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Vacation Rental Property Inspector Jobs in Chicago, IL

Drexel Properties LLC

Property Manager

Chicago, IL · On-site

Conduct regular unit and building inspections to ensure quality and compliance Leasing & Occupancy ... Stay current on Chicago-area rental market trends, comparable rents, and neighborhood activity ...

Drexel Properties LLC

Property Manager

Chicago, IL · On-site

Conduct regular unit and building inspections to ensure quality and compliance Leasing & Occupancy ... Stay current on Chicago-area rental market trends, comparable rents, and neighborhood activity ...

Drexel Properties LLC

Property Manager

Chicago, IL · On-site

Conduct regular unit and building inspections to ensure quality and compliance Leasing & Occupancy ... Stay current on Chicago-area rental market trends, comparable rents, and neighborhood activity ...

VOA Illinois

Assistant Property Manager-HMV

Chicago, IL

$19.30 - $23.16/hr

Affordable, high-quality rental properties and homeownership opportunities immediately surrounding ... inspections and ensure units, common areas, and grounds meet property standards. * Ensure ...

Neder Capital Services LLC

Property Manager

Wheeling, IL · On-site

$45K - $75K/yr

Rental Managers are responsible for showing property for rent, the procurement of applications, when necessary, inspections, property move in/move outs, placement of tenants in properties, delivery ...

Westward360

Property Manager

Chicago, IL

$70K - $75K/yr

We service condo, townhome, and homeowner associations, and provide rental management services to ... Perform baseline inspections, ensure comprehensive property knowledge, and maintain accurate ...

Westward360

Property Manager

Chicago, IL · On-site

$70K - $75K/yr

We service condo, townhome, and homeowner associations, and provide rental management services to ... Perform baseline inspections, ensure comprehensive property knowledge, and maintain accurate ...

Westward360

Property Manager

Chicago, IL · On-site

$70K - $75K/yr

We service condo, townhome, and homeowner associations, and provide rental management services to ... Perform baseline inspections, ensure comprehensive property knowledge, and maintain accurate ...

Westward360

Property Manager

Chicago, IL · On-site

$70K - $75K/yr

We service condo, townhome, and homeowner associations, and provide rental management services to ... Perform baseline inspections, ensure comprehensive property knowledge, and maintain accurate ...

Madison Apartment

Assistant Property Manager

Geneva, IL · On-site

$18 - $24.75/hr

Conduct inspections of models, vacant apartments, community grounds, and move-ins/move-outs ... Paid vacation, sick, and holiday time. * Employee rental discounts. * Paid new parent leave. * A ...

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All JobsVacation Rental Property Inspector JobsVacation Rental Property Inspector Jobs in Chicago, IL

Vacation Rental Property Inspector information

See Chicago, IL salary details

$29.4K

$51.2K

$77.8K

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

As of Jul 28, 2026, the average yearly pay for vacation rental property inspector in Chicago, IL is $51,180.00, according to ZipRecruiter salary data. Most workers in this role earn between $40,200.00 and $59,200.00 per year, depending on experience, location, and employer.

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 in the Vacation Rental Property Inspector position, 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 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 are popular job titles related to Vacation Rental Property Inspector jobs in Chicago, IL? For Vacation Rental Property Inspector jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Vacation Rental Property Inspector jobs in Chicago, IL look for? The top searched job categories for Vacation Rental Property Inspector jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Vacation Rental Property Inspector jobs? Cities near Chicago, IL 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 Chicago, IL as of July 2026, with employment types broken down into 75% Full Time, and 25% Contract. Highlights an 100% In-person job distribution, with an average salary of $51,180 per year, or $24.6 per hour.
Property Maintenance Inspector (Union - AFSCME)

Property Maintenance Inspector (Union - AFSCME)

City of Evanston

Evanston, IL • On-site

$39.62 - $50.92/hr

Full-time

Posted 11 days ago

Job description

Position Type:
Community Development/Property Maintenance Inspector
Date Posted:
7/17/2026
Location:
New Civic Center
Closing Date:
07/31/2026
$39.616 - $50.925/hourly
*Starting salary is dependent upon qualifications, but in most cases is no higher than the midpoint for range.
NATURE OF WORK:
This position involves application and enforcement of Evanston housing codes in a fast-paced customer service-oriented environment. Inspectors encourage compliance by developing constructive relationships and educating residents and property owners. Property Maintenance Inspectors perform inspections on both commercial and residential properties throughout the City. Routine rental inspections are performed at regular intervals to ensure safe and adequate housing for residents. Additionally, the inspector will be assigned an area to regularly monitor for code violations.
ESSENTIAL FUNCTIONS (Specific assignment will include some or all of the following):
  • Inspects both commercial and residential properties, including registered rental units, shared housing, vacant buildings, and short-term rentals.
  • Visually examines all areas to determine compliance with code standards for heating, lighting, ventilation, and plumbing installations.
  • Measures dwelling units and rooms to determine compliance with ordinance space requirements.
  • Inspects premises for overall cleanliness, adequate disposal of garbage, and signs of vermin infestation.
  • Prepares notice of violation letters advising property owners and tenants of violations found and time allowed for correcting deficiencies.
  • Reviews case and notice of violation reports and reinspects dwellings at periodic intervals adhering to Department policy requirements to verify correction of violations by property owners and tenants.
  • Explains requirements of housing standards ordinance to property owners, building contractors, and other interested parties.
  • Ability and willingness to take legal action on Property Standards cases when warranted by writing citations and giving testimony in adjudication hearings.
  • Presents legal complaints for prosecution and testifies in court.
  • Responds to property maintenance complaints/requests for service and verifies compliance with applicable codes.
  • Works closely with community/neighborhood groups and organizations on a variety of housing maintenance issues to include violations, problems and resolutions.
  • Performs other related duties and assignments as needed or required.

MINIMUM REQUIREMENTS:
  • Must possess a High School Diploma or GED and at least two years of experience in code enforcement or a similar area of expertise.
  • Must possess a valid driver's license and a safe driving record.
  • Must possess an International Code Council (ICC) certification as a Property Maintenance and Housing Inspector.

Knowledge, skills, and abilities in the following areas:
  • Excellent communication skills.
  • Ability to read, understand and interpret code books, ordinances, maps, construction drawings, construction texts, policies, procedures, journals, newspapers, letters, reports, and legal documents.
  • Understanding of general construction principles and practices; familiarity with building and housing codes a plus.
  • Ability to write reports and memos with proper format, punctuation, spelling, and grammar.
  • Ability to speak before an audience with poise, voice control, and confidence, using proper English and a well-modulated voice.
  • Ability to multitask many variable duties and responsibilities in a fast-paced environment.
  • Ability to use Google Suite and Microsoft products.
  • Ability to use computer resources, such as the internet and GIS, for conducting job-related research.
  • Ability and willingness to learn and utilize proprietary software for inspection purposes.
  • Ability to follow established timelines and use good judgment when working on a Property Standards case file.

PHYSICAL REQUIREMENTS OF WORK:
  • Ability to lift medium weight objects, open and close building windows and doors, and apply pressure to building components as part of inspections.
  • Ability to use and operate inspection tools and equipment.
  • Ability to work indoors with possible exposure to human, animal and rodent fecal matter; rodents and pests; inadequate ventilation, lack of light, filth, and other unsanitary conditions.
  • Ability to work outdoors in a variety of weather conditions.
  • Ability to perform moderate manual work daily including sitting, standing, walking, bending, stooping, and climbing.
  • Ability to focus on small and distant objects, recognize depth of objects, stand for long periods of time, work outdoors at night with reduced lighting, speak, and hear.
  • Ability to use machines, tools, equipment, and work aids of those commonly associated with this type of work, including, but not limited to, automobile, flashlight, room thermometer, cellular telephone, code books, tape recorder, personal computer, software, measuring devices, hammer, screw driver, awl, camera, electrical devices, and protection devices.

SUPERVISION:
Work is performed under the general direction of the Property Maintenance Supervisor. The employee uses judgment in determining code violations and the immediacy of the needed repairs. Instruction, verbal and written, is provided. Employees are responsible for completing work according to City work rules and safety regulations. Guidance is provided via the strategic plan, City Code, City policies and procedures, and applicable state and federal laws and regulations, ensuring that housing code initiatives are met. Work is evaluated on an ongoing basis with respect to progress toward achieving goals, communication skills, customer service, and ability to work productively and effectively with employees at all levels in the organization and the general public.
PUBLIC CONTACT:
The employee has daily contact with other City employees, property owners, agents, tenants, and contractors. Employees will work with other departments in the course of inspections which may include Police, Fire and Health as well as other Departments or Divisions.
SELECTION METHOD
TYPE OF ELIGIBILITY LIST
LIFE OF ELIGIBILITY LIST
Structured Oral Interview
2 Years
To apply for this position, please apply online at www.cityofevanston.org on or before the closing date.
Chosen candidates will be required to provide proof of licenses, certifications, and education required for this position. Candidates will also be subject to qualifying preemployment processes, including medical examination, drug/alcohol screen, employment verification, and criminal background check.
The City of Evanston is an equal opportunity employer and ensures against discrimination in employment on the basis of a person's race, color, sex, age, religion, disability, national origin, ancestry, sexual orientation, marital status, parental status, military discharge status, source of income, housing status, or gender identity. The City of Evanston is also committed to accessibility for persons with disabilities. Any person needing mobility or communications access assistance should contact Human Resources at 847-448-8204 (voice) or 847-866-5095 (TTY).

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