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Vacation Rental Property Inspector Jobs in Massachusetts

Better Talent

Property Caretaker

Yarmouth Port, MA

$25 - $35/hr

Minimum 1 year experience required in housekeeping, maintenance or property inspection role * Vacation rental, hotel, or hospitality experience strongly preferred. * Comfortable performing basic home ...

Picht & Sons Real Estate

Property Manager

Boston, MA · On-site

$85K - $125K/yr

Manage a portfolio of residential rental properties and serve as a regular point of contact for ... Coordinate move-ins, move-outs, lease renewals, inspections, and tenant communication. * Follow up ...

New

Picht & Sons Real Estate

Property Manager

Worcester, MA · On-site

$85K - $125K/yr

Manage a portfolio of residential rental properties and serve as a regular point of contact for ... Coordinate move-ins, move-outs, lease renewals, inspections, and tenant communication. * Follow up ...

New

Del Mar Vacations

Maintenance Technician

Orleans, MA · On-site

$27 - $35/hr

In this role, you will be responsible for ensuring the maintenance and repair of our vacation rental properties, contributing directly to the exceptional experiences we provide to our guests. Your ...

Beacon Communities

Roving Property Manager

Boston, MA · On-site

... vacations and absences, transitions, open positions, and regional project assignments, as ... Manages rental programs, waiting lists, and leasing procedures for both market-rate and affordable ...

Rise Collective

Property Manager

Williamstown, MA

$60K - $70K/yr

Conduct quality-assurance inspections of completed rooms and suites before guest arrival. * Enforce ... rental operations. * Previous experience supervising employees or coordinating hospitality ...

New

Rise Collective

Property Manager

Williamstown, MA · On-site

$60K - $70K/yr

Conduct routine property inspections and proactively identify maintenance needs. * Complete basic ... rental operations. * Previous experience supervising employees or coordinating hospitality ...

Rise Collective

Property Manager

Williamstown, MA · On-site

Conduct quality-assurance inspections of completed rooms and suites before guest arrival. * Enforce ... rental operations. * Previous experience supervising employees or coordinating hospitality ...

New

Storage King USA

Property Manager

Newbury, MA

$21 - $23/hr

Inspect all work performed prior to approval for payment to contractors. * Enforce a fair and ... Post, collect, track, and manage delinquency of rental and other income. * Ensure desired renewals ...

Storage King USA

Property Manager

Newbury, MA · On-site

Inspect all work performed prior to approval for payment to contractors. * Enforce a fair and ... Post, collect, track, and manage delinquency of rental and other income. * Ensure desired renewals ...

Storage King USA

Property Manager

Newbury, MA · On-site

$21 - $23/hr

Inspect all work performed prior to approval for payment to contractors. * Enforce a fair and ... Post, collect, track, and manage delinquency of rental and other income. * Ensure desired renewals ...

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All JobsVacation Rental Property Inspector JobsVacation Rental Property Inspector Jobs in Massachusetts

Vacation Rental Property Inspector information

What does a vacation rental property inspector do?

A Vacation Rental Property Inspector ensures that vacation rental properties meet cleanliness, safety, and maintenance standards before guests arrive. They conduct detailed inspections, check for damages, verify that amenities are in working order, and report any issues to the property management team. Their role helps maintain high-quality guest experiences and ensures compliance with company or regulatory standards. This job requires attention to detail, organizational skills, and a keen eye for spotting potential maintenance concerns.

What does a typical workday look like for a vacation rental property inspector?

A typical day for a Vacation Rental Property Inspector involves traveling between properties to conduct thorough inspections before guest arrivals and after departures. Inspectors check for cleanliness, safety hazards, maintenance needs, and inventory compliance, recording findings using mobile inspection apps or checklists. They frequently coordinate with cleaning crews, maintenance staff, and property managers to ensure standards are met and resolve any issues promptly. While much of the work is independent, regular communication with team members and quick problem-solving are essential to maintain smooth property operations.

What are the key skills and qualifications needed to thrive as a vacation rental property inspector, and why are they important?

To excel as a Vacation Rental Property Inspector, you need a keen eye for detail, knowledge of property standards, and experience in real estate or hospitality inspection. Familiarity with digital inspection tools, property management software, and possibly certification in property inspection adds value. Strong communication, organizational skills, and the ability to work independently help inspectors manage schedules and interact professionally with property owners and cleaning teams. These capabilities are crucial for ensuring properties meet quality expectations, remain compliant with regulations, and provide a positive guest experience.

What are popular job titles related to Vacation Rental Property Inspector jobs in Massachusetts?

For Vacation Rental Property Inspector jobs in Massachusetts, the most frequently searched job titles are:

What job categories do people searching Vacation Rental Property Inspector jobs in Massachusetts look for?

The top searched job categories for Vacation Rental Property Inspector jobs in Massachusetts are:

What cities in Massachusetts are hiring for Vacation Rental Property Inspector jobs?

Cities in Massachusetts with the most Vacation Rental Property Inspector job openings:

Vacation Rental Property Inspector jobs near you
Infographic showing various Vacation Rental Property Inspector job openings in Massachusetts as of August 2026, with employment types broken down into 83% Full Time, 13% Part Time, 2% Temporary, and 2% Contract. Highlights an 98% In-person, and 2% Hybrid job distribution.

Property Caretaker

Yarmouth Port, MA

Better Talent
Traveler Accommodation • 11 - 50 employees
Learn more about Better Talentexternal

$25 - $35/hr

Full-time

PTO

Re-posted 2 days ago

Job description

Company Overview

Beacon Destinations is a fast-growing boutique hospitality company redefining the vacation rental experience across Cape Cod. We combine the warmth and character of locally owned vacation homes with the operational excellence of a luxury hotel brand, creating unforgettable stays for guests while protecting and maximizing value for homeowners.

Our mission is simple: deliver exceptional, five-star experiences on every stay. Through innovative technology, hands-on local service, and an unwavering commitment to quality, we're setting a new standard for coastal hospitality.

Position Summary

As a Property Caretaker at Beacon Destinations, you'll be the hands-on guardian of our Cape Cod vacation homes, ensuring every property is guest-ready, well maintained, and cared for to the highest standards. You'll perform property inspections, light maintenance, preventative upkeep, and occasional guest support while working independently across a portfolio of homes.

This role is ideal for someone who enjoys solving problems, takes pride in quality workmanship, notices the details others miss, and wants every guest and homeowner to have complete confidence that their property is in excellent hands.

Key ResponsibilitiesProperty Care

  • Complete detailed inspections before guest and homeowner arrivals.

  • Ensure homes are clean, safe, fully stocked, and guest-ready.

  • Perform preventative maintenance and minor repairs including changing light bulbs, adjusting doors, unclogging drains, replacing batteries, and other routine tasks.

  • Identify maintenance issues and coordinate larger repairs with vendors and management.

Guest & Homeowner Support

  • Respond professionally to guest and homeowner questions, service requests, and maintenance concerns.

  • Assist with escalated issues alongside the Operations team to ensure timely resolution.

Portfolio Operations

  • Support onboarding of new properties by assisting inspections, setup, and quality standards.

  • Identify opportunities to improve operational efficiency and guest experience.

  • Collaborate across departments to support changing business needs.

Other duties as assigned because every day is different in hospitality!

Required Qualifications

  • Minimum 1 year experience required in housekeeping, maintenance or property inspection role

  • Vacation rental, hotel, or hospitality experience strongly preferred.

  • Comfortable performing basic home maintenance and troubleshooting common household issues.

  • Excellent organizational and time management skills with the ability to prioritize changing workloads.

  • Strong attention to detail and commitment to quality.

  • Comfortable using smartphones, mobile apps, and digital work order systems.

  • Excellent communication and customer service skills.

  • Self-motivated with the ability to work independently while contributing to a collaborative team.

  • Reliable transportation and willingness to travel throughout Cape Cod daily.

  • Available to work weekends, holidays, evenings, and flexible schedules based on business needs.

  • Able to lift up to 50 pounds and perform the physical requirements of the role.

Preferred Qualifications

  • Experience working with vacation rentals or residential property management.

  • Interest in real estate, hospitality, home improvement, or short-term rentals.

  • Basic handyman, carpentry, plumbing, electrical, or maintenance experience.

Compensation & BenefitsSalary $25-$35 per hour, based on experience.Bonus

  • Earn up to $2,000 annually based on guest satisfaction scores, property performance, and overall portfolio quality.

Benefits

  • Paid time off such as PTO, sick days, and vacation days

  • Workplace perks such as recreation activities, food and coffee, and flexible work schedules

Schedule

This position follows the seasonal nature of Cape Cod hospitality.

  • Peak Season (June-August): Approximately 40 hours per week.

  • Shoulder Seasons (March-May & September-December): Approximately 20 hours per week.

  • Hours may vary based on occupancy levels, weather, maintenance priorities, and guest needs.