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Vacation Rental Manager Jobs in Wisconsin (NOW HIRING)

Landing

Onsite Hospitality Manager

Green Bay, WI · On-site

$50K - $55K/yr

Background in hotel operations, short-term rental management, vacation rental portfolio management, or high-volume hospitality - you know how to operate when guests don't wait * Experience running a ...

Landing

Onsite Hospitality Manager

Green Bay, WI · On-site

$50K - $55K/yr

Background in hotel operations, short-term rental management, vacation rental portfolio management, or high-volume hospitality - you know how to operate when guests don't wait * Experience running a ...

TJO 10 X 10 MANAGEMENT, L.P.

Rental Center

Warrens, WI · On-site

$12 - $14/hr

???? About the Role The Rental Center Attendant plays a key part in creating a smooth, fun, and ... Opportunities to interact with families and help create unforgettable vacation experiences * Hands ...

U-Haul

Rental Agent

Milwaukee, WI

Under the direction of the Traffic Control Manager, your primary focus will be supporting customers ... Paid holidays, vacation, and sick days,if eligible * Life insurance * MetLaw Legal program

U-Haul

Rental Agent

Madison, WI

Under the direction of the Traffic Control Manager, your primary focus will be supporting customers ... Paid holidays, vacation, and sick days,if eligible * Life insurance * MetLaw Legal program

U-Haul

Rental Agent

Wauwatosa, WI · On-site

Under the direction of the Traffic Control Manager, your primary focus will be supporting customers ... Paid holidays, vacation, and sick days, if eligible * Life insurance * MetLaw Legal program

U-Haul

Rental Agent

Wauwatosa, WI

Under the direction of the Traffic Control Manager, your primary focus will be supporting customers ... Paid holidays, vacation, and sick days,if eligible * Life insurance * MetLaw Legal program

U-Haul

Rental Agent

Milwaukee, WI · On-site

Under the direction of the Traffic Control Manager, your primary focus will be supporting customers ... Paid holidays, vacation, and sick days, if eligible * Life insurance * MetLaw Legal program

U-Haul

Rental Agent

Madison, WI · On-site

Under the direction of the Traffic Control Manager, your primary focus will be supporting customers ... Paid holidays, vacation, and sick days, if eligible * Life insurance * MetLaw Legal program

Sunbelt Rentals

Equipment Rental Specialist

Madison, WI

$21.38 - $25.38/hr

Develop skills for career growth through an outside sales or operational management career track ... vacation days depending on years of service * 5 sick days * 6 holidays * 2 half day holidays * 2 ...

Sunbelt Rentals

Equipment Rental Specialist

Madison, WI

$21.38 - $25.38/hr

Develop skills for career growth through an outside sales or operational management career track ... vacation days depending on years of service * 5 sick days * 6 holidays * 2 half day holidays * 2 ...

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Vacation Rental Manager information

See Wisconsin salary details

$24.2K

$57.5K

$104K

How much do vacation rental manager jobs pay per year?

As of Aug 2, 2026, the average yearly pay for vacation rental manager in Wisconsin is $57,518.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,400.00 and $63,600.00 per year, depending on experience, location, and employer.

What does a Vacation Rental Manager do?

A Vacation Rental Manager oversees short-term rental properties to ensure smooth operations and guest satisfaction. Their responsibilities include marketing listings, coordinating bookings, managing cleaning and maintenance, and handling guest communication. They also optimize pricing strategies and ensure compliance with local regulations. The goal is to maximize occupancy rates while providing a great experience for guests and property owners.

What are some common challenges faced by Vacation Rental Managers and how can they be addressed?

Vacation Rental Managers often encounter challenges such as handling guest complaints, managing last-minute booking changes, and coordinating timely maintenance or cleaning services. To address these, they must stay proactive with clear communication, maintain a reliable network of local service providers, and use management platforms to streamline operations. Adapting quickly to guest needs and resolving issues efficiently helps ensure positive reviews and repeat bookings. Strong organizational skills and anticipating potential issues can make managing these challenges smoother and more rewarding.

What are the key skills and qualifications needed to thrive in the Vacation Rental Manager position, and why are they important?

To thrive as a Vacation Rental Manager, strong organizational skills, attention to detail, and experience in property management or hospitality are essential, often supported by a background in business administration or real estate. Familiarity with property management software, online booking platforms, and basic accounting systems is highly beneficial. Excellent customer service, problem-solving abilities, and effective communication help set top candidates apart in this role. These skills are vital for ensuring guest satisfaction, efficient property operations, and maximizing rental revenue.

What are the most commonly searched types of Vacation Rental jobs in Wisconsin? The most popular types of Vacation Rental jobs in Wisconsin are:
What are popular job titles related to Vacation Rental Manager jobs in Wisconsin? For Vacation Rental Manager jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Vacation Rental Manager jobs in Wisconsin look for? The top searched job categories for Vacation Rental Manager jobs in Wisconsin are:
What cities in Wisconsin are hiring for Vacation Rental Manager jobs? Cities in Wisconsin with the most Vacation Rental Manager job openings:
Vacation Rental Manager jobs near you
Infographic showing various Vacation Rental Manager job openings in Wisconsin as of July 2026, with employment types broken down into 83% Full Time, 14% Part Time, 2% Temporary, and 1% Contract. Highlights an 86% Physical, 1% Hybrid, and 13% Remote job distribution, with an average salary of $57,518 per year, or $27.7 per hour.

Onsite Hospitality Manager

Landing

Green Bay, WI • On-site

$50K - $55K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 16 days ago

Job description

About Landing
Since 2019, Landing has built the largest flexible living network in the country - 35+ markets, thousands of apartments, no deposits, no hassle. We're growing fast and operating in the real world, which means things move quickly, priorities shift, and no two days look the same.
About the role
This is a property ownership role. You will manage at least 30 units at one of our properties in Green Bay, Wisconsin Market - member experience, property relationships, housekeeping vendors, maintenance, unit quality, and everything in between. You will oversee reservations made through Landing's platform as well as OTA partners like Airbnb and Booking.com, resolve member issues across multiple channels, and report on property performance to your manager.
You'll live onsite, which means you're close to the action-able to jump in quickly when issues come up and build real, in-person relationships with guests and property partners.
If you've run or worked in a hotel, a short-term rental portfolio, or a high-volume hospitality operation, you already know what this job feels like - and the playbook is still being written.
This role is for someone who thrives when things are moving fast, makes decisions with incomplete information with the best customer experience in mind, and builds systems while using them.
What you'll own
  • Reservation management across direct and OTA channels - including Landing bookings and platforms like Airbnb and Booking.com
  • Member experience from booking through checkout - tickets, inquiries, escalations
  • Property and housekeeping partner relationships
  • Market KPIs: NPS, CSAT, cleaning quality, growth
  • Reservation coordination and maintenance escalation with property management teams
  • Onboarding, installation, deinstallation, and launching of units at your property

What we're looking for
  • Requires living and working on-site at the property
  • Background in hotel operations, short-term rental management, vacation rental portfolio management, or high-volume hospitality - you know how to operate when guests don't wait
  • Experience running a market, property, or operation with real autonomy - not just executing someone else's decisions
  • Strong organizational and follow through skills - tickets don't resolve themselves and this role has a lot of them
  • Ability to triage under pressure - three things are urgent at once, you know which one to move on first
  • Comfort with ambiguity - we're a growth-stage company and the answer isn't always written down somewhere

Work Schedule & Availability
This role does not follow a traditional or fixed schedule. Due to the nature of onsite guest operations, regular work outside of standard business hours is expected, including evenings, weekends, and holidays. Schedules are driven by business needs. Flexibility is required to support guest operations.
What we offer
  • Opportunities for upward mobility - we want you to grow with us! Our management team in Field Operations is built from internal promotions.
  • Competitive compensation: $50,000-$55,000 base salary (based on experience) + performance bonus of up to 25% of base salary + housing
  • Stock Options
  • Comprehensive benefits package: Medical, dental, vision, life, AD&D, disability, mental health, pet, commuter benefits, and FSA or HSA options
  • Retirement support: 401(k) plan + access to ImmediatePay
  • Generous paid time off policy to support work-life balance
  • Travel perk: $750 USD annually in Landing Stays

Landing is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, including pregnancy, sexual orientation, gender identity, and related conditions, national origin, age, disability, genetic information, military service or obligation, or any other status protected by applicable federal, state, or local law.

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