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Vacation Rental Property Management Jobs in Wisconsin

FIDUCIARY REAL ESTATE DEVELOPMENT

$18.75 - $25.50/hr

It's a role that offers valuable experience and growth potential within the property management ... Paid time off, vacation days, and 14 paid holidays. * Paid Medical Leave & Parental Bonding Leave.

Better Talent

WI · On-site

$120 - $172/hr

... Property Management System and other products under the Track banner. Our single-vendor ecosystem equips growing vacation rental companies with all the enterprise-class tools they need to scale. With ...

Fiduciary Real Estate Development

WI · On-site

$59 - $65/hr

Prior experience in property management is highly preferred * Experience with property management ... Paid time off, vacation days, and 14 paid holidays. * Paid Medical Leave & Parental Bonding Leave.

Founders3

Property Coordinator

Brookfield, WI · On-site

We have an exciting opportunity to join our Residential Property Management Team! This role offers ... rental criteria documentation. * Conduct "pop audits" as assigned of a building to ensure new ...

Inland Companies

Property Manager

Oak Creek, WI · On-site

... townhome rental community, IVY. This role is ideal for someone who enjoys building trust with ... Requirements What we are looking for * 2 or more years of property management experience

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Vacation Rental Property Management information

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How much do vacation rental property management jobs pay per hour?

As of Sep 6, 2026, the average hourly pay for vacation rental property management in Wisconsin is $22.28, according to ZipRecruiter salary data. Most workers in this role earn between $17.69 and $25.00 per hour, depending on experience, location, and employer.

What does a vacation rental property manager do?

A Vacation Rental Property Manager oversees short-term rental properties, handling tasks like guest communication, bookings, cleaning, maintenance, and pricing strategies. They ensure a smooth guest experience while maximizing the owner's revenue. Responsibilities may also include marketing the property, managing listings on platforms like Airbnb and Vrbo, and coordinating with service providers. Their goal is to keep the property well-maintained and generate positive reviews for repeat bookings.

What are the key skills and qualifications needed to thrive in vacation rental property management, and why are they important?

To excel in Vacation Rental Property Management, you need a solid understanding of property operations, hospitality basics, and local regulations, along with experience in customer service or real estate. Familiarity with property management software (such as Guesty or Hostaway), online booking platforms (like Airbnb, Vrbo), and a valid real estate or property management license (when required) are highly beneficial. Strong organizational skills, attention to detail, excellent communication, and the ability to resolve issues swiftly are crucial soft skills in this role. These competencies are essential for maintaining high occupancy rates, ensuring guest satisfaction, and optimizing property performance in a competitive rental market.

What are some common challenges faced in vacation rental property management roles?

Vacation rental property managers often face challenges such as coordinating last-minute maintenance, addressing urgent guest requests, and managing reservations across multiple platforms to avoid double bookings. Balancing owner expectations with guest satisfaction can require excellent communication and quick problem-solving skills. Staying updated on local short-term rental regulations and handling seasonal fluctuations in demand are also key aspects of the job. Successful managers thrive by being proactive, detail-oriented, and adaptable to changing circumstances, making these challenges rewarding opportunities to enhance service quality.

How much do vacation rental property managers make?

Vacation rental property managers typically earn between $40,000 and $70,000 annually, depending on experience, location, and the size of the property portfolio. Some managers earn additional income through commissions or performance bonuses, especially when managing multiple properties or high-end rentals.

What are the most commonly searched types of Vacation Rental Property Management jobs in Wisconsin?

The most popular types of Vacation Rental Property Management jobs in Wisconsin are:

What are popular job titles related to Vacation Rental Property Management jobs in Wisconsin?

For Vacation Rental Property Management jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Vacation Rental Property Management jobs in Wisconsin look for?

The top searched job categories for Vacation Rental Property Management jobs in Wisconsin are:

Vacation Rental Property Management jobs near you
Infographic showing various Vacation Rental Property Management job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 83% Full Time, 14% Part Time, and 2% Contract. Highlights an 88% Physical, 3% Hybrid, and 9% Remote job distribution, with an average salary of $46,341 per year, or $22.3 per hour.

Residential Property Manager (Multi-site)

BARTSCH MANAGEMENT, LLC

Brown Deer, WI • On-site

$55K - $75K/yr

Full-time

Re-posted 12 hours ago

Job description

SUMMARY OF FUNCTIONS:

The Residential Property Manager manages a portfolio of 150+ units in Southeastern Wisconsin. They help investment property owners and homeowners in preserving and increasing the value of their real estate investments. They manage the day-to-day financial operations of the property, oversee leasing efforts in partnership with the leasing and office team, and ensure the property is in good working order.

SKILLS, KNOWLEDGE, AND PERSONAL CHARACTERISTICS:

The following attributes are desirable for job success: 

  • Experience in managing/leasing multi-family properties.
  • Displays a high level of integrity and professionalism at all times in dealing with residents, prospective residents, ownership groups, employees and vendors.
  • Ability to provide superb customer service, always.
  • Ability to communicate effectively and assert yourself when necessary.
  • Knowledge of the fair housing laws and rules against discrimination.
  • Preference for detailed work.
  • Ability to work well under pressure, self motivated.
  • Ability to work autonomously and lead a team.

MAJOR DUTIES AND RESPONSIBILITIES:

Duties may include, but are not limited to:

1. Marketing:

  • Oversee marketing efforts to ensure properties are kept occupied with qualified residents through advertising, lead follow up, and property showings for prospective residents.
  • Conduct periodic market surveys.

2. Financial reporting:

  • Work with the accounting team to keep financial records from property operations.
  • Create monthly financial reports for property owners.

3. Tenant relations:

  • Develop rental agreements.
  • Select qualified residents, collect deposits and rents, enforce terms of rental agreements
  • Resolves resident complaints.
  • Oversee eviction proceedings when necessary.
  • Oversee renewal efforts to ensure resident retention by making sure all residents on renewal reports that are not currently on lease are being contacted.

4. Facilities management:

  • Assist in the scheduling of maintenance and repairs.
  • Negotiate contracts with vendors.
  • Perform inspections with maintenance staff to ensure units, common areas, and properties are upheld to Bartsch Management standards.
  • Perform monthly, bi-yearly, and yearly property inspections.
  • Respond to emergency maintenance issues.

Amount of Overtime: 

Limited to the needs of the property.

Physical Requirements: 

Must be able to perform the physical functions of the position, which may include, but are not limited to: an ability to walk the property, including flights of stairs, to complete physical inspections, deliver resident communications, and show apartments. Be able to communicate with residents, staff, supervisors, vendors, etc., effectively. 

Requirements:

  • Computer literate with the ability to learn new software quickly
  • Proven ability to comply with operational policies and procedures, codes, and regulations.
  • Strong familiarity and working knowledge of fair housing laws and anti-discrimination legislation.
  • A valid driver's license and auto insurance. 

Experience: Five years of property management

Education/certifications: Two years of college preferred. CPM, or ARM, designation preferred.

Travel: This position requires regular travel to and from multiple properties.

Job Type: Full-time