Vacation Home Caretaker – Guest Experience & Maintenance

First Chair Destinations; Ludlow (VT); On-site; USD 28,000 - 40,000; Full time

Benefits offered by this job

Health Insurance

401(k) with Company Match

Paid Time Off (PTO)& Holidays (non-ex”

Paid Flexible Time Off & Holidays (ex”

Paid Sick Leave

Job summary

First Chair Destinations is seeking a Property Caretaker to support an assigned portfolio of vacation homes, handling owner and guest relations, maintenance and housekeeping across multiple locales.

You will collaborate with the management team to ensure exceptional stays, perform light maintenance, and coordinate inspections before arrivals while maintaining high standards of service.

Qualifications

• Experience working in hotel, hospitality, vacation or similar industry is highly preferred.
• Minimum 1 year experience in housekeeping, maintenance or similar role.
• Excellent time management skills with the ability to change activity frequently and cope with interruptions.
• Strong attention to detail.
• Tech-savvy with experience using various digital systems and applications and comfortable using mobile apps, tablets, and various software platforms.
• This role involves frequent travel between worksites, so reliable personal transportation is essential.
• Dependable and prepared. Showing up on time and ready to go is key to creating great stays for our guests and peace of mind for our homeowners.
• Must be dependable, self-motivated, and able to work independently while contributing positively to a collaborative team environment.
• Comfortable talking to people—online or in person—and being able to share information in a way that’s clear, thoughtful, and represents the company in a positive way always.

Responsibilities

• Assists in the daily operations of the assigned portfolio of homes. Identify areas for improvement, assisting managers in process enhancements to drive efficiency and quality outcomes.
• Support the team with escalated guest and homeowner concerns by responding to emails, calls and tickets.
• Perform light home maintenance (light bulbs, fix door hinges, unclog a toilet, etc).
• Conduct regular inspections prior to guest and owner arrivals.
• Works to resolve guest and homeowner concerns by responding to emails, calls and tickets. Partners with the management team on escalated issues.
• Partners and assists your Business Development Representative and management team when new units join the portfolio.
• Supports cross-functionally across the team as needed.
• Other duties as assigned because every day is different in hospitality!

Skills

Hospitality experience

Time management

Attention to detail

Tech literacy

Communication skills

Reliability

Independent worker

Travel readiness

Job description

First Chair Destinations is seeking a Property Caretaker to support an assigned portfolio of vacation homes, handling owner and guest relations, maintenance and housekeeping across multiple locales.

You will collaborate with the management team to ensure exceptional stays, perform light maintenance, and coordinate inspections before arrivals while maintaining high standards of service.