Winter Park Lodging Company is a locally owned and operated vacation rental management company, with 150+ vacation rentals in the Winter Park area. Our carefully selected collection of properties salute every interest, from ski-in, ski out condos to exquisite mountain retreats.
We are more than just a vacation rental company, and our 3000+ guest reviews reflect this. We pride ourselves on delivering a 5 star service to our guests and property owners. From in-room ski rental services, to a 24 hour emergency line, we will do everything in our power to provide our guests with the best Winter Park experience.
"We loved our stay and had everything we needed!
MANAGER COMMENTS: Excellent! We are so pleased you enjoyed your stay with us at Trailhead 133. It is a pretty great spot with those amazing views off the back porch and living room area! We hope to host you up this way again."
"We all enjoyed a late fall trip to the mountains. Grandparents made a special visit so we got to show them our favorite mountain spot. We hope to come back with some other friends to ski.
MANAGER COMMENTS: Terrific! So pleased you got to share your favorite spot with special loved ones. We'd be delighted to host you back up this way anytime you need to visit."
"A terrific anniversary celebration spot. We lived it up in the home and location was perfect for getting onto bike trail and into Winter Park and all the neat spot over there. Rode horses, rode bikes, soaked and hiked a bunch....all in all just what we had hoped. Thank you!
MANAGER COMMENTS: Wonderful! That is what the home is designed for. We are so pleased it was the right spot to celebrate. Do let us know whenever you are back this way."
"We spent a couple days here for our minimoon (short honeymoon) and the place is absolutely breathtaking! It was clean from top to bottom. The mountains are right outside of the window making great views from anywhere in the house, especially from the private hot tub. We were concerned with the price at first but it is absolutely worth every penny.
MANAGER COMMENTS: Congratulations Jameka! We are thrilled you got to enjoy some early time at Mr and Mrs up here with us. Lakota Trailside is hard to beat. We hope to get to host you both again and happy trails!"
Our local team is here 7 days a week to answer your questions or discuss any special requests you may have.
If you would like to learn more about the Winter Park area, download our free Winter Park Lodging Company App for more information on Winter Park Restaurants & activities, Winter Park events and whole lot more..