STR Operations Specialist (Guesty Experience Preferred)

Remote | Part-Time (30 Hours/Week)

Schedule: Monday-Friday, 4:00 PM – 10:00 PM EST

Compensation: $6 USD/hour

Growth Opportunity: Strong potential for increased hours, leadership responsibilities, and career growth as the company expands.

About Settled In Property Management
Settled In Property Management is a rapidly growing short-term and mid-term rental management company based in New Jersey and New York. We manage high-quality Airbnb, VRBO, and furnished rental properties and help property owners maximize revenue while delivering exceptional guest experiences.

We're building a long-term team and looking for ambitious, reliable professionals who want to grow alongside the company.

Position Overview
We are seeking an experienced STR Operations Specialist to support the day-to-day operations of our growing portfolio.

This role is responsible for ensuring smooth guest experiences, coordinating property operations, managing vendors, and maintaining operational excellence across multiple properties.

The ideal candidate has worked directly within a short-term rental or vacation rental management company and is comfortable managing multiple moving pieces simultaneously.

Key Responsibilities
Guest Communication & Support
Respond promptly and professionally to guest inquiries and messages
Assist guests before, during, and after their stay
Troubleshoot guest concerns and coordinate solutions
Deliver a consistent 5-star guest experience
Property Operations
Coordinate cleaners, maintenance technicians, inspectors, and other vendors
Monitor check-ins and check-outs
Ensure properties are guest-ready and operationally prepared
Track and follow up on maintenance issues until resolution
Reservation & Listing Management
Manage reservations and calendars within Guesty
Monitor Airbnb, VRBO, and other OTA platforms
Update property information, amenities, house rules, and listing details as needed
Assist with onboarding new properties and listing setup
Administrative Support
Update tasks, workflows, and documentation in ClickUp
Maintain organized property records and operational procedures
Assist with weekly and monthly reporting
Follow and improve company SOPs
Required Qualifications
2+ years of experience in short-term rental, vacation rental, hospitality, or property management operations
Experience managing or supporting multiple properties simultaneously
Strong written and verbal English communication skills
Experience handling guest communications and issue resolution
Experience coordinating cleaners, maintenance teams, and vendors
Strong organizational skills and attention to detail
Reliable internet connection and dedicated workspace
Ability to work Monday-Friday, 4:00 PM – 10:00 PM EST
Preferred Qualifications
Experience using Guesty (strongly preferred)
Experience with Airbnb, VRBO, ---------- , or similar OTA platforms
Experience using PriceLabs or other revenue management tools
Experience onboarding new properties and creating listings
Experience creating or improving SOPs
Experience supporting a portfolio of 20+ properties
What Success Looks Like
Fast guest response times
Excellent guest satisfaction and review scores
Reliable coordination of cleaners and vendors
Accurate reservation and calendar management
Strong communication and accountability
Consistent execution of operational processes
Growth Opportunities
This role offers a clear path for growth as the company expands.

Top performers may have opportunities to:

Increase hours and compensation
Manage larger property portfolios
Lead and train future tea ---------- mbers
Advance into Senior Operations, Client Success, or Operations Manager positions

Apply here: ----------