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Careers

Join Our Team

Winter Park Lodging Company's success is built entirely on the quality and effort of our team members. We consider each team member to be an ambassador of our brand and we strive to create a fun, friendly, and energetic work environment. If you are interested in joining our team, we encourage you to send us a resume and a note about yourself by emailing jobs@winterparklodgingcompany.com.


Company Benefits

  • 3 weeks PTO + 48 hours sick time + PTO accrual for select holidays
  • 4 weeks paid parental leave
  • 401K with 4% match with no vesting period
  • Employee profit sharing
  • Company health/dental/vision/life/disability insurance
  • Wellness Benefit: $699 compensation towards ski pass or other recreational pass of equal value
  • Company paid cell phone or monthly stipend
  • Friends & Family lodging discount
  • Company advancement opportunities available

Company benefits are available for full-time, year-round employees.


Current Positions




Home Stager

Reports To: Housekeeping Manager

Status: Full-time, part-time, year-round

Salary: $22-$23 per hour

Job Summary: We like to think of our Home Stagers as being in charge of “first impressions”. Home stagers are responsible for putting the ‘finishing touches’ on each of the vacation rentals we manage prior to guest and owner arrivals. They conduct inspections of all vacation rental properties to make sure the properties are secure, ensure standards of cleaning are met, and they provide the guest gifts to each arrival. Maybe more importantly, they “stage” the home to be ready for the arrival including placing pillows just right, finding a few errant pieces of trash under the bed, or rearranging the kitchen to be presentable and feel clean to the guest. During peak seasons (Christmas holidays, especially) the position may necessitate overtime. This job is well suited for a detailed oriented person who has an eye for making a room look styled vs. just clean. They must be comfortable with the pressure of busy days, but also find fulfillment in going the extra mile to make homes look ready for a discerning guest or owner.

Responsibilities:

  • Perform detailed inspections of properties prior to owner and guest arrivals to ensure that the condition of the property meets the expectations of owners and guests
  • Will become familiar with the layout of every property (where furniture and decor goes) to ensure the property is set up the same upon each arrival
  • Taking on small repairs and minor maintenance tasks i.e. changing light bulbs, tightening cabinet knobs, minor deck/porch shoveling, etc
  • Report all extensive cleaning and maintenance related issues to housekeeping manager and maintenance personnel
  • Proactively offer up suggestions for improvement for each home to the Homeowner Liaison Team
  • Complete detailed checklists per inspection as well as communicate with coworkers via software and portable digital devices
  • Drive and maintain company vehicles safely and to a high standard of cleanliness reporting any vehicle needs to supervisor in a timely fashion
  • Assist in meeting any guest needs that arise including, delivering amenities, removing items, etc
  • During busy times, may have to strip beds and pack sheets/towels for housekeeping team
  • During non-peak times, assist in other department projects within the company

Qualifications:

  • The ability to multi-task and delegate work amongst multiple employees is a must have for this position
  • Proficient use of Microsoft Office (Excel & Word) and ability to quickly learn/adapt to other software applications
  • Clean, professional appearance
  • Ability to lift 75+ pounds
  • Ability to speak english fluently- Spanish is a plus
  • Detail oriented
  • Reliable transportation and a valid driver’s license
  • High School diploma or GED
  • This is not a work remote job. Must live within 25 minutes of Winter Park

Property Care Tech

Reports To: Maintenance Team Manager

Status: Full-time, year-round

Salary: $25-$27 per hour

Job Summary: 

We consider the members of our Maintenance Department to be the “Face of our Company”, as they are the ones who ensure our homes are in working order, and proactively find any issues before guests and owners do.  With no physical check-in process for our guests, oftentimes the only person-to-person interactions we have with them is when they’re in need of help. The ideal candidate for this position is someone with an equally strong background in both customer service and maintenance related work. The daily work in this department requires the ability to self-schedule, communicate well with fellow staff,  be creative, as well as re-prioritize tasks as required by our guests.  This position also requires curiosity and willingness to research and learn new skills in the areas of troubleshooting and repairing issues in a home.

Responsibilities:

  • Complete maintenance tasks in a timely manner and with sufficient detail so that the Guest Experience Team can follow up with all guests and each task can be properly invoiced.
  • Respond to all guest requests including but not limited to: maintenance issues, delivery of supplies from office, requests that need to be purchased and delivered to guests.
  • Report all cleaning and maintenance related issues to the housekeeping and maintenance managers.
  • Use online software thru a PC and handheld devices to communicate and report details on maintenance issues.
  • Perform annual maintenance inspections of all properties.
  • Assisting in all duties as assigned.

Qualifications:

  • The ability to multi-task and delegate work amongst multiple employees is a must have for this position
  • Proficient use of Microsoft Office (Excel & Word) and ability to quickly learn/adapt to other software applications
  • Clean, professional appearance
  • Ability to lift 75+ pounds
  • Ability to speak english fluently- Spanish is a plus
  • Detail oriented
  • Reliable transportation and a valid driver’s license
  • High School diploma or GED
  • This is not a work remote job. Must live within 25 minutes of Winter Park