Any
N/A
TBD
May 30, 2026
Short-Term Rental Property Manager VA Job Post
Experienced Only — No Training Provided
?? Important: Do not apply if you have not personally used Hostaway, PriceLabs, Airbnb, or VRBO as a property manager or co-host. We will verify your experience with a skills test before any interview.
ABOUT THIS ROLE
We manage a growing portfolio of short-term rental properties and need a highly experienced VA who can hit the ground running with zero hand-holding. You will function as a full co-host and property manager — owning guest communication, listing management, pricing oversight, and operations from day one.
This is not a role where we will teach you the STR industry. If you do not already know the platforms, workflows, and guest experience standards at a professional level, please do not apply.
PLATFORMS YOU MUST KNOW BEFORE APPLYING
Hostaway
PriceLabs
Airbnb
VRBO
Truvi
Safely
DAY-TO-DAY RESPONSIBILITIES
Manage all guest communication in Hostaway — pre-booking, check-in, stay, checkout, and post-stay review requests — with professional, on-brand messaging
Monitor and respond to Airbnb & VRBO inquiries within SLA targets; handle objections and special requests confidently
Oversee PriceLabs settings, review pricing recommendations, flag anomalies, and make or escalate rate adjustments
Manage owner/guest insurance and damage claims through Safely and/or Truvi
Coordinate housekeeping, maintenance, and restock jobs through Hostaway task workflows
Keep listings optimized — photos, descriptions, amenities, house rules — across all OTAs
Flag negative reviews proactively and draft management responses
Manage owner reporting and reservation summaries as needed
Identify operational issues before they become guest complaints
REQUIRED SKILLS & EXPERIENCE
Minimum 2 years of hands-on experience as a STR property manager, co-host, or STR VA
Must have directly managed Hostaway (inbox, calendar, automations, task assignments)
Must have used PriceLabs — not just heard of it, but actively managed dynamic pricing settings
Strong written English — guest messages must be warm, clear, and professional without editing
Available during US business hours (Central or Eastern preferred); availability for weekend monitoring required
Reliable internet (minimum 20 Mbps), backup connection preferred
Highly organized and detail-oriented — you will manage multiple properties simultaneously
Proactive communicator — you escalate issues before they become problems
APPLICATION SCREENING QUESTIONS
Answer all of the following in your application. Vague or generic answers will be disqualified.
1. How many months or years have you actively managed properties in Hostaway? Describe 2 specific tasks you perform in it regularly.
Why we ask: Rules out anyone who has only watched tutorials or used it briefly.
2. In PriceLabs, what is a Base Price Multiplier and when would you adjust it? What is a Min Stay override and why would you use one?
Why we ask: Anyone who truly uses PriceLabs can answer this immediately.
3. A guest messages at 10pm saying the WiFi is down and threatens a 1-star review. Write exactly how you would respond and what steps you would take.
Why we ask: Tests real guest communication skill and problem-solving under pressure.
4. Describe a specific mistake you made managing a STR property and how you handled it.
Why we ask: Anyone with real experience has made and learned from mistakes. Vague answers are a red flag.
5. What is your current availability in US Central or Eastern time? Are you available for weekend monitoring?
Why we ask: Non-negotiable operational requirement.
6. What is your internet speed and do you have a backup connection? (Paste a screenshot of a speed test if possible.)
Why we ask: Connectivity issues are a disqualifier for remote guest communication roles.
COMPENSATION & DETAILS
Full-time, long-term position — we are not looking for freelancers or part-time applicants
Competitive salary based on verified experience level
Performance bonus structure available after 90-day probationary period
Stable, growing company — we want someone who will grow with us
HOW TO APPLY
Send your resume and answer all 6 screening questions above in your application message. Applications missing answers to any screening question will not be reviewed. Shortlisted candidates will receive a short practical skills test before any interview takes place.