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: $599 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


Property Care Tech

Reports To: Maintenance Team Manager

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

Salary: $25-$27 per hour + $2,000 signing bonus (paid over 3 months)

Job Summary: We consider the members of our Property Care Team 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.
  • Performing hot tub maintenance & chemical balancing.
  • 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 communicate well with other employees and guests is a must for this position.
  • Must have reliable transportation and a valid driver’s license.
  • Must be available to work weekends and select holidays.
  • 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.
  • Detail oriented
  • Ability to speak English fluently- Spanish is a plus.
  • High School diploma.
  • This is not a work remote job. Must live within 25 minutes of Winter Park. 

Hot Tub Tech

Reports To: Property Care Manager

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

Salary: $22-$24 per hour

Job Summary: This position will work as part of the Hot Tub Care Team to maintain the sanitation and functionality of 50+ hot tubs at the properties managed by the company. They’ll work closely with other Property Care Teams to coordinate hot tub maintenance in the most efficient way possible.  The ideal candidate is someone who is good at self-scheduling, works well as part of a team, and has the desire to help grow and develop what is the newest part of the Property Care side of the business.  CPO training is provided by the company.

Responsibilities: 

  • Daily scheduling of hot tubs needing to be serviced so that tubs are cleaned and ready for each guest arrival
  • Doing drain & fills of hot tubs as required
  • Maintaining the exterior of the hot tubs including snow/ice removal as needed to allow covers/cover lifters to function correctly.
  • Maintaining a secure/functioning strap and lock on each hot tub
  • Maintaining service records for each hot tub
  • Ensuring that the area around each hot tub is kept tidy including the removal of any garbage from the area
  • Performing any semi-annual or annual maintenance needed
  • Replacing hot tub filters as needed
  • Identifying and scheduling repairs of hot tubs through our local partner company 
  • Assisting in all duties as assigned
  • Company advancement opportunities available

Qualifications:

  • The ability to multi-task and communicate well with other employees is a must for this position.
  • Clean, professional appearance
  • Must be available to work weekends and select holidays.
  • Ability to lift 75+ pounds
  • Detail oriented
  • Ability to speak English fluently- Spanish is a plus
  • Must have reliable transportation and a valid driver’s license
  • High School diploma
  • Past experience in hot tub or pool maintenance is preferred although not required
  • This is not a work remote position. Must live within 25 minutes of Winter Park.

Home Stager

Reports To: Housekeeping & Inspections Manager

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

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 communicate well with other employees is a must for this position.
  • Clean, professional appearance
  • Must be available to work weekends and select holidays.
  • Ability to lift 50+ pounds
  • Detail oriented
  • Ability to speak English fluently
  • Must have reliable transportation and a valid driver’s license
  • This is not a work remote position. Must live within 25 minutes of Winter Park.

Housekeeper

Reports To: Housekeeping & Inspections Manager

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

Salary: Up to $25 per hour. Cleans are paid as piece rate.

Job Summary: Housekeeping is the name of the game and our brand depends on an unforgettable experience that starts with professionally cleaned homes. We are seeking hard-working individuals and teams that will uphold our values in order to maintain the utmost cleanliness and professionalism in all of our vacation rental properties. As a housekeeper, you will become familiar with the layout of all properties ranging from 1-7 bedrooms to ensure that they are set up the same upon each guest/owner departure.

Responsibilities: 

  • Create a welcoming environment for our guests and owners by ensuring homes are clean and cared for in accordance with company standards
  • Sweeping, vacuuming, mopping, dusting, and disinfecting all surfaces
  • Replacing sheets, towels, toiletries, and maintaining stocking levels of all consumables (dish soap, detergent, trash bags)
  • Move all reasonably portable furniture in rooms to clean under and behind
  • Collect and remove trash and debris
  • Communicate with coworkers and software via portable digital devicesIdentify and note any damages in homes to housekeeping manager
  • Adhere strictly to rules regarding health and safety and be aware of any company-related practices
  • Ability to adapt to a fast paced & changing schedule, especially during winter months

Qualifications:

  • Must apply with a reliable partner in mind
  • Reliable transportation and a valid driver’s license
  • Must have weekend and select holiday availability
  • Ability to quickly learn/adapt to software applications for scheduling, maintenance tasks, ect.
  • Clean, professional appearance
  • Ability to lift 75+ pounds
  • Ability to speak english fluently- Spanish is a plus
  • Detail orientedHousekeeping experience required
  • High School diploma or GED
  • This is not a work remote position. Must live within 25 minutes of Winter Park.