Luxury vacation homes inWinter Park, Colorado
Our favorites
Discover luxury vacation rentals in Winter Park. All curated by people, not algorithms. Every property is hand-selected, but these are the ones that made us say 'wow'.
Denver's alpine escape
Experience the authentic Colorado mountain spirit of Winter Park from the comfort of a luxury vacation home. This genuine ski town combines legendary skiing, world-class mountain biking, small-town charm, and stunning Rocky Mountain scenery. Whether you're skiing Winter Park Resort, mountain biking epic trails, or exploring downtown's local shops, premium KEY.co Winter Park vacation rentals provide the perfect Colorado getaway.
Our curated selection of luxury vacation rentals in Winter Park offers something for every traveler - from ski-in/ski-out properties to cozy mountain cabins with hot tubs. Each rental home features thoughtful amenities, stylish décor, and the authentic Winter Park experience you're seeking. Discover why visitors love this unpretentious mountain destination while enjoying the privacy and comfort of your own vacation home in Winter Park.
Alpine retreats
Adventure basecamps
Why KEY
We curate exceptional homes and arrange every detail so you can simply arrive and relax.
Homes that raise the bar
Our portfolio is small on purpose. Every home is professionally managed, design-forward, and vetted for comfort and style.
Services to elevate your stay
After booking your home, complete your stay with tailored services. From pre-arrival groceries and private chefs to in-home massages.
A team who obsesses over every detail
From hand-selecting homes to coordinating logistics, our team makes planning seamless. Your only to-do is to arrive and relax.
Escape beyond Winter Park
Your wanderlust doesn't have to stop here. Discover what other destinations are calling.
Explore Locations
Wherever you're headed, make it memorable with KEY.