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

Goldbelt

Customer Service Representative III

Chicago, IL · On-site

$21.64 - $30.29/hr

... Management Federal customers under the GSA Short-Term Rental (STR) Program. The Customer Service Representative III serves as a senior-level subject matter expert for the daily customer service call ...

Goldbelt

Customer Service Team Lead

Chicago, IL · 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 ...

Goldbelt, Inc.

Customer Service Team Lead

Chicago, IL · 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 ...

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Showing results 21-40

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

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 7, 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 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 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 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 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 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:
Short Term Rental Manager jobs near you
Infographic showing various Short Term Rental Manager job openings in Chicago, IL as of August 2026, with employment types broken down into 67% Full Time, and 33% Part Time. Highlights an 82% In-person, and 18% Remote job distribution, with an average salary of $58,703 per year, or $28.2 per hour.

Entry Level House Cleaner/Housekeeper

Miller Beach Vacation Rentals

Gary, IN • On-site

Contractor

Re-posted 6 days ago

Job description

Salary: Starting at $13.00/hr.

COMPANY OVERVIEW

Miller Beach Vacation Rentals offers unsurpassed short-term rental accommodations along the picturesque southern coastline of Lake Michigan. We are in the memory-making business and delight in providing five-star service and well-appointed homes to guests from around the world. We take great pride in what we do, strive for continuous improvement, and make it a priority to offer our guests the best experience possible. If you are humble, confident, and enthusiastic about serving others, you are in the right place, and we look forward to hearing from you.

POSITION OVERVIEW

We're looking for a dependable Housekeeper with at least one year of cleaning experience. This is a part-time role, reporting to the Housekeeping Supervisor. Hours include standard weekdays and Sundays between 10 am and 5 pm. If you have 2+ years of experience or have previously held a supervising role, please let us know.

MISSION

The mission of the Housekeeper is to clean and turn over our vacation rental properties efficiently, yet thoroughly. This important member of our team must be highly attentive to detail, possess a positive attitude, and work well with others.

RESPONSIBILITIES

The Housekeeper will be expected to perform standard cleaning tasks including dust, disinfect, sweep/vacuum, unload dishwasher, make beds, launder linens and towels, take out trash, stock supplies, wash windows, etc.


PROFICIENCIES

Reliability: Every member of the team is expected to be punctual and show up for scheduled shifts. We believe in striving to consistently exceed guest and teammate expectations through integrity, honesty, and accountability.


Excellence and Ownership: You have a passion to improve and prefer to do tasks right the first time. You also take ownership of your work, even mundane tasks. We believe in doing whatever it takes to get the job done and arent afraid of getting our hands dirty in the process.


Heart for Hospitality: You look for opportunities to serve and add value to others in every situation and are naturally humble, confident, and enthusiastic.


REQUIREMENTS:
1+ years Housekeeping

Available to work a minimum of 2 Sundays per month

Able to stand for extended periods of time, bend, stoop, squat, kneel and lift over 20 pounds

Valid driver's license and dependable vehicle

Fully functional smartphone to receive assigned tasks and communicate with the team.

No criminal history