Guest Communication & Operations Assistant – Vacation Rentals | Remote

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TYPE OF WORK

Full Time

SALARY

$5/HR

HOURS PER WEEK

40

DATE UPDATED

Aug 22, 2026

JOB OVERVIEW

U.S.-based vacation rental management company is looking for highly responsive, detail-oriented remote team members to help monitor guest communication and daily operations.

This role is not just answering messages. You will help make sure the entire guest experience runs smoothly from booking through checkout.

Schedule
• Coverage is needed approximately 6:00–7:00 AM through 12:00 AM U.S. Central Time
• Team members will be assigned to either a morning/day shift or afternoon/evening shift
• Must be available weekdays and weekends
• Please understand that these hours will fall during evening/overnight hours in the Philippines
• You must be fully available and attentive during your assigned shift

Guest Communication & Monitoring
• Monitor guest communication across Airbnb, Vrbo, ---------- , Google Vacation Rentals, OwnerRez, and other systems
• Monitor HostBuddy, our AI guest communication system, and step in whenever human assistance is needed
• Maintain a guest response time of approximately 1–2 minutes. NO EXCEPTIONS!
• Answer guest questions and troubleshoot issues quickly
• Ensure scheduled guest messages are sent correctly and on time
• Review upcoming reservations for accuracy
• Verify door codes, check-in details, and arrival information
• Make sure the guest check-in and checkout process is running smoothly
• Catch and correct issues before they affect the guest whenever possible

Reservations & Operations
• Modify reservations
• Extend stays
• Add charges when needed
• Coordinate with cleaners, maintenance, and vendors
• Follow issues through to resolution
• Learn each property and its details so you can confidently answer guest questions
• Update property information, procedures, and notes in Notion
• Complete administrative and operational tasks during quieter periods
• Be willing to take on additional responsibilities as the role grows

Requirements
• Excellent spoken and written English
• Very fast and reliable internet
• Reliable computer
• Backup internet or connectivity strongly preferred
• Quiet, distraction-free workspace
• Ability to remain actively engaged throughout your shift
• Extremely responsive — guest messages cannot sit unanswered while you are working
• Strong customer service and problem-solving skills
• Organized, dependable, and detail-oriented
• Able to multitask and prioritize urgent situations
• Comfortable learning multiple software platforms
• Able to work independently and take initiative
• Comfortable learning a large amount of property-specific information

Experience with vacation rentals, Airbnb, Vrbo, ---------- , hospitality, reservations, or customer service is preferred.

Experience with OwnerRez, HostBuddy, Notion, Asana, SuiteOp, or similar platforms is a plus.

To Apply


Email
---------- with:

• Your resume
• Your location in the Philippines
• Your availability
• Whether you prefer the morning/day shift, afternoon/evening shift, or either
• Your relevant experience
• Include the code word Goldfish in the subject line
• A 3–5 minute VIDEO answering both questions below

VIDEO QUESTIONS

Tell us about yourself.
Briefly introduce yourself, tell us about your relevant experience, and explain why you think you would be a good fit for this role.
Guest Scenario
A guest contacts you at 9:30 PM. They have just arrived at the property, their door code is not working, and they are tired and frustrated because they cannot get inside.

Tell us what you would say to the guest and walk us through exactly what you would do next to resolve the situation.

We are looking at your English communication skills, professionalism, problem-solving ability, responsiveness, and how you handle a guest under pressure.

Applications without a resume, video, and requested code word will not be considered.

This is a long-term remote opportunity with a growing vacation rental management company.

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