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Weekend Short Term Rental Property Manager Jobs in Wheeling, IL

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 ...

Inland Group

Commercial Property Manager

Oak Brook, IL · On-site

$98 - $124/hr

Manage the day-to-day financial and operational performance of assigned retail properties ... Company-paid short-term and long-term disability This position is eligible as an internal promotion ...

Bridge33 Capital

Assistant Property Manager

Chicago, IL · On-site

$58K - $70K/yr

... rental collections for the assets. * Responds to tenant needs with a sense of urgency, ensuring any ... Company paid short- and long-term disability insurance. * Paid parental leave. * 401k plan with ...

Bridge33 Capital

Assistant Property Manager

Chicago, IL · On-site

$58K - $70K/yr

... rental collections for the assets. * Responds to tenant needs with a sense of urgency, ensuring any ... Company paid short- and long-term disability insurance. * Paid parental leave. * 401k plan with ...

Bridge33 Capital

Assistant Property Manager

Chicago, IL · On-site

$58K - $70K/yr

... rental collections for the assets. * Responds to tenant needs with a sense of urgency, ensuring any ... Company paid short- and long-term disability insurance. * Paid parental leave. * 401k plan with ...

The Scion Group

Regional Property Manager

Chicago, IL · On-site +1

$80K - $108K/yr

The Regional Manager is a strategic leader who thrives in a fast-paced, agile, collegiate ... or to cover short term vacancies. * Ensures that all emergencies that happen at property are ...

The Scion Group

Regional Property Manager

Chicago, IL · On-site +1

$80K - $108K/yr

The Regional Manager is a strategic leader who thrives in a fast-paced, agile, collegiate ... or to cover short term vacancies. * Ensures that all emergencies that happen at property are ...

The Scion Group

Regional Property Manager

Chicago, IL · On-site +1

$80K - $108K/yr

The Regional Manager is a strategic leader who thrives in a fast-paced, agile, collegiate ... or to cover short term vacancies. * Ensures that all emergencies that happen at property are ...

Greystar

Regional Property Manager- Wisconsin

Chicago, IL

$110K - $120K/yr

Regional Property Manager- Wisconsin Full time Chicago, Illinois Apply Now Save Job Job saved ABOUT ... Greystar was founded by Bob Faith in 1993 to become a provider of world-class service in the rental ...

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The Scion Group

Regional Property Manager

Chicago, IL · On-site +1

$80K - $108K/yr

The Regional Manager is a strategic leader who thrives in a fast-paced, agile, collegiate ... or to cover short term vacancies. * Ensures that all emergencies that happen at property are ...

Greystar

Regional Property Manager- Chicago

Chicago, IL

$125K - $135K/yr

Regional Property Manager- Chicago Full time Chicago, Illinois Apply Now Save Job Job saved ABOUT ... Greystar was founded by Bob Faith in 1993 to become a provider of world-class service in the rental ...

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Showing results 21-40

All JobsShort Term Rental Property JobsWeekend Short Term Rental Property Manager JobsWeekend Short Term Rental Property Manager Jobs in Wheeling, IL

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:

Weekend Short Term Rental Property Manager jobs near you
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.

Property Manager

S2 Residential

Villa Park, IL

$85K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 19 days ago

S2 Residential rating

8.5

Company rating: 8.5 out of 10

Based on 5 frontline employees who took The Breakroom Quiz

32nd of 204 rated real estate companies

Job description

Property Name:

How you'll make an impact:

  • Drive sales, measurably increase revenue, improve resident satisfaction, and boost our reputation within the community.

  • Strategically direct and mentor your team of professionals

  • Be a continued problem solver, assisting residents and your team alike

  • As a Property Manager, you will lead and lead well. Go above and beyond for your team and in turn, they'll go above and beyond for your residents.

What you'll do:

  • Lead a team of Leasing Agents, ensuring they meet their performance goals

  • Collaborate with the Maintenance team to ensure work orders and turns are being completed to S2's standards

  • Continuously looking for ways to increase occupancy and keep resident retention at an all-time high

  • Develop and execute new strategies to succeed in increasingly challenging markets

  • Approve and monitor budget expenditures for maximum return on investment

  • Report to the executive team on key business risks and opportunities

  • Host engagement events to show our residents how much they mean to us

  • Maintain the company's reputation by representing S2 and be an advocate for our Core Values

Who you are:

  • 2+ years of Property Manager experience

  • Passionate about making an impact in the lives of your team and community

  • Mustbeconsistentlydetail oriented.

  • Strongorganizational skills.

  • Excellentwrittenandverbal skills.

  • Abilitytolistenandunderstand goals.

  • Abilitytothinkcreativelyand innovatively.

  • HaveacompleteunderstandingofFairHousingandknowledgeofotherlawsthatapplytoproperty management, such as Fair Credit Reporting Act, Americans with Disabilities Act,LandlordTenantLaw,and OSHA Standards.

  • KnowledgeofResMan a plus

  • Valid driver license and auto liability insurance is required

  • Must have reliable transportation

Your core values:

  • Positive attitude

  • Outstanding customer service; able to consistently surprise and delight ourresidents

  • A true team player - willingtoworkandsupportatalllevels

  • A leader- you set the tone and make work fun

Our Hours:
9:00 a.m. to 6:00 p.m., Monday thru Friday; 10:00 a.m. to 5:00 p.m., Saturday; closed, Sunday. The Property Manager position requires the ability to work any of the seven days of the week, 52 weeks of the year. Hours of operation are subject to change on time of year and based on the Property's needs and resident activities.

Physical Demands:

Ability to climb up to four flights of stairs to access apartments.

Ability to walk several acres to tour community.

Some lifting; up to 25lbs.

Ability to sit or stand for long periods at a time.

Benefits we want to share with you:

  • Competitive pay ($85,000/annually) with bonuses

  • Medical, Vision, and Dental insurance

  • Company-paid life insurance

  • 401(k) with immediate vesting

  • Paid Vacation & Holidays

  • Professional or Industry Certification Reimbursement

  • Employee Referral Program

  • Apartment Rental Discounts

The Perks:

  • Vacation Reimbursement

  • Company-sponsored events & team outings

  • Employee Assistance Program

  • Commissions- S2 has a competitive commission structure to reward you for your hard work

  • Quarterly Bonuses based on NOI

Your First Week:

  • S2 Residential onboarding training program

  • Compliance training courses

  • Mentorship by peer who has graduated our Property Manager mentor program

What S2 Residential employees say

Pay

Hours and flexibility

Workplace

Get the full story on Breakroom

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