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Vacation Rental Operations Manager Jobs in Milton, WI

The Assistant Bakery Operations Manager (ABOM) is a leadership pipeline role designed to develop ... • Paid vacation + wellness days • Career development pipeline into BOM leadership • Free ...

You will also receive PTO and/or PPTO that can be used for vacation, sick leave, holidays, or other purposes. The amount you receive depends on your job classification and length of employment. It ...

Support placement, movement and storage of rental orders, buffet cards, and catering items. * Support Catering Supervisor(s) and Catering Operations Manager with problems during events and provide ...

... operations of one or more self-storage locations, under the guidance of the District Manager and ... Rental Agent (i.e.car rental, RV rental, storage rental, apartment rental, etc.) Property ...

Senior Program Manager

Machesney Park, IL · On-site

$111K - $111K/yr

Several paid holidays and paid time off that includes personal, sick and vacation time. Summary The ... Other duties as assigned by Operations Manager, Service Site Manager and/or Service Center Manager.

Restaurant Manager

Madison, WI · On-site

$18 - $25/hr

He/she will perform operational activities, such as inventory control, scheduling, sanitation ... vacation Qualifications: · The Restaurant Manager must have at least 2 years or more of QSR ...

Project Manager

Oregon, WI · On-site

$150 - $200/hr

Manage financial aspects of contracts (fee payment, rental equipment, income/expenses, etc.) to ... Assume additional responsibilities as directed by Operations Director. Basic Qualifications * 4 ...

Paid Holidays, Sick Time and Vacation * Gym membership reimbursement * Company paid life insurance ... This position reports to the Vice President of Operations. Essential Functions * Lead, coach, and ...

Showing results 41-60

Vacation Rental Operations Manager information

See Milton, WI salary details

$22.9K

$54.5K

$98.5K

How much do vacation rental operations manager jobs pay per year?

As of Sep 8, 2026, the average yearly pay for vacation rental operations manager in Milton, WI is $54,484.00, according to ZipRecruiter salary data. Most workers in this role earn between $43,000.00 and $60,200.00 per year, depending on experience, location, and employer.

What does a vacation rental operations manager do?

A Vacation Rental Operations Manager oversees the day-to-day operations of short-term rental properties, ensuring a seamless guest experience and efficient property management. Their responsibilities include coordinating cleaning and maintenance, managing guest check-ins and check-outs, handling guest inquiries or issues, and ensuring properties meet quality and safety standards. They also work with property owners, manage bookings, and may supervise staff. The goal is to maximize occupancy rates, guest satisfaction, and property profitability.

What are the key skills and qualifications needed to thrive as a vacation rental operations manager, and why are they important?

To thrive as a Vacation Rental Operations Manager, you need expertise in property management, hospitality operations, and customer service, often supported by experience in hospitality or real estate and a relevant degree or certification. Familiarity with property management systems (PMS), booking platforms like Airbnb or Vrbo, and maintenance scheduling tools is typically required. Exceptional organizational skills, problem-solving ability, and strong interpersonal communication help you excel in coordinating teams and ensuring guest satisfaction. These competencies are essential for maintaining high occupancy rates, positive guest experiences, and efficient, profitable operations.

What are some common challenges vacation rental operations managers face, and how can they be addressed?

Vacation Rental Operations Managers often navigate challenges such as coordinating housekeeping schedules, ensuring property maintenance, and managing guest expectations. High season periods can bring increased workloads, requiring efficient time management and clear communication with staff and vendors. Addressing these challenges involves implementing robust scheduling systems, establishing clear standard operating procedures, and fostering strong relationships with service providers. Proactive communication with guests and quick resolution of issues also contribute to smooth operations and positive guest experiences.

What is the difference between Vacation Rental Operations Manager vs Vacation Rental Property Manager?

AspectVacation Rental Operations ManagerVacation Rental Property Manager
CredentialsExperience in operations, hospitality, or property management; certifications like CAM or CMPReal estate license or property management certifications often preferred
Work EnvironmentOversees multiple properties, manages staff, and handles operational strategiesManages individual or multiple properties, focusing on day-to-day tenant or guest relations
Employer & Industry UsageUsed by property management companies, hospitality firms, and vacation rental platformsCommonly used by property owners, real estate agencies, and rental platforms

While both roles involve managing vacation rental properties, the Vacation Rental Operations Manager focuses on overall operations, staff management, and strategic planning across multiple properties. In contrast, the Vacation Rental Property Manager typically handles daily guest interactions, maintenance, and tenant relations for specific properties.

What cities near Milton, WI are hiring for Vacation Rental Operations Manager jobs?

Cities near Milton, WI with the most Vacation Rental Operations Manager job openings:

Assistant Store Manager

Insomnia Cookies

Madison, WI • On-site

Full-time

Medical, Dental, Vision, PTO

Re-posted 2 days ago


Insomnia Cookies rating

4.9

Company rating: 4.9 out of 10

Based on 68 frontline employees who took The Breakroom Quiz

31st of 48 rated bakeries


Job description

The Assistant Bakery Operations Manager (ABOM) is a leadership pipeline role designed to develop the next generation of Bakery Operations Managers. ABOMs are expected to operate at near-BOM level, executing bakery operations with urgency, accuracy, and accountability while building the leadership skills needed to run a bakery independently.
This role blends hands-on operational excellence with talent development, administrative ownership, and team leadership. ABOMs act as a true extension of the BOM and must be capable of stepping into full bakery ownership when needed.
KEY RESPONSIBILITIES:
Operational Execution
• Execute all core bakery operations including inventory rotation, scheduling support, staffing coordination, and administrative checklists
• Maintain strict adherence to product quality, cleanliness, food safety, and guest experience standards
• Support ordering, inventory accuracy, and shrink control
• Assist in schedule creation and labor execution to meet operational targets
Talent & Team Development
• Support recruiting, interviewing, onboarding, and training of new staff
• Deliver consistent coaching and real-time performance feedback
• Hold team members accountable to standards while reinforcing a growth mindset culture
• Ensure onboarding and training programs are executed to company standards
Leadership & Ownership
• Manage bakery operations independently in the absence of the BOM
• Model urgency, accountability, and operational discipline
• Partner with BOM and Area leadership to identify operational gaps and implement solutions
• Maintain continuity of operations during leadership transitions or staffing shortages
• Other duties as assigned
WHAT SUCCESS LOOKS LIKE:
• Able to independently execute all BOM-level administrative and operational tasks
• Bakery is fully staffed, trained, and operating at high standards
• Strong culture of accountability and consistency
• Acts as a reliable operational leader during any coverage scenario
• Demonstrates clear readiness and upward mobility toward a BOM role
QUALIFICATIONS & EXPERIENCE:
• 1+ year leadership experience in restaurant, retail, or hospitality operations
• Strong operational discipline and attention to detail
• Ability to coach and develop hourly team members
• Comfortable working in fast-paced, high-volume environments
• Ability to perform all bakery roles during peak business periods
• Strong communication and problem-solving skills
SWEET POSITION PERKS:
• Competitive pay
• Medical, dental, vision & pet insurance
• Paid vacation + wellness days
• Career development pipeline into BOM leadership
• Free cookies every shift
• Fun, fast-paced team culture
About us:
Insomnia Cookies was founded in a college dorm room by then-student, Seth Berkowitz. Fast forward 20 years and so... many....cookies... later, our innovative bakery + delivery concept has become a cult brand known for its rabid following of cookie lovers who crave Insomnia's warm, delicious delivery all day and late into the night. With an expanding footprint of over 300 stores globally, an experiential, "sweet-easy" concept as the brand's flagship in Philadelphia, Pa. (where Insomnia Cookies is headquartered), and a rapidly-growing nationwide shipping and gifting portfolio... Insomnia Cookies is revolutionizing the cookie game by truly "Imagining What's Possible"!
We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

What Insomnia Cookies employees say

Pay

Benefits

Hours and flexibility

Workplace

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Insomnia Cookies logo

About Insomnia Cookies

Sourced by ZipRecruiter

Insomnia Cookies was founded in a college dorm room by then-student, Seth Berkowitz. Fast forward 19 years and so. many. cookies. later, our innovative bakery + delivery concept has become a cult brand known for its rabid following of cookie lovers who crave Insomnia's warm, delicious delivery all day and late into the night. With an expanding footprint of over 235 stores nationally, an experiential, "sweet-easy" concept as the brand's flagship in Philadelphia, Pa., and a rapidly-growing nationwide shipping and gifting portfolio, Insomnia Cookies is revolutionizing the cookie game by truly "Imagining What's Possible"!

Industry

Food services and drinking places

Company size

1,001 - 5,000 Employees

Headquarters location

Newtown Square, PA, US