... Short-Term Rental (STR) Program. The Team Lead supervises Customer Service Representatives (CSR I ... Demonstrated ability to manage operational performance metrics. * Proficiency in Microsoft Office ...
... Short-Term Rental (STR) Program. The Team Lead supervises Customer Service Representatives (CSR I ... Demonstrated ability to manage operational performance metrics. * Proficiency in Microsoft Office ...
... Short-Term Rental (STR) Program. The Team Lead supervises Customer Service Representatives (CSR I ... Demonstrated ability to manage operational performance metrics. * Proficiency in Microsoft Office ...
... Short-Term Rental (STR) Program. The Team Lead supervises Customer Service Representatives (CSR I ... Demonstrated ability to manage operational performance metrics. * Proficiency in Microsoft Office ...
... Short-Term Rental (STR) Program. The Team Lead supervises Customer Service Representatives (CSR I ... Demonstrated ability to manage operational performance metrics. * Proficiency in Microsoft Office ...
... Short-Term Rental (STR) Program. The Team Lead supervises Customer Service Representatives (CSR I ... Demonstrated ability to manage operational performance metrics. * Proficiency in Microsoft Office ...
What the work looks like You'll photograph residential rental properties, capturing high-quality ... To apply Complete the short application and include a link to your portfolio or sample images.
What the work looks like You'll photograph residential rental properties, capturing high-quality ... To apply Complete the short application and include a link to your portfolio or sample images.
Property Manager - Scattered Site
Chicago, IL · On-site
$60K - $75K/yr
Medical
Retirement
PTO
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 ...
Quick apply
Property Manager - Scattered Site
Chicago, IL · On-site
$60K - $75K/yr
Medical
Retirement
PTO
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 ...
Property Manager - Scattered Site
Chicago, IL · On-site
$60K - $75K/yr
Medical
Retirement
PTO
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 ...
Quick apply
Property Manager - Scattered Site
Chicago, IL · On-site
$60K - $75K/yr
Medical
Retirement
PTO
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 ...
Cleaning Professional - Chicago, IL
$12.50 - $17/hr
Clean, stock, and supply short-term rental properties. * Perform cleaning duties such as dusting ... Communicate to management any adjustments and minor repairs that need to be made. * Communicate ...
Quick apply
Cleaning Professional - Chicago, IL
$12.50 - $17/hr
Clean, stock, and supply short-term rental properties. * Perform cleaning duties such as dusting ... Communicate to management any adjustments and minor repairs that need to be made. * Communicate ...
Property Manager - Scattered Site
Chicago, IL · On-site
$60K - $75K/yr
Medical
Dental
Vision
Retirement
PTO
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 ...
Quick apply
Property Manager - Scattered Site
Chicago, IL · On-site
$60K - $75K/yr
Medical
Dental
Vision
Retirement
PTO
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
Medical
Dental
Vision
Life
Retirement
PTO
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 ...
Senior Property Manager
Chicago, IL · On-site
$30 - $35/hr
Medical
Dental
Vision
Life
Retirement
PTO
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 ...
Quick apply
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 ...
Property Manager
Chicago, IL · On-site
Medical
Dental
Vision
Retirement
PTO
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 ...
Property Manager
Chicago, IL · On-site
Medical
Dental
Vision
Retirement
PTO
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 ...
Property Manager
Medical
Dental
Vision
Retirement
PTO
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 ...
Quick apply
Property Manager
Medical
Dental
Vision
Retirement
PTO
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 ...
Property Manager
Medical
Dental
Vision
Retirement
PTO
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 ...
Quick apply
Property Manager
Medical
Dental
Vision
Retirement
PTO
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 ...
Property Manager
Chicago, IL · On-site
Medical
Dental
Vision
Retirement
PTO
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 ...
Property Manager
Chicago, IL · On-site
Medical
Dental
Vision
Retirement
PTO
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 ...
Property Manager
Chicago, IL · On-site
Medical
Dental
Vision
Retirement
PTO
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 ...
Property Manager
Chicago, IL · On-site
Medical
Dental
Vision
Retirement
PTO
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 ...
Property Manager
Medical
Dental
Vision
Retirement
PTO
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 ...
Quick apply
Property Manager
Medical
Dental
Vision
Retirement
PTO
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 ...
Property Manager
Chicago, IL · On-site
Medical
Dental
Vision
Retirement
PTO
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 ...
Property Manager
Chicago, IL · On-site
Medical
Dental
Vision
Retirement
PTO
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 ...
Property Manager
Chicago, IL · On-site
Medical
Dental
Vision
Retirement
PTO
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 ...
Property Manager
Chicago, IL · On-site
Medical
Dental
Vision
Retirement
PTO
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 ...
Property Manager
Chicago, IL · On-site
Medical
Dental
Vision
Retirement
PTO
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 ...
Property Manager
Chicago, IL · On-site
Medical
Dental
Vision
Retirement
PTO
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 ...
Be Seen First
Property Management Assistant / Property Manager Trainee
Chicago, IL · On-site
$17/hr
Medical
Dental
... Manager Trainee Location: Chicago Area Schedule: Full-Time, 40 hours per week Starting Pay: $17 ... rental applications and new tenant onboarding * Coordinate move-ins and move-outs * Maintain lease ...
Posted today
Quick apply
Be Seen First
Property Management Assistant / Property Manager Trainee
Chicago, IL · On-site
$17/hr
Medical
Dental
... Manager Trainee Location: Chicago Area Schedule: Full-Time, 40 hours per week Starting Pay: $17 ... rental applications and new tenant onboarding * Coordinate move-ins and move-outs * Maintain lease ...
Posted today
Short Term Rental Property Manager information
See Chicago, IL salary details
$28.8K - $35.3K
6% of jobs
$35.3K - $41.7K
11% of jobs
$44.9K is the 25th percentile. Wages below this are outliers.
$41.7K - $48.1K
15% of jobs
$48.1K - $54.5K
16% of jobs
The median wage is $55.5K / yr.
$54.5K - $60.9K
14% of jobs
$60.9K - $67.3K
13% of jobs
$68K is the 75th percentile. Wages above this are outliers.
$67.3K - $73.7K
10% of jobs
$73.7K - $80.2K
6% of jobs
$80.2K - $86.6K
4% of jobs
$86.6K - $93K
3% of jobs
$93K - $99.4K
2% of jobs
$28.8K
$60.1K
$99.4K
How much do short term rental property manager jobs pay per year?
As of Aug 19, 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?
| Aspect | Short Term Rental Property Manager | Vacation Rental Manager |
|---|---|---|
| Credentials | Property management licenses, hospitality certifications | Similar credentials, often with hospitality or tourism background |
| Work Environment | Residential and commercial properties, online platforms | Vacation homes, resorts, online booking platforms |
| Employer & Industry | Real estate firms, property management companies | Travel agencies, vacation rental platforms |
| Search & Comparison Intent | People seeking property management for short-term rentals | Travelers 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:
Other
Re-posted 12 days ago
Job description
STR Customer Service Team Lead
The STR Customer Service Team Lead provides direct oversight of daily customer service operations supporting the GSA Short-Term Rental (STR) Program. The Team Lead supervises Customer Service Representatives (CSR I, CSR-II; and CSR–III), ensures compliance with program policies and contractual performance standards, and serves as the primary escalation authority for complex federal user and vendor inquiries.
Minimum Qualifications
- Bachelor's degree preferred; extensive relevant professional experience may be substituted in lieu of formal education
- 7-10 years of experience in customer service, logistics operations, or call center environments, with demonstrated supervisory or team leadership experience.
- Demonstrated ability to manage operational performance metrics.
- Proficiency in Microsoft Office, particularly Excel.
- Proficiency in Adobe Acrobat.
- Experience navigating the following federal systems: SAM.gov and FPDS.gov.
- Strong written and verbal communication skills.
- Demonstrated ability to manage high call volumes and dynamic program changes.
- Experience working with rental car, fleet, or equipment rental agencies required.
- Advanced communication, leadership, and problem resolution skills
Responsibilities
- The Team Lead supervises Customer Service Representatives (CSR I, CSR-II; and CSR–III), ensures compliance with program policies and contractual performance standards, and serves as the primary escalation authority for complex federal user and vendor inquiries.
- Operate a national customer support center that responds to telephone, e-mail, and other electronic communication requests (emails or other electronic "Chat" platforms) from Federal STR customers.
- Perform routine tasks which require knowledge of GSA Fleet and STR procedures and rules. Provide simple vehicle leasing and rental information and appropriate information sheets and forms to current and potential fleet customers regarding services available, the procedures to follow, and where to obtain additional program information.
- Respond to customer inquiries and assist with customer requests on a wide variety of available vehicles and/or equipment; familiarity with industry terminology and offerings as well as vehicle/equipment specifications needed.
- Assist with records management in areas such as assembling/creating routing and archiving contract files on Google Drive, WebSTR or comparable electronic data storage system (e.g. Electronic Data Management System (EDMS))
- Create reports using government databases and query tools such as but not limited to MySQL Workbench.
- Provide upon request a listing of available vehicles/equipment with ceiling pricing and assist the customer with related factors such as length of trip, freight/passenger requirements, vehicle or equipment pickup/delivery and fuel card use.
- Maintain and update fleet management information systems and ensure data integrity across all fleet management platforms.
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