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Weekend Short Term Rental Property Manager Jobs in Wheeling, 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 ...

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 ...

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 ...

Short-term Congestion Trader

Chicago, IL · On-site

$125K - $175K/yr

The US congestion trading desk at RWE manages the long- and short-term congestion exposure of our existing renewables portfolio. Our trading activities are focused around various ISOs across the US ...

Assistant Property Manager

Chicago, IL · On-site

$50K - $65K/yr

... rental agreements, resolve tenant complaints, and if needed, oversee eviction proceedings. · ... weekends and be available to resolve issues as needed. Physical Requirements: · Constantly ...

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 ...

Short-term Congestion Trader

Chicago, IL · On-site

$125K - $175K/yr

The US congestion trading desk at RWE manages the long- and short-term congestion exposure of our existing renewables portfolio. Our trading activities are focused around various ISOs across the US ...

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 ...

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Weekend Short Term Rental Property Manager information

See Wheeling, IL salary details

$29K

$60.4K

$99.9K

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

As of Aug 21, 2026, the average yearly pay for weekend short term rental property manager in Wheeling, IL is $60,398.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,600.00 and $70,400.00 per year, depending on experience, location, and employer.

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

AspectWeekend Short Term Rental Property ManagerVacation Rental Housekeeper
CredentialsProperty management certifications, leasing knowledgeCleaning certifications, hospitality training
Work EnvironmentOversees rental operations, guest interactionsPerforms cleaning and maintenance tasks
Employer & IndustryProperty management companies, rental platformsHospitality, vacation rental services
Search & Comparison IntentManaging rental properties, guest servicesCleaning, turnover, hospitality services

The Weekend Short Term Rental Property Manager focuses on overseeing rental operations, guest interactions, and property maintenance during weekends. In contrast, the Vacation Rental Housekeeper primarily handles cleaning and turnover tasks to prepare properties for guests. While both roles support short-term rentals, the property manager manages the overall guest experience and rental process, whereas the housekeeper ensures cleanliness and readiness of the property.

Do weekend short term rental property managers work on weekends?

Weekend short term rental property managers often work on weekends to oversee guest check-ins, handle maintenance issues, and ensure guest satisfaction. Their schedules can include weekend hours to accommodate guest needs and property operations.

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

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

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

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

Infographic showing various Weekend Short Term Rental Property Manager job openings in Wheeling, IL as of August 2026, with employment types broken down into 84% Full Time, 15% Part Time, and 1% Contract. Highlights an 84% Physical, 3% Hybrid, and 13% Remote job distribution, with an average salary of $60,398 per year, or $29 per hour.

Customer Service Team Lead (Short-Term Rental (STR) Program)

Priwils

Chicago, IL • On-site

Other

Re-posted 14 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.

We will never send communications through any other domain, including @Priwilscareers.com, @gmail.com or @yahoo.com. We will never request payment from you, nor will we send payment to you, prior to your start date. If you have been asked to send or receive any payment, or if you have any doubt about whether you have been contacted by a Priwils employee, please contact us at jobs@Priwils.com