Vacation Property Care & Guest Experience Lead

First Chair Destinations; Ludlow (VT); On-site; USD 29,000 - 40,000; Full time

Benefits offered by this job

Health, Dental & Vision Insurance

401(k) with Company Match

Paid Time Off (PTO) & Holidays

Paid Flexible Time Off & Holidays

Paid Sick Leave

Job summary

First Chair Destinations is seeking a Property Caretaker to manage a portfolio of vacation homes, handle owner and guest relations, perform light maintenance, and ensure quality stays across multiple properties.

The role requires 30–40 hours weekly with some weekends/holidays, and may involve travel between worksites in a hospitality-driven environment. Benefits include health, 401(k), PTO and more.

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.

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 industry experience

Time management

Detail-oriented

Tech-savvy

Strong communication

Reliable transportation

Tools

Mobile apps

Various software platforms

Job description

First Chair Destinations is seeking a Property Caretaker to manage a portfolio of vacation homes, handle owner and guest relations, perform light maintenance, and ensure quality stays across multiple properties.

The role requires 30–40 hours weekly with some weekends/holidays, and may involve travel between worksites in a hospitality-driven environment. Benefits include health, 401(k), PTO and more.