ZipRecruiter

Log In

1

Short Term Rental Property Manager Jobs in Chicago, IL

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 ...

HHDC

Assistant Property Manager

Chicago, IL · On-site

$20 - $23/hr

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

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 · On-site

$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 ...

CYM Living LLC

Property Manager-Scattered Site

Chicago, IL · On-site

$44K - $55K/yr

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 ...

CYM Living LLC

Property Manager-Scattered Site

Chicago, IL · On-site

$44K - $55K/yr

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 ...

CYM Living LLC

Property Manager-Scattered Site

Chicago, IL · On-site

$44K - $55K/yr

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 ...

S2 Residential

Property Manager

Villa Park, IL · On-site

$85K/yr

As a Property Manager, you will lead and lead well. Go above and beyond for your team and in turn ... Apartment Rental Discounts The Perks: * Vacation Reimbursement * Company-sponsored events & team ...

S2 Residential

Property Manager

Villa Park, IL

$85K/yr

As a Property Manager, you will lead and lead well. Go above and beyond for your team and in turn ... Apartment Rental Discounts The Perks: * Vacation Reimbursement * Company-sponsored events & team ...

HHDC

Assistant Property Manager (Tax Credit)

Chicago, IL · On-site

$40K - $43K/yr

SUMMARY Property management is a fast-paced and rewarding career that requires organization ... Short-Term and Long-Term Disability * Tuition Reimbursement * Employee Assistance Program (if ...

HHDC

Assistant Property Manager (Tax Credit)

Chicago, IL · On-site

$40K - $43K/yr

SUMMARY Property management is a fast-paced and rewarding career that requires organization ... Short-Term and Long-Term Disability * Tuition Reimbursement * Employee Assistance Program (if ...

HHDC

Assistant Property Manager (Tax Credit)

Chicago, IL · On-site

$40K - $43K/yr

SUMMARY Property management is a fast-paced and rewarding career that requires organization ... Short-Term and Long-Term Disability * Tuition Reimbursement * Employee Assistance Program (if ...

previous pagenext page

Showing results 21-40

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 Sep 6, 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.

Assistant Property Manager

HHDC

Chicago, IL • On-site

$20 - $21.20/hr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 6 days ago

Job description

Summary
At Hispanic Housing Development Corporation (HHDC), our vision is to provide affordable housing that people are proud to call home. Through quality housing, safe and stable communities, and superior customer service, we help create a foundation that enables individuals and families to build better lives.
HHDC is seeking an experienced Assistant Property Manager to join our property management team at a Section 8 senior housing community in Chicago, IL. The ideal candidate will have affordable housing experience, strong customer service skills, and the ability to support day-to-day property operations.
Schedule & Compensation
Full-Time: 40 hours per week
Schedule: Monday-Friday
Pay Rate: $20.00-$21.20 per hour
Essential Job Functions
  • Assists the Property Manager with daily property operations.
  • Processes resident recertifications, rent calculations, leases, and required documentation.
  • Conducts regular inspections of grounds and common areas.
  • Monitors vacant units and make-ready status.
  • Assists with rent collection, delinquency follow-up, and eviction procedures.
  • Conducts resident home visits and community outreach as needed.
  • Serves as a liaison between residents and community agencies.
  • Assists with oversight of office staff, maintenance staff, and contractors.
  • Performs other duties as assigned.
Qualifications
  • High school diploma required; some college preferred.
  • Affordable housing experience required.
  • Minimum 2 years of multifamily property management experience.
  • Must have or obtain an Illinois Leasing Agent License within 6 months of hire.
  • Knowledge of Fair Housing laws and regulations.
  • Strong customer service and attention to detail.
  • Proficient with Microsoft Office and property management software.
  • Vehicle, insurance, and good driving record required.
  • Bilingual English/Spanish is a plus.
Employee Benefits
HHDC offers a comprehensive benefits package, including:
  • Medical, Dental, and Vision Insurance
  • Paid Time Off (PTO)
  • Paid Vacation
  • Paid Holidays
  • 401(k) Retirement Plan
  • Short-Term and Long-Term Disability
  • Tuition Reimbursement
  • Employee Assistance Program, if applicable
  • Ongoing Training and Professional Development
  • Opportunities for Career Growth

Salary based on education & experience. Excellent benefits include medical, dental, vision, life insurance, paid time off and more.
Principals only -- No Recruiters

Apply