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Short Term Rental Property Manager Jobs in Pewaukee, WI

Whitewater College Rentals

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Property Manager

Whitewater, WI · On-site

$1.0K - $1.5K/mo

... rental properties in Whitewater, WI. If you enjoy working with people, problem solving, are very ... The Rental Manager will engage with prospective and current tenants, supervise maintenance requests ...

Point Real Estate Management

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Property Manager

Brookfield, WI · On-site

$50K - $65K/yr

... prior rental history are met. * Prepare, process, and sign all leases and related forms or ... Employer-paid life, short-term, and long-term disability insurance * Rent discounts * Friendly ...

Inland Companies

Assistant Property Manager

Milwaukee, WI · On-site

$17.75 - $24/hr

We're looking for an Assistant Property Manager to support our community at Presidio Square ... Short-term and long-term disability * 401(k) participation starting with your first paycheck

Inland Companies

Assistant Property Manager

Milwaukee, WI · On-site

$17.75 - $24/hr

We're looking for an Assistant Property Manager to support our community at The Ruby. You'll ... Short-term and long-term disability * 401(k) participation starting with your first paycheck

Encore Property Management

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Part time Assistant Property Manager / Sales Support

West Bend, WI · On-site

$22 - $24/hr

... in property management or real estate preferred 5. Bookkeeping: 1 year (using accounting software ... and rental activity: accounts/payable, accounts /receivable, and account reconciliations 2. ...

BG Staffing

Commercial Property Manager

Milwaukee, WI · On-site

Commercial Property Manager Milwaukee, WI Direct Hire Pay: up to $95K Job Summary: Directs and ... Supports Leasing team in the preparation of lease and/or rental agreements Financial * Prepares ...

Harmoniq Residential

Property Manager

Oak Creek, WI · On-site

Harmoniq Residential is looking for a relationship driven Property Manager to lead operations at ... townhome rental community, IVY. This role is ideal for someone who enjoys building trust with ...

Harmoniq Residential

Property Manager

Oak Creek, WI · On-site

... driven Property Manager to lead operations at Lake Shore Commons in Oak Creek, while also ... townhome rental community, IVY. This role is ideal for someone who enjoys building trust with ...

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All JobsShort Term Rental Property JobsShort Term Rental Property Manager JobsShort Term Rental Property Manager Jobs in Pewaukee, WI

Short Term Rental Property Manager information

See Pewaukee, WI salary details

$27.4K

$57.1K

$94.4K

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

As of Aug 30, 2026, the average yearly pay for short term rental property manager in Pewaukee, WI is $57,083.00, according to ZipRecruiter salary data. Most workers in this role earn between $43,100.00 and $66,500.00 per year, depending on experience, location, and employer.

What does a short term rental property manager do?

A Short Term Rental Property 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 handling guest communications, coordinating cleaning and maintenance, setting rental rates, marketing the property, and ensuring legal compliance with local regulations. They aim to maximize occupancy and revenue while providing a positive experience for guests. This role is ideal for individuals who are organized, responsive, and knowledgeable about the hospitality and real estate industries.

What are the key skills and qualifications needed to thrive as a short term rental property manager?

To thrive as a Short Term Rental Property Manager, you need expertise in property management, guest relations, and local regulations, often supported by experience in hospitality or real estate. Familiarity with booking platforms (like Airbnb and Vrbo), property management systems (PMS), and dynamic pricing tools is typically required. Outstanding customer service, problem-solving, and organizational skills set exceptional managers apart in this field. These competencies ensure high occupancy rates, positive guest experiences, and efficient property operations in a competitive market.

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

Short Term Rental Property Managers often encounter challenges such as maintaining high occupancy rates during off-peak seasons, handling guest issues promptly, and ensuring properties are consistently clean and well-maintained. To address these, managers can implement dynamic pricing strategies, establish efficient communication channels with guests, and build relationships with reliable cleaning and maintenance vendors. Staying organized and proactive helps ensure a smooth operation and positive guest experiences, which are crucial for repeat bookings and good reviews.

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

AspectShort Term Rental Property ManagerVacation Rental Manager
CredentialsProperty management licenses, hospitality certificationsSimilar credentials, often with hospitality or tourism background
Work EnvironmentResidential and commercial properties, online platformsVacation homes, resorts, online booking platforms
Employer & IndustryReal estate firms, property management companiesTravel agencies, vacation rental platforms
Search & Comparison IntentPeople seeking property management for short-term rentalsTravelers or hosts comparing vacation rental services

Both roles involve managing short-term rental properties, but the Short Term Rental Property Manager typically handles a broader range of properties, including residential units, while the Vacation Rental Manager focuses on vacation homes and leisure properties. The skills, credentials, and work environments overlap significantly, making them closely related roles in the hospitality and property management industry.

What cities near Pewaukee, WI are hiring for Short Term Rental Property Manager jobs?

Cities near Pewaukee, WI with the most Short Term Rental Property Manager job openings:

Short Term Rental Property Manager jobs near you
Infographic showing various Short Term Rental Property Manager job openings in Pewaukee, WI as of August 2026, with employment types broken down into 86% Full Time, 13% Part Time, and 1% Contract. Highlights an 84% Physical, 2% Hybrid, and 14% Remote job distribution, with an average salary of $57,083 per year, or $27.4 per hour.

Property Manager

Picht & Sons Real Estate

Milwaukee, WI

$85K - $125K/yr

Full-time

Medical, Retirement, PTO

Posted yesterday

New

Job description

We’re looking for a Property Manager who enjoys being involved in the day-to-day work of keeping rental properties running well. This is a hands-on position—you’ll know the properties you manage, communicate regularly with owners and tenants, and make sure maintenance or lease issues don’t sit unresolved.


What You'll Handle


  • Manage a portfolio of residential rental properties and serve as a regular point of contact for owners and tenants.
  • Coordinate move-ins, move-outs, lease renewals, inspections, and tenant communication.
  • Follow up on rent payments and address account or lease issues when they arise.
  • Work with our maintenance team and outside vendors to get repairs scheduled and completed.
  • Conduct routine property inspections and document anything requiring attention.
  • Keep property owners informed about maintenance, vacancies, tenant concerns, and other important matters.
  • Help prepare vacant properties for new tenants and coordinate with the leasing team.
  • Maintain accurate property, lease, inspection, and maintenance records.
  • Handle difficult situations professionally and work toward practical solutions that protect both the property and the owner's interests.


What We're Looking For


  • Previous property management, real estate, leasing, or residential housing experience is preferred.
  • Strong communication and follow-up skills.
  • Someone comfortable making decisions and taking responsibility for the properties assigned to them.
  • Good organization and the ability to keep several properties and ongoing issues straight.
  • Working knowledge of leases, tenant relations, maintenance coordination, and Fair Housing requirements.
  • Florida real estate experience or licensing is a plus.


Benefits


  • Competitive annual salary $85,000 - $125,000 Yearly.
  • Paid vacation and personal time.
  • Paid holidays.
  • Health insurance options.
  • Retirement plan options.
  • Mileage or business travel reimbursement where applicable.
  • Training and professional development.
  • Opportunities to grow into senior property management or broader real estate operations roles.