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Vacation Rental Property Inspector Jobs in Chicago, IL

VOA Illinois

Assistant Property Manager-HMV

Chicago, IL · On-site

$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 ...

Madison Apartment

Assistant Property Manager

Geneva, IL

$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 ...

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 ...

S2 Residential

Assistant Property Manager

Villa Park, IL · On-site

$31/hr

Conduct resident move-out apartment inspections and complete deposit accounting. * Maintain all ... Apartment Rental Discounts The Perks: * Vacation Reimbursement after 1 year of employment * Company ...

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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 Aug 23, 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 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 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 August 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.

Rental Property Inspector (Rent Ready and QC)

GC Realty & Development

Roselle, IL • On-site

Full-time

PTO

Posted 19 days ago

Job description

Got maintenance experience, want in on a company going from 1,500 to 3,500 doors, want a career path?

As a Rental Property Inspector, you'll walk scattered site homes, document every condition with photos and 360 degree imagery, write the repair scope, and rekey the locks. Nothing gets rented until you sign off.

Your Schedule

  • Standard hours: Monday through Friday 8AM to 5PM
  • Occasional evening / weekend inspections when turnover volume spikes (paid OT)
  • Heavier first & last few days couple days of month

What You Get:

  • Salary: $21.00-$25.00 USD per hour
  • Monthly Bonus: Up to 7% bonus based on performance each month
  • Gas Stipend: Up to $150/week to keep you on the road
  • Book Club: Company funded reading program worth up to $500 per year
  • Referral Program: Refer a hired team member and receive a $1,000 bonus
  • Paid Time Off: 10 accrued PTO days per year
  • Paid Birthday: Take a paid day off during your birthday month
  • Paid Holidays: 7 paid holidays recognized annually

What You'll Do:

  • Complete Rent Ready Walks and QC inspections on vacant homes, on deadline
  • Inspect the full interior and exterior, top to bottom
  • Identify and report deficiencies across plumbing, electrical, HVAC, carpentry, drywall, trim, doors, windows, and appliances (you document it, you don't repair it)
  • Flag safety hazards, code issues, and missing or failed life safety devices
  • Build the repair scope in our app so the crew knows exactly what needs doing
  • Capture full photo and 360 degree documentation of every property
  • Perform residential lock rekeys and install, replace, or remove lockboxes
  • Confirm every home is Clean, Safe, and Functional before a resident gets keys
  • Hold vendors to the standard by flagging incomplete or sloppy turnover work
  • Communicate clearly and courteously with property managers, dispatch, and vendors
  • Submit completed inspection reports same day
  • Maintain a clean, professional appearance and organized vehicle

Who We're Looking For:

  • Detail First Mindset: You catch what other people walk past, and you write it up so someone else can act on it
  • Hands On Experience: 1+ years completing residential inspections, rent ready walks, or scattered site property management work
  • Construction Knowledge: You understand residential systems and components, and you can name what you're looking at
  • Scope Writer: You can build a repair scope, not just flag a problem
  • Tech Comfortable: Fast on a smartphone and tablet, able to learn multiple inspection apps without hand holding, and 360 degree camera experience is a plus
  • Self Starter: Able to work independently, communicate effectively, and be proactive
  • Reliable & Responsive: Valid U.S. driver's license, clean driving record, reliable transportation, full auto insurance, and available for occasional after hours or weekend inspections
  • Physically Able: On your feet up to 8 hours, stairs and ladders, carrying up to 25 pounds of equipment, in all weather
  • Background Check: Must pass a pre employment background screening
The GC Realty Experience™

At GC Realty & Development, everything we do is guided by four core values: Responsive, Own It, Get Stuff Done (GSD), and Better Results. Together, these make up The GC Realty Experience™. It is not a slogan. It shows up in how we communicate, how we solve problems, and how we treat every person who comes in contact with our brand, whether that is a resident, a client, a vendor, or a new team member. We make doing business with us easy. We offer the right solutions the first time and leave everyone with an experience worth talking about. That standard does not change when things get hard. In fact, that is exactly when it matters most. No matter where you sit in the company, you are responsible for making The GC Realty Experience™ real every single day.

Are you the right fit??? We encourage you to check out our reputation online, our podcast, and Straight Up Chicago Investor!

Apply