A Colorado Rocky Mountain Tradition for Over 35 Years!

StayWinterPark is your #1 source for Winter Park lodging. We proudly offer a large portfolio of 270 Winter Park vacation rental options, including private vacation homes, hotel rooms, condos, town homes and cabins. Our extensive collection provides guests with the ability to tailor their vacation experience to match their own personal needs and style.

Top Notch Customer Service

We are the local experts backed by over 35 years of experience in the rental management business. Our dedicated staff will ensure that your Winter Park lodging experience is one to remember with our excellent concierge services. Our concierge team can help plan all the details of your vacation from grocery delivery, ski rentals and securing the best deals for your stay. You decide how you want to experience Winter Park and we’ll work to make your vision a realty from the moment you arrive.

Custom Stays

Experience the best in convenience while staying in any of our Winter Park rentals. Our lodging can be found in Winter Park’s most popular areas such as Beaver Village, Lakota, Fraser, and downtown Winter Park. If you are looking for lodging near Rocky Mountain National Park, Winter Park is less than an hour away. We are also in easy access to Denver. Amenities don’t fall short in any of our vacation rentals. We also provide pet friendly vacation rental homes in Winter Park so that your pet can join in on the fun too. Planning a romantic getaway for two? Consider one of our luxury rentals in Winter Park to make your stay extra special.

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