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Short Term Rental Property Manager Jobs in Chicago, IL

Role & Responsibilities -- Work in a pod team structure managing, leasing and maintaining a portfolio of residential rental properties -- Maintain rental listings for the pod's portfolio of managed ...

Role & Responsibilities -- Work in a pod team structure managing, leasing and maintaining a portfolio of residential rental properties -- Maintain rental listings for the pod's portfolio of managed ...

Role & Responsibilities -- Work in a pod team structure managing, leasing and maintaining a portfolio of residential rental properties -- Maintain rental listings for the pod's portfolio of managed ...

Senior Property Manager

Chicago, IL · On-site

$30 - $35/hr

Short-term disability insurance * Employer-Paid Life Insurance Benefit * Employer-Paid Long-Term Disability Benefit * Paid Vacation and paid time off * Thirteen (13) paid holidays * Paid time off for ...

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 ...

Hire, train, and manage all staff at the property. * Maintain compliance of resident records with ... benefits, short-term disability, long-term disability, and paid time off. All Senior Lifestyle ...

Hire, train, and manage all staff at the property. * Maintain compliance of resident records with ... benefits, short-term disability, long-term disability, and paid time off. All Senior Lifestyle ...

Medical, Dental, Vision, Life/AD&D Insurance, and Long/Short-Term Disability Retirement Plan ... As an Assistant Property Manager, you will play a vital role in the smooth operation of the ...

New

Hire, train, and manage all staff at the property. * Maintain compliance of resident records with ... benefits, short-term disability, long-term disability, and paid time off. All Senior Lifestyle ...

Hire, train, and manage all staff at the property. * Maintain compliance of resident records with ... benefits, short-term disability, long-term disability, and paid time off. All Senior Lifestyle ...

Hire, train, and manage all staff at the property. * Maintain compliance of resident records with ... benefits, short-term disability, long-term disability, and paid time off. All Senior Lifestyle ...

Overseeing the day-to-day of properties assigned to the Property manager. * Is accountable for all ... Short-Term Disability and Supplemental Life Insurance * Employee Assistance Program * Fitness and ...

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Showing results 1-20

Short Term Rental Property Manager information

See Chicago, IL salary details

$28.8K

$60.1K

$99.4K

How much do short term rental property manager jobs pay per year?

As of Aug 23, 2026, the average yearly pay for short term rental property manager in Chicago, IL is $60,093.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,300.00 and $70,000.00 per year, depending on experience, location, and employer.

What does a short term rental property manager do?

A Short Term Rental Property Manager oversees the daily operations of properties that are rented out for short periods, such as through platforms like Airbnb or VRBO. Their responsibilities typically include handling guest communications, coordinating cleaning and maintenance, setting rental rates, marketing the property, and ensuring legal compliance with local regulations. They aim to maximize occupancy and revenue while providing a positive experience for guests. This role is ideal for individuals who are organized, responsive, and knowledgeable about the hospitality and real estate industries.

What are the key skills and qualifications needed to thrive as a short term rental property manager?

To thrive as a Short Term Rental Property Manager, you need expertise in property management, guest relations, and local regulations, often supported by experience in hospitality or real estate. Familiarity with booking platforms (like Airbnb and Vrbo), property management systems (PMS), and dynamic pricing tools is typically required. Outstanding customer service, problem-solving, and organizational skills set exceptional managers apart in this field. These competencies ensure high occupancy rates, positive guest experiences, and efficient property operations in a competitive market.

What are some of the common challenges faced by short term rental property managers and how can they be addressed?

Short Term Rental Property Managers often encounter challenges such as maintaining high occupancy rates during off-peak seasons, handling guest issues promptly, and ensuring properties are consistently clean and well-maintained. To address these, managers can implement dynamic pricing strategies, establish efficient communication channels with guests, and build relationships with reliable cleaning and maintenance vendors. Staying organized and proactive helps ensure a smooth operation and positive guest experiences, which are crucial for repeat bookings and good reviews.

What is the difference between Short Term Rental Property Manager vs Vacation Rental Manager?

AspectShort Term Rental Property ManagerVacation Rental Manager
CredentialsProperty management licenses, hospitality certificationsSimilar credentials, often with hospitality or tourism background
Work EnvironmentResidential and commercial properties, online platformsVacation homes, resorts, online booking platforms
Employer & IndustryReal estate firms, property management companiesTravel agencies, vacation rental platforms
Search & Comparison IntentPeople seeking property management for short-term rentalsTravelers or hosts comparing vacation rental services

Both roles involve managing short-term rental properties, but the Short Term Rental Property Manager typically handles a broader range of properties, including residential units, while the Vacation Rental Manager focuses on vacation homes and leisure properties. The skills, credentials, and work environments overlap significantly, making them closely related roles in the hospitality and property management industry.

What are popular job titles related to Short Term Rental Property Manager jobs in Chicago, IL?

For Short Term Rental Property Manager jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Short Term Rental Property Manager jobs in Chicago, IL look for?

The top searched job categories for Short Term Rental Property Manager jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Short Term Rental Property Manager jobs?

Cities near Chicago, IL with the most Short Term Rental Property Manager job openings:

Infographic showing various Short Term Rental Property Manager job openings in Chicago, IL as of August 2026, with employment types broken down into 87% Full Time, 12% Part Time, and 1% Contract. Highlights an 83% Physical, 2% Hybrid, and 15% Remote job distribution, with an average salary of $60,093 per year, or $28.9 per hour.

Rental Property Photographer - Chicago, IL

PlanOmatic

Chicago, IL

$35 - $75/hr

Part-time

Re-posted 8 days ago


Job description

We own it - We expect greatness - We create genuine relationships - We are authentic - Together we win

Rental Property Photographer (Freelance / 1099)

About PlanOmatic PlanOmatic delivers professional real estate photography and 3D tours to the single-family rental industry - nationwide, at scale, and with fast turnaround. We work with 250+ contracted photographers across 27 states who share our commitment to quality and consistency.

Is this you? You're a photographer with a portfolio that demonstrates your work. You understand lighting, composition, and how to work efficiently on location. You're looking for flexible, part-time freelance work to fill gaps in your schedule - and you want gigs that are straightforward, with no client-facing pressure.

What the work looks like You'll photograph residential rental properties, capturing high-quality photos and 3D tours. Most assignments take 30-60 minutes on-site. You'll upload your work directly through our app, and our editing team handles post-production and client delivery.

Requirements

  • Demonstrable photography experience is required - real estate, architectural, or interior photography strongly preferred
  • A portfolio or sample work must be submitted with your application
  • Proficiency shooting in manual mode with off-camera flash
  • Comfortable working independently and meeting turnaround deadlines

Equipment you'll need

  • DSLR or Mirrorless camera
  • Wide-angle lens (16mm full-frame / 10mm CMOS)
  • Off-camera flash with diffuser
  • Tripod
  • Apple or Android device with memory card reader
  • Reliable vehicle & valid drivers license 
  • Photographer's Liability Insurance

Compensation Most packages pay $35-$75 per property.

To apply Complete the short application and include a link to your portfolio or sample images. Applications without portfolio submissions will not be reviewed.

Questions? Email recruiting@planomatic.com after completing the application.