply purchasing and restocking as needed
• Assist with invoice management, payment tracking, and operational record keeping
• Support short-term rental tax filing and compliance-related administrative tasks
• Ensure listing information, photos, and property details are accurate and up to date across platforms
• Communicate professionally with guests regarding reservations, issues, inquiries, and stay-related concerns
• Proactively identify operational issues and recommend solutions before they become larger problems
• Maintain organized systems, processes, and documentation across the business

Requirements

• Extremely familiar with Airbnb operations and ideally experienced with HostAway and Pricelabs
• Able to coordinate cleaners, vendors, maintenance, scheduling, and inventory management
• Comfortable handling supply purchasing, invoice payments, and filing short-term rental taxes
• Highly detail-oriented and analytical with a very strong problem-solving mindset
• Someone proactive who takes initiative and does not require constant oversight or follow-up
• Personable and charismatic enough to communicate professionally with guests while understanding tone, colloquial communication, and when to be more formal
• Reliable, organized, and genuinely “Type A” in how they approach tasks and operations
• Previous experience supporting a vacation rental, Airbnb, or property management business
• Experience coordinating vendors, cleaners, maintenance teams, and operational logistics
• Familiarity with operational reporting, invoicing, and administrative support functions
• Availability to overlap with U.S. Central Time business hours for meetings and collaboration

Independent Contractor Perks

• Permanent work from home
• Immediate hiring

Note

Please click the Apply button to complete your application, including the assessment questions, technical check, and voice recording. Your hourly pay rate will be established based on your performance in the application process; submissions with all requirements fulfilled will receive priority review.