Vacation Rental Property Management Jobs in Wisconsin

Property Maintenance & General Handyman

Full-Time | 35–45 Hours Per Week

We are seeking a dependable, hardworking, and versatile Property Maintenance & General Handyman to assist the owner of a property management company with a variety of maintenance, repair, and property-related responsibilities.

This is not a position where every day will look the same. Work will take place at various rental properties/job sites as well as the owner's private residence and property, depending on the needs of the day.

The ideal candidate is someone who is handy, self-motivated, dependable, flexible, and comfortable figuring things out. You do not need to know how to do absolutely everything, but you do need to recognize when you don't know something, communicate that, ask questions, and be willing to learn.

What You'll Be Doing

Responsibilities will vary and may include:

• General home and property repairs
• Basic maintenance and handyman work
• Minor carpentry and repair projects
• Replacing or repairing doors, locks, handles, fixtures, shelving, and other household items
• Basic painting, patching, caulking, and finishing work
• Troubleshooting minor maintenance problems
• Property upkeep and preventative maintenance
• Assisting with rental property maintenance and turnovers
• Picking up materials or supplies as needed
• Helping maintain the owner's home and surrounding property
• Routine pool and outdoor property maintenance
• Garden, yard, and seasonal property projects
• Cleaning and organizing work areas after projects
• Assisting with larger projects alongside other workers or contractors
• Learning recurring maintenance routines and completing them independently
• Handling miscellaneous projects and tasks as needs arise

Many of the projects involved are the types of repairs and maintenance an experienced, handy homeowner would typically be comfortable performing.

For work requiring a licensed professional or specialized contractor, you will not be expected to pretend you are one. Good judgment includes knowing when a project is outside your experience or ability.

What We're Looking For

The right person will:

• Be dependable and show up when scheduled
• Be available approximately 35–40+ hours per week
• Have a positive attitude and willingness to help
• Be flexible when priorities or work locations change
• Be comfortable working at both private residences and rental properties
• Be able to take direction and follow through on assignments
• Be able to work independently without constant supervision
• Work well alongside other employees, contractors, and property management staff
• Have good common sense and problem-solving abilities
• Communicate clearly when they have questions or need additional direction
• Be willing to learn new tasks and routines
• Take pride in completing work correctly rather than simply getting it done
• Treat homes, tenants, owners, tools, equipment, and property with respect
• Be trustworthy and responsible when working independently on private property

Requirements

Applicants must have:

• A valid driver's license
• A reliable personal vehicle
• Current automobile insurance
• A working cell phone
• Their own basic hand and power tools
• General handyman, maintenance, construction, property maintenance, or similar practical experience
• The physical ability to perform routine property maintenance and repair work
• The ability to travel between job sites as needed

Specialty tools and equipment can be provided when a particular project requires them.

Experience

We value practical ability, reliability, judgment, and willingness to learn.

You may be a good fit if you have experience in:

• Property maintenance
• Apartment or rental maintenance
• Handyman services
• Residential construction or remodeling
• Carpentry
• Facilities maintenance
• Home repair
• General labor with repair or maintenance experience
• Maintaining your own home, acreage, rental properties, or similar property

Formal training is helpful but is not necessarily required. Being capable, dependable, teachable, and able to use good judgment matters.

Important: This Is a Flexible Position

This position is best suited for someone who likes variety.

Some days may involve several small repairs at rental properties. Other days may be spent working primarily at the owner's residence completing maintenance, outdoor, pool, garden, organization, or improvement projects.

Priorities can change based on maintenance requests, weather, property needs, and unexpected repairs.

If you need every day to follow exactly the same schedule and job description, this probably will not be the right position. If you enjoy staying busy, solving problems, learning new things, and having different projects to work on, you may be an excellent fit.

What Matters Most

We are looking for someone we can trust and depend on.

You don't have to know how to fix everything.

You do need to be willing to say, "I'm not sure how to do this. Can you show me?" rather than guessing, ignoring the problem, or doing something incorrectly.

Communication, common sense, dependability, flexibility, and a good attitude are extremely important in this position.

Job Type: Full-Time
Expected Hours: Approximately 35–45 hours per week
Work Location: Multiple locations / in person / Beloit, WI