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Short Term Rental Property Manager Jobs in Chicago, IL

Picht & Sons Real Estate

Property Manager

Chicago, IL · On-site

$85K - $125K/yr

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

New

TLC Management Co.

Property Manager

Chicago, IL

$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 ...

FULTON GRACE

Property Manager - Scattered Site

Chicago, IL · On-site

$60K - $75K/yr

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 ...

FULTON GRACE

Property Manager - Scattered Site

Chicago, IL · On-site

$60K - $75K/yr

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 ...

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 ...

Senior Lifestyle

Property Manager

Chicago, IL · On-site

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 ...

Senior Lifestyle

Property Manager

Chicago, IL · On-site

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 ...

Senior Lifestyle

Property Manager

Chicago, IL · On-site

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 ...

Senior Lifestyle

Property Manager

Chicago, IL · On-site

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 ...

HHDC

Assistant Property Manager

Chicago, IL

$21.20/hr

HHDC is seeking an experienced Assistant Property Manager to join our property management team at a ... Short-Term and Long-Term Disability * Tuition Reimbursement * Employee Assistance Program, if ...

HHDC

Assistant Property Manager

Chicago, IL · On-site

$20 - $21.20/hr

HHDC is seeking an experienced Assistant Property Manager to join our property management team at a ... Short-Term and Long-Term Disability * Tuition Reimbursement * Employee Assistance Program, if ...

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All JobsShort Term Rental Property JobsShort Term Rental Property Manager JobsShort Term Rental Property Manager Jobs in Chicago, IL

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 30, 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:

Short Term Rental Property Manager jobs near you
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.

Property Manager

Picht & Sons Real Estate

Chicago, IL • On-site

$85K - $125K/yr

Full-time

Medical, Retirement, PTO

Posted yesterday

New

Job description

We’re looking for a Property Manager who enjoys being involved in the day-to-day work of keeping rental properties running well. This is a hands-on position—you’ll know the properties you manage, communicate regularly with owners and tenants, and make sure maintenance or lease issues don’t sit unresolved.


What You'll Handle


  • Manage a portfolio of residential rental properties and serve as a regular point of contact for owners and tenants.
  • Coordinate move-ins, move-outs, lease renewals, inspections, and tenant communication.
  • Follow up on rent payments and address account or lease issues when they arise.
  • Work with our maintenance team and outside vendors to get repairs scheduled and completed.
  • Conduct routine property inspections and document anything requiring attention.
  • Keep property owners informed about maintenance, vacancies, tenant concerns, and other important matters.
  • Help prepare vacant properties for new tenants and coordinate with the leasing team.
  • Maintain accurate property, lease, inspection, and maintenance records.
  • Handle difficult situations professionally and work toward practical solutions that protect both the property and the owner's interests.


What We're Looking For


  • Previous property management, real estate, leasing, or residential housing experience is preferred.
  • Strong communication and follow-up skills.
  • Someone comfortable making decisions and taking responsibility for the properties assigned to them.
  • Good organization and the ability to keep several properties and ongoing issues straight.
  • Working knowledge of leases, tenant relations, maintenance coordination, and Fair Housing requirements.
  • Florida real estate experience or licensing is a plus.


Benefits


  • Competitive annual salary $85,000 - $125,000 Yearly.
  • Paid vacation and personal time.
  • Paid holidays.
  • Health insurance options.
  • Retirement plan options.
  • Mileage or business travel reimbursement where applicable.
  • Training and professional development.
  • Opportunities to grow into senior property management or broader real estate operations roles.