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Short Term Rentals Jobs in Illinois (NOW HIRING)

Branch Manager

Rockford, IL · On-site

$70K - $110K/yr

Sunbelt Rentals strives to be the customer's first choice in the equipment rental industry. From ... Short-term and long-term disability * Accident, Life and Travel insurance, as well as flexible ...

Branch Manager

Rockford, IL · On-site

$70K - $110K/yr

Sunbelt Rentals strives to be the customer's first choice in the equipment rental industry. From ... Short-term and long-term disability * Accident, Life and Travel insurance, as well as flexible ...

Sunbelt Rentals strives to be the customer's first choice in the equipment rental industry. From ... Short-term and long-term disability * Accident, Life and Travel insurance, as well as flexible ...

Onsite Operations Manager

Dekalb, IL · On-site

$65 - $102/hr

Sunbelt Rentals is an Equal Opportunity Employer - Minority/Female/Disabled/Veteran and any other ... Short-term and long-term disability * Accident, Life and Travel insurance, as well as flexible ...

Equipment Rental Specialist

Morris, IL · On-site

$23.52 - $27.93/hr

Sunbelt Rentals strives to be the customer's first choice in the equipment rental industry. From ... Short-term and long-term disability * Accident, Life and Travel insurance, as well as flexible ...

Union Yard Associate

Sugar Grove, IL · On-site

$35.40 - $37.40/hr

Sunbelt Rentals strives to be the customer's first choice in the equipment rental industry. From ... Short-term and long-term disability * Accident, Life and Travel insurance, as well as flexible ...

Equipment Rental Specialist

Rockford, IL · On-site

$21.38 - $25.38/hr

Sunbelt Rentals strives to be the customer's first choice in the equipment rental industry. From ... Short-term and long-term disability * Accident, Life and Travel insurance, as well as flexible ...

Equipment Rental Specialist

Des Plaines, IL · On-site

$23.52 - $27.93/hr

Sunbelt Rentals strives to be the customer's first choice in the equipment rental industry. From ... Short-term and long-term disability * Accident, Life and Travel insurance, as well as flexible ...

New

Field Service Coordinator

Morris, IL · On-site

$20.89 - $28.72/hr

Sunbelt Rentals strives to be the customer's first choice in the equipment rental industry. From ... Short-term and long-term disability * Accident, Life and Travel insurance, as well as flexible ...

Sunbelt Rentals strives to be the customer's first choice in the equipment rental industry. From ... Short-term and long-term disability * Accident, Life and Travel insurance, as well as flexible ...

Union Yard Associate

Sugar Grove, IL · On-site

$35.40 - $37.40/hr

Sunbelt Rentals strives to be the customer's first choice in the equipment rental industry. From ... Short-term and long-term disability * Accident, Life and Travel insurance, as well as flexible ...

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Showing results 1-20

Short Term Rentals information

See Illinois salary details

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How much do short term rentals jobs pay per hour?

As of Aug 22, 2026, the average hourly pay for short term rentals in Illinois is $18.58, according to ZipRecruiter salary data. Most workers in this role earn between $16.30 and $20.48 per hour, depending on experience, location, and employer.

What is a short term rentals job?

A Short Term Rentals job involves managing properties that are rented out for short stays, typically ranging from a few nights to a few months. Responsibilities may include handling bookings, communicating with guests, coordinating cleanings, and ensuring a smooth rental experience. This role can involve working for a property management company or as an independent host. Strong customer service skills and knowledge of local rental regulations are often essential.

What are the key skills and qualifications needed to thrive in a short term rentals position?

To thrive in Short Term Rentals, you need strong property management skills, attention to detail, and knowledge of local rental regulations, often supported by experience in hospitality or real estate. Familiarity with booking platforms (such as Airbnb or Vrbo), property management software, and customer relationship management tools is typically required. Exceptional interpersonal skills, problem-solving ability, and adaptability help you stand out in this dynamic, guest-focused role. These skills ensure smooth operations, excellent guest experiences, and compliance with industry standards, all of which are key to building a successful short term rental business.

What are the most common challenges faced in a short term rentals role and how are they typically managed?

Professionals in Short Term Rentals frequently encounter challenges such as coordinating quick turnovers between guests, handling last-minute booking adjustments, and addressing maintenance issues efficiently. Managing guest expectations and providing timely responses are also essential to maintaining high ratings and repeat business. Teams often work collaboratively, communicating with cleaning staff, maintenance providers, and guests to ensure seamless operations. Having clear protocols and leveraging property management technology can help streamline communication and keep properties guest-ready. Successfully addressing these challenges leads to higher guest satisfaction and optimizes occupancy rates.

What are the most commonly searched types of Short Term Rentals jobs in Illinois?

The most popular types of Short Term Rentals jobs in Illinois are:

What are popular job titles related to Short Term Rentals jobs in Illinois?

For Short Term Rentals jobs in Illinois, the most frequently searched job titles are:

Infographic showing various Short Term Rentals job openings in Illinois as of August 2026, with employment types broken down into 1% As Needed, 64% Full Time, 26% Part Time, and 9% Contract. Highlights an 92% Physical, 3% Hybrid, and 5% Remote job distribution, with an average salary of $38,644 per year, or $18.6 per hour.

Property Operations Specialist

Bregan Properties LLC

Crystal Lake, IL • On-site

$38K - $52K/yr

Full-time

PTO

Posted 9 days ago


Job description

Job Description:
Property Operations Specialist – Full-Time

We are looking for a dependable, hard-working Property Operations Specialist to help maintain, improve, and renovate our portfolio of residential and commercial properties.

This is a full-time, hands-on position for someone who is skilled with tools, enjoys working on different projects, and can handle a wide variety of construction, maintenance, and property-related tasks.

Responsibilities

  • Installing trim, doors, hardware, cabinets, and fixtures
  • General carpentry and handyman work
  • Drywall repairs and patching
  • Painting and finishing work
  • Light demolition and renovation work
  • Property maintenance and repairs
  • Assisting with residential and commercial build-outs
  • Picking up and delivering materials
  • Coordinating with contractors and vendors when needed
  • Jobsite cleanup and organization
  • Completing punch-list items
  • Troubleshooting property issues
  • Moving between different properties and renovation projects
  • Handling miscellaneous projects and tasks as they come up

Projects range from small repairs that take a few hours to larger renovations lasting several weeks or months, so every week can be different.


What We're Looking For:

We're looking for someone who is reliable, self-motivated, organized, and comfortable working independently. You should be able to look at a problem, figure out what needs to be done, and get it handled without needing constant supervision.


Construction, carpentry, handyman, maintenance, or remodeling experience is preferred. More importantly, we're looking for someone with a strong work ethic, good judgment, and a willingness to learn.


Full-time position with steady work across residential and commercial properties and room to take on more responsibility as the company grows.

Company Description

About Us

We’re a fast-growing, hands-on real estate company that buys, renovates, and reimagines properties across Northern Illinois. From single-family homes to commercial buildings, our projects span everything from full gut rehabs to cosmetic flips. We specialize in value-add real estate—whether that means updating a historic home, building out modern salon suites, converting old office space, or managing high-end short-term rentals.

Our portfolio includes:

Residential flips and long-term rentals

Short-term vacation rentals with premium finishes

Commercial properties, including private office spaces and salon suites

We take pride in quality craftsmanship, efficient project timelines, and creating spaces people love to live and work in. Our work environment is energetic, practical, and focused on results—but we also value the tradition of tradesmen who take pride in doing things the right way.

We're currently expanding and looking to add skilled and reliable tradesmen to our renovation crews. If you're a drywall installer, painter, general laborer, or all-around fixer who enjoys working on a variety of projects—get in touch. We have consistent work and a solid team that values good attitudes and strong work ethic.