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Short Term Rental Manager Jobs in Chicago, IL (NOW HIRING)

Customer Service Team Lead

Chicago, IL ยท On-site

$110K - $130K/yr

... Management Federal customers under the GSA Short-Term Rental (STR) Program. The Customer Service Team Lead provides direct oversight of daily customer service call center operations supporting the ...

Customer Service Team Lead

Chicago, IL ยท On-site

$110K - $130K/yr

... Management Federal customers under the GSA Short-Term Rental (STR) Program. The Customer Service Team Lead provides direct oversight of daily customer service call center operations supporting the ...

Customer Service Representative I

Chicago, IL ยท On-site

$17.79 - $25.97/hr

... Management Federal customers under the GSA Short-Term Rental (STR) Program. The Customer Service Representative I (CSR) provides information and solutions in response to inquiries pertaining to ...

Portfolio Manager

Chicago, IL ยท On-site

$90K - $100K/yr

We service condo, townhome, and homeowner associations, and provide rental management services to ... Front loaded PTO + personal time * 401(k) with company match up to 4% * Long and short-term ...

Hub Manager

Chicago, IL ยท On-site

$75K - $90K/yr

Background in multi-unit hotel operations, short-term rental portfolio management, or regional hospitality leadership -- you know how to operate when guests don't wait and your team is spread across ...

Portfolio Manager

Chicago, IL ยท On-site

$90K - $100K/yr

We service condo, townhome, and homeowner associations, and provide rental management services to ... Front loaded PTO + personal time * 401(k) with company match up to 4% * Long and short-term ...

Hub Manager

Chicago, IL ยท On-site

$75K - $90K/yr

Background in multi-unit hotel operations, short-term rental portfolio management, or regional hospitality leadership - you know how to operate when guests don't wait and your team is spread across ...

Portfolio Manager

Chicago, IL ยท On-site

$90K - $100K/yr

We service condo, townhome, and homeowner associations, and provide rental management services to ... Front loaded PTO + personal time * 401(k) with company match up to 4% * Long and short-term ...

Portfolio Manager

Chicago, IL ยท On-site

$90K - $100K/yr

We service condo, townhome, and homeowner associations, and provide rental management services to ... Front loaded PTO + personal time * 401(k) with company match up to 4% * Long and short-term ...

... Management Federal customers under the GSA Short-Term Rental (STR) Program. The Customer Service Team Lead provides direct oversight of daily customer service call center operations supporting the ...

Showing results 41-60

Short Term Rental Manager information

See Chicago, IL salary details

$24.7K

$58.7K

$106.1K

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

As of Aug 20, 2026, the average yearly pay for short term rental manager in Chicago, IL is $58,703.00, according to ZipRecruiter salary data. Most workers in this role earn between $46,400.00 and $64,900.00 per year, depending on experience, location, and employer.

What does a short term rental manager do?

A Short Term Rental 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 managing bookings, communicating with guests, coordinating cleaning and maintenance, ensuring compliance with local regulations, and optimizing rental income. They also handle guest check-ins and check-outs, resolve issues that may arise, and may be involved in marketing the property to attract more bookings. Essentially, they ensure that the rental property operates smoothly and profitably while providing a positive experience for guests.

What are the key skills and qualifications needed to thrive as a short term rental manager, and why are they important?

To thrive as a Short Term Rental Manager, you need expertise in property management, hospitality, and local rental regulations, often supported by experience or relevant certifications. Familiarity with property management software, online booking platforms like Airbnb or VRBO, and dynamic pricing tools is essential. Strong interpersonal skills, problem-solving abilities, and attention to detail help you deliver excellent guest experiences and handle operational challenges. These skills ensure high occupancy rates, positive reviews, and compliance with regulations in a competitive short-term rental market.

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

Short Term Rental Managers often encounter challenges such as managing last-minute bookings, handling guest issues promptly, and ensuring consistent property cleanliness across multiple locations. Effective communication with both guests and cleaning staff, implementing reliable booking and property management software, and establishing clear protocols for maintenance and emergencies are key to overcoming these hurdles. Building strong relationships with local vendors and staying up-to-date with regulations also greatly contribute to smoother operations and guest satisfaction.

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

AspectShort Term Rental ManagerProperty Manager
CredentialsExperience in hospitality, rental platforms, and customer serviceReal estate licensing or property management certifications often preferred
Work EnvironmentFocus on short-term rentals, vacation properties, and hospitality servicesManage long-term residential or commercial properties
Employer & IndustryVacation rental companies, Airbnb hosts, property management firmsReal estate agencies, property management companies, landlords

While both roles involve managing rental properties, a Short Term Rental Manager specializes in short-term, vacation, or hospitality rentals, focusing on guest experience and platform management. A Property Manager typically oversees long-term residential or commercial properties, handling tenant relations, maintenance, and lease agreements. The roles share some credentials and work environments but differ mainly in rental duration and industry focus.

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

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

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

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

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

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

Infographic showing various Short Term Rental Manager job openings in Chicago, IL as of August 2026, with employment types broken down into 71% Full Time, and 29% Part Time. Highlights an 81% In-person, and 19% Remote job distribution, with an average salary of $58,703 per year, or $28.2 per hour.

Customer Service Team Lead

Goldbelt

Chicago, IL โ€ข On-site

$110K - $130K/yr

Other

Medical, Dental, Vision, Retirement, PTO

Re-posted 9 days ago


Job description

Overview

Please note that this position is contingent upon the successful award of a contract currently under bid.

Accelerating the delivery of care and providing superior force health readiness across the Military, Federal, and Civilian landscapes. Taku is committed to providing transformative and comprehensive health operational capabilities to support customers across scientific, clinical, technological, and program management areas.

Summary:

The General Services Administration (GSA) is seeking call center services to support the GSA Office of Fleet Management, offering program assistance and instruction to GSA Fleet Management Federal customers under the GSA Short-Term Rental (STR) Program.

The Customer Service Team Lead provides direct oversight of daily customer service call center operations supporting the GSA STR Program.

Primary work location is 230 South Dearborn Street, Suite 3800, Chicago, IL 60604; however, work may be performed remotely or at an alternate approved location based on government direction or operational needs, up to five days per week.

Responsibilities

Essential Job Functions:

  • 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.

Qualifications

Necessary Skills and Knowledge:

  • Demonstrated ability to manage operational performance metrics.
  • Proficient in the use of Microsoft Office Suite, particularly Excel, Google Suite tools and must also be familiar with the Windows operating system
  • Working knowledge consists of basic navigational, formatting and analysis skills.
  • Working technical knowledge of a wide variety of motor vehicles and rental equipment to include, but not limited to, aerial lifting, earth moving, forklifts, cranes, generators. This specifically includes familiarity with industry terminology and vehicle/equipment specifications and capabilities.
  • 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

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

Pay and Benefits

The annual pay range for this position is $110,000 to $130,000.

At Goldbelt, we value and reward our team's dedication and hard work. We provide a competitive base salary commensurate with your qualifications and experience. As an employee, you'll enjoy a comprehensive benefits package, including medical, dental, and vision insurance, a 401(k) plan with company matching, tax-deferred savings options, supplementary benefits, paid time off, and professional development opportunities.