1

Vacation Rental Property Inspector Jobs in Barnstable, MA

Outside Auto Appraiser

Bourne, MA ยท Remote

$63K - $105K/yr

... rental reimbursement, etc. * Provides all lines of business and departments, i.e. property, Boat and Yacht, Inland Marine, Public Sector, etc. with inspection assistance as needed, including ...

Outside Auto Appraiser

Falmouth, MA ยท Remote

$63K - $105K/yr

... rental reimbursement, etc. * Provides all lines of business and departments, i.e. property, Boat and Yacht, Inland Marine, Public Sector, etc. with inspection assistance as needed, including ...

Outside Auto Appraiser

Plymouth, MA ยท Remote

$63K - $105K/yr

... rental reimbursement, etc. * Provides all lines of business and departments, i.e. property, Boat and Yacht, Inland Marine, Public Sector, etc. with inspection assistance as needed, including ...

Outside Auto Appraiser

Bourne, MA ยท Remote

$63K - $105K/yr

... rental reimbursement, etc. * Provides all lines of business and departments, i.e. property, Boat and Yacht, Inland Marine, Public Sector, etc. with inspection assistance as needed, including ...

Front Desk Clerk

Dennis, MA ยท On-site

$18/hr

... Paid Vacation Program and Paid Sick Days โ€ข Employee Assistance Program that supports your ... Generates invoices and collects monies due through the rental program and through merchandise sales.

Houseperson

Dennis Port, MA ยท On-site

$18/hr

... vacation memories for owners/guest visiting our resort properties! The position assists and ... Be a self inspector by examining carpets, drapes and furniture for stains, damage, or wear. Report ...

Houseperson

Dennis, MA ยท On-site

$18/hr

... vacation memories for owners/guest visiting our resort properties! The position assists and ... Be a self inspector by examining carpets, drapes and furniture for stains, damage, or wear. Report ...

Team "IT FACTOR" Berkshire is a nationally respected property management team that creates ... We offer 3 weeks of vacation, personal development plans, great insurance, a 25% rent discount (and ...

Paid holidays, vacation, and sick days,if eligible * Life insurance * MetLaw Legal program ... Clean and inspect equipment on the lot including checking fluid levels. * Answer questions and ...

Paid holidays, vacation, and sick days, if eligible * Life insurance * MetLaw Legal program ... Clean and inspect equipment on the lot including checking fluid levels. * Answer questions and ...

Paid holidays, vacation, and sick days, if eligible * Life insurance * MetLaw Legal program ... Clean and inspect equipment on the lot including checking fluid levels. * Answer questions and ...

As a popular vacation destination in the heart of downtown Oak Bluffs on Martha's Vineyard, our ... Conduct meticulous inspections of guest rooms, suites, and public areas to ensure immaculate ...

Showing results 41-60

Vacation Rental Property Inspector information

See Barnstable, MA salary details

$30.9K

$53.9K

$82K

How much do vacation rental property inspector jobs pay per year?

As of Sep 8, 2026, the average yearly pay for vacation rental property inspector in Barnstable, MA is $53,928.00, according to ZipRecruiter salary data. Most workers in this role earn between $42,300.00 and $62,400.00 per year, depending on experience, location, and employer.

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 cities near Barnstable, MA are hiring for Vacation Rental Property Inspector jobs?

Cities near Barnstable, MA with the most Vacation Rental Property Inspector job openings:

Infographic showing various Vacation Rental Property Inspector job openings in Barnstable, MA as of August 2026, with employment types broken down into 79% Full Time, 17% Part Time, and 4% Temporary. Highlights an 92% In-person, and 8% Remote job distribution, with an average salary of $53,928 per year, or $25.9 per hour.

Outside Auto Appraiser

The Whiteside Agency

Bourne, MA โ€ข Remote

$63K - $105K/yr

Full-time

Medical, Life, Retirement, PTO

Re-posted 12 days ago


Job description

Who Are We?

Taking care of our customers, our communities and each other. That's the Travelers Promise. By honoring this commitment, we have maintained our reputation as one of the best property casualty insurers in the industry for over 170 years. Join us to discover a culture that is rooted in innovation and thrives on collaboration. Imagine loving what you do and where you do it.

Job Category
ClaimCompensation Overview

The annual base salary range provided for this position is a nationwide market range and represents a broad range of salaries for this role across the country. The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment. As part of our comprehensive compensation and benefits program, employees are also eligible for performance-based cash incentive awards.

Salary Range$63,800.00 - $105,400.00
Target Openings
1
What Is the Opportunity?
Under direct supervision, this position has responsibility for inspecting, estimating, negotiating, and evaluating 1st and 3rd party auto physical damage claims, including both personal and business insurance claims. The claim types will be basic to moderate physical damage coverages as it relates to damage assessment. This includes collision, comprehensive, property damage related to autos, rental and towing as well as fire, theft, flood, lightning, diminished value claims and any claims that involve injuries. The actual resolution and settlement of these claims will be the responsibility of the Auto Claim Professional. This position will serve as a technical resource for auto claim staff and will provide advice and direction to claim professionals on claim damages to achieve optimal outcomes. This position is based 100% remotely and may include a combination of mobile work and/or work from your primary residence. This is a field role servicing the Massachusetts area. This job does not lead others.What Will You Do?
  • Delivers consistent service quality throughout the claim life cycle, including but not limited to prompt contact, explaining the process, setting expectations, on-going effective communication, and follow-through and meeting commitments to achieve optimal outcome on every file.
  • Effectively manages work assignments and promptly travel to location of vehicle / equipment. Arranges to view vehicle / equipment if not readily accessible.
  • Scopes claims utilizing technical expertise and information gathered to accurately determine physical claim value of claims using company recognized resources, estimating and evaluation software.
  • Establishes the physical damage claim value of assigned losses.
  • Prepares and documents accurate vehicle / equipment damage appraisals, Actual Cash and Replacement values according to applicable regulatory and corporate guidelines.
  • Partners with the assigned Claim Professional throughout the life of the claim. Partners from initial investigation through final recovery to ensure appropriate claim resolution and pursuit of alternative recovery sources (e.g. Subrogation, SIU, etc.).
  • Negotiates the claim with the customer and/or repair facilities leveraging appropriate resources and achieve agreement on value including required payments.
  • For applicable Total Loss claims, determines settlement amounts, including applicable coverages and deductibles.
  • Negotiates and conveys claim settlements within authority and initiate payment to the customer, including total loss, rental reimbursement, etc.
  • Provides all lines of business and departments, i.e. property, Boat and Yacht, Inland Marine, Public Sector, etc. with inspection assistance as needed, including Catastrophe response.
  • Effectively manages work assignments and referrals.
  • Reviews and analyzes coverage and apply policy conditions, provisions, exclusions, and endorsements pertinent to a variety of 1st party auto damage claims.
  • When appropriate, conducts damage management including properly managing the repair process.
  • Establishes timely and maintains appropriate claim and expense reserves.
  • Develops, documents and continually updates a plan of action, including maintaining an effective diary to manage the vehicle repair process to assist with bringing the repairs to a timely resolution.
  • Communicates claim damage assessment following negotiation of value with repair facilities.
  • Obtains authorization to initiate payment to the customer/repair facility.
  • In order to perform the essential functions of this job, acquisition and maintenance of Insurance License(s) may be required to comply with state and Travelers requirements. Generally, license(s) must be obtained within three months of starting the job and obtain ongoing continuing education credits as mandated.
  • This position will require participation in our Catastrophe Response Program which could include deployment away for a minimum of 16 days which includes 2 travel days to assist our customers in other states.
  • Perform other duties as assigned.
What Will Our Ideal Candidate Have?
  • Associate's Degree, Bachelor's Degree or Technical School Degree.
  • State appraiser and claim handling licenses (where applicable).
  • Two years of auto appraisal experience preferred; prior experience with insurance carrier.
  • Strong technical background including extensive knowledge of auto repair and repair techniques, including thorough understanding of auto terminology and construction.
  • Thorough knowledge of claims appraisal systems and overall claim operations, Windows proficiency, including Excel and Word.
  • Participates in Auto Catastrophe response, including extended deployment and unscheduled travel with minimal notice.
  • Strong mathematical and negotiation skills.
  • Demonstrated ownership attitude and customer centric response to all assigned tasks.
  • Strong teamwork skills.
  • Ability to remain current on jurisdictional laws and regulations, and communicating compliance requirements to other claim staff as appropriate.
  • Commitment to continuous education.
  • Competency Levels:
  • Analytical Thinking - Basic.
  • Judgment/Decision Making Basic.
  • Communication - Basic.
  • Negotiation - Intermediate.
  • Insurance Contract KnowledgeBasic.
  • Principles of InvestigationBasic.
  • Value Determination - Intermediate.
  • Settlement Techniques - Intermediate.
  • Auto Technical - Intermediate.
What is a Must Have?
  • High School Degree or GED with a minimum of one year auto appraisal experience.
  • Valid Driver's License.
What Is in It for You?
  • Health Insurance:Employees and their eligible family members - including spouses, domestic partners, and children - are eligible for coverage from the first day of employment.
  • Retirement:Travelers matches your 401(k) contributions dollar-for-dollar up to your first 5% of eligible pay, subject to an annual maximum. If you have student loan debt, you can enroll in the Paying it Forward Savings Program. When you make a payment toward your student loan, Travelers will make an annual contribution into your 401(k) account. You are also eligible for a Pension Plan that is 100% funded by Travelers.
  • Paid Time Off:Start your career at Travelers with a minimum of 20 days Paid Time Off annually, plus nine paid company Holidays.
  • Wellness Program:The Travelers wellness program is comprised of tools, discounts and resources that empower you to achieve your wellness goals and caregiving needs. In addition, our mental health program provides access to free professional counseling services, health coaching and other resources to support your daily life needs.
  • Volunteer Encouragement:We have a deep commitment to the communities we serve and encourage our employees to get involved. Travelers has a Matching Gift and Volunteer Rewards program that enables you to give back to the charity of your choice.
Employment Practices

Travelers is an equal opportunity employer. We value the unique abilities and talents each individual brings to our organization and recognize that we benefit in numerous ways from our differences.

In accordance with local law, candidates seeking employment in Colorado are not required to disclose dates of attendance at or graduation from educational institutions.

If you are a candidate and have specific questions regarding the physical requirements of this role, please send us an email so we may assist you.

Travelers reserves the right to fill this position at a level above or below the level included in this posting.

To learn more about our comprehensive benefit programs please visit http://careers.travelers.com/life-at-travelers/benefits/.