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Live In Property Caretaker Jobs in Vermont (NOW HIRING)

First Chair Destinations

Property Caretaker

Warren, VT · On-site

$26/hr

We live and work in the communities we serve, which means every stay comes with generous local ... About This Job The Property Caretaker supports an assigned portfolio of vacation rental properties ...

New

Alterra

Employee Housing Caretaker

Manchester, VT · On-site

$21 - $23/hr

... Employee Housing Caretaker helps create a safe, clean, and welcoming living environment for ... Prior experience in maintenance, property care, or janitorial work preferred * Basic knowledge of ...

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All JobsLive In Property Caretaker JobsLive In Property Caretaker Jobs in Vermont

Live In Property Caretaker information

See Vermont salary details

$9

$20

$35

How much do live in property caretaker jobs pay per hour?

As of Sep 5, 2026, the average hourly pay for live in property caretaker in Vermont is $20.29, according to ZipRecruiter salary data. Most workers in this role earn between $15.87 and $23.27 per hour, depending on experience, location, and employer.

What is the difference between Live In Property Caretaker vs Live In Housekeeper?

AspectLive In Property CaretakerLive In Housekeeper
CredentialsMinimal certifications, often experience-basedMay require housekeeping or hospitality certifications
Work EnvironmentResidential or estate settings, outdoor and indoor dutiesPrimarily indoor cleaning and organization tasks
Employer & Industry UsagePrivate estates, luxury homes, rental propertiesHotels, private homes, resorts
Search & Comparison IntentLooking for estate or property management rolesSeeking domestic cleaning or household staff roles

The main difference is that a Live In Property Caretaker manages the overall maintenance and security of a property, often handling outdoor tasks and estate management. In contrast, a Live In Housekeeper focuses on cleaning, organizing, and maintaining the interior of a home. Both roles may involve living on-site, but their responsibilities and skill requirements differ significantly.

More about Live In Property Caretaker jobs

What are the most commonly searched types of Property Caretaker jobs in Vermont?

The most popular types of Property Caretaker jobs in Vermont are:

What are popular job titles related to Live In Property Caretaker jobs in Vermont?

For Live In Property Caretaker jobs in Vermont, the most frequently searched job titles are:

What job categories do people searching Live In Property Caretaker jobs in Vermont look for?

The top searched job categories for Live In Property Caretaker jobs in Vermont are:

What cities in Vermont are hiring for Live In Property Caretaker jobs?

Cities in Vermont with the most Live In Property Caretaker job openings:

Live In Property Caretaker jobs near you
Infographic showing various Live In Property Caretaker job openings in Vermont as of August 2026, with employment types broken down into 4% As Needed, 61% Full Time, 22% Part Time, 9% Temporary, and 4% Contract. Highlights an 100% In-person job distribution, with an average salary of $42,208 per year, or $20.3 per hour.

Property Caretaker

First Chair Destinations

Manchester, VT • On-site

$26/hr

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted yesterday

New

Job description

A Little Bit About Us

We offer exceptional vacation homes across the country's most celebrated ski towns and coastal retreats. Each property is carefully selected, locally managed, and held to an uncompromising standard of care. We live and work in the communities we serve, which means every stay comes with generous local knowledge, genuine hospitality, and the confidence that what you booked is exactly what you'll find.

Benefits

We're proud to offer a competitive benefits package designed to support our employees both at work and beyond. Benefits and eligibility may vary by position and are subject to change. Full plan details and terms will be provided during onboarding.

Health, Dental & Vision Insurance
401(k) with Company Match
Paid Time Off (PTO)& Holidays (non-exempt employees)
Paid Flexible Time Off & Holidays (exempt employees only)
Paid Sick Leave

Benefits are subject to the terms and conditions of the applicable plan documents, which govern in the event of any discrepancy. The Company reserves the right to modify, suspend, or terminate benefit plans and programs at any time.

About This Job

The Property Caretaker supports an assigned portfolio of vacation rental properties with responsibilities including all aspects of property management, including owner and guest relations, maintenance, and housekeeping. Supports cross-functionally across the team.

Compensation + Schedule

  • $26 / HR less payroll deductions and all required withholdings
  • Up to $100 monthly car allowance for eligible employees
  • Schedule: 30 - 40 hours per week / weekend availability required
  • Weekends and holidays may be required

Essential Job Functions

  • 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 + 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.

Workplace Environment + Physical Requirements

  • Work may take place indoors or outdoors, in a variety of settings including private homes, resorts, offices, and laundry facilities — often in varying weather conditions.
  • We're in hospitality and our schedules can change based on guest and homeowner needs. Shifts may include early mornings, evenings, weekends, and holidays. We require flexibility to support this.
  • Reliable transportation required.
  • Regular travel within the locally assigned market and / or region.
  • Ability to move freely (balancing, climbing, crawling, driving, squatting, standing, stooping, walking, bending, pushing, pulling, reaching, and repetitive hand/finger motions) and lift up to a maximum of fifty (50) pounds without assistance.

This job description does not identify every requirement of the position. First Chair may change position requirements, responsibilities, and work environment  at any time with or without notice.

Some positions may require that you drive a personal vehicle and/or company vehicle for work purposes. Employees who are required to drive a personal vehicle must have reliable transportation, a valid driver's license, and be at least 18 years of age. Employees who are required to drive a company vehicle must have a valid driver's license, be at least 21 years of age, and have been a licensed driver for no less than 3 years.

An offer of employment for this role will be contingent upon the successful completion of a background check.