Meet The Winter Park Lodging Company Team

Work To Play, Play To Work

We believe that in order to provide the best customer service possible, our staff has to love what they do.

We absolutely encourage our employees to make the most of the plethora of activities on offer in and around Winter Park, and can almost guarantee that we have someone on hand to answer any questions you might have on any given subject, yep, even the finer details of ice-fishing!

Meet Sarah & Chris
Owners of Winter Park Lodging Company

Sarah & Chris Bradford created Winter Park Lodging Company in 2005 having recognized a real need for full service, professional management in the Winter Park area.

They started out with just a handful of vacation rental properties and a small team of dedicated employees and have since grown to manage over 140 high-end properties and a passionate army of 40+ full time employees.

Their shared passion for the vacation rental industry is such that they have become a leading voice in the larger vacation rental community, with Sarah regularly guest speaking at national conferences and now co-presenting Sarah & T -  A Professional Vacation Rental Manager's Podcast.

Who's At Winter Park Lodging Company

They say that home is where the heart is, and our local team is very proud to call Winter Park 'home'.  Let's take a closer look at our team departments that make up the core of Winter Park Lodging Company.

Vacation Planning

Our friendly, knowledgeable Vacation Planners take phone reservations seven days a week.

Having visited all of our properties they literally know our homes inside and out; and as full time locals, can also give you the inside scoop on specific neighborhoods, local amenities and events.

In addition to helping you find your lodging, our Vacation Planners can also guide you in booking discounted ski rentals, lift tickets, car rentals, airport shuttles and travel insurance.


Guest Experience

Our Guest Experience Team communicates with our guests before, during and after their stay to ensure that they are are having the best Winter Park experience possible.

Based right here in Winter Park, they are the go-to for EVERYTHING Winter Park - where to go snowmobiling, who serves the best steak in town, how late do the buses run? ask it, they'll find you the answer.

On top of all that, if you have a late night emergency, our Guest Experience team are on-call 24/7 to assist you during your stay.


Homeowner Relations

We understand that homeowners choose our rental program because of our reputation for exceptional on-site property care and experienced Homeowner Relations team.

Located right here in Winter Park, they will work closely with you to ensure your home's rental success, from building a custom web listing and pricing structure, to sending you monthly sales strategies and sharing guest feedback with you.

They also oversee all maintenance and property care, ensuring your home is kept secure and in the best condition.


Property Maintenance

Our dedicated property maintenance team are your boots on the ground task force, responsible for keeping your home in tip-top condition.

In addition to being available 24/7 for any urgent home needs, they also provide all routine maintenance, including checking TV/Audio connectivity, fire & CO2 safety checks, maintaining outdoor grills, changing light bulbs, unclogging sinks & toilets....and so much more.

Looking to make some home improvements? Our in-house carpentry specialist is on hand to discuss and oversee all home renovations, large or small.

Property Inspections

Our dedicated Property Inspections team visit every home after it has been cleaned to ensure we keep the highest of housekeeping standards.

In additional to going through a comprehensive checklist of cleaning checks, they also check all audio/visual/WIFI connectivity, fireplace operation and adjust the property's heating to ensure that the guest enjoys a warm welcome on all levels.

The Property Inspections team also oversee annual deep cleaning, carpet cleaning and restock of all inventory items in your home.


We employ all of our Housekeepers on a year round, full time basis. This has allowed us to build a dedicated, highly skilled team that knows your home as well as you do.

Our Housekeeping teams utilize smart lock systems to inform our Property Inspectors that the home is ready to inspect. Upon completing the property inspection, the inspector updates the system to alert  Guest Experience  that the home is ready for guest arrival.  This small, tech-savvy step in the cleaning process allows us to delight numerous guests with early check-ins. 


We have a dedicated marketing team that helps take your property to the next level.  Our marketing team works directly with local, regional and national online advertisers to promote your property through the most effective booking channels. 

Don't worry about competing with the large online booking engines, we'll make sure your property is on those so that you get the best bookings from highly qualified guests.  From professional photography, to innovative concepts and more, our marketing team is always at the forefront of cutting edge marketing to help showcase your property in the very competitive world of vacation rentals.