The Best Places To Stay In Winter Park, CO

We get the question a lot – “Where is the BEST place to stay in Winter Park?” The answer is that it is not that simple! It really depends on the person or group. Are you planning a romantic getaway, family vacation or corporate retreat? Do you want to be close to the action or secluded in the woods? Are you looking for a luxury home with all the bells and whistles or a modest, more affordable vacation condo?

At StayWinterPark, we are pleased to offer a great selection of high-quality places to stay in Winter Park and unparalleled customer service. No matter who you are traveling with or what your itinerary includes, we are sure to have the best Winter Park vacation rental for you, and our team of rental specialists is here to help you find your perfect match!


There are so many great locations, complexes & communities to choose from for your Winter Park lodging needs.Check out a few of our top picks below!

Book Direct Benefits

Enjoy the best price guarantee every time you book directly with StayWinterPark!

Search our wide selection of Colorado rentals located in popular areas like Downtown Winter Park, Base Village & local neighborhoods from Fraser to Grand Park! Whether you're searching for the perfect condo, townhome or want something a bit more private like a luxury cabin rental, our inventory has something for everyone & the best rates!

Enjoy Rocky Mountain views from the patio or balcony and experience the joy of getting away from it all!

Learn more About Booking Direct

Off The Beaten Path Vacation Homes

We get it, not everybody wants to be right in town! Our selection of Tabernash and Fraser, Colorado rentals offer a place of solace for travelers who want to escape the crowds.

Just two miles from Downtown Winter Park, Fraser offers scenic mountain views, hiking, cross country skiing, rodeos, snow tubing and a relaxed Western vibe. Surrounded by large open spaces, Tabernash feels worlds away from the hustle and bustle of town.  Enjoy expansive Rocky Mountain views from the patio or balcony of your Tabernash vacation rental, explore the great year-round trail systems, and experience what it feels like to “get away from it all”.

Looking for something better?  Book our Gore Pass cabin - remote and luxurious - can't ask for a better vacation spot away from it all!

Search Tabernash Vacation Rentals Nearby WP Highlands Neighborhood.

Downtown Winter Park Rentals

If you are looking for action, Downtown Winter Park, CO is quite the happening place. With an excellent selection of restaurants, bars, shops and events there is a ton to see and do!

Our Downtown Winter Park rentals are directly on Main Street or just a short walk away, so you can be sure you will be close to all the activities and attractions. Conviently located, downtown is the place to be!

Search Downtown Winter Park Rentals

Ski-In Ski-Out and Base Village Rentals

Looking to hit the slopes and experience Colorado champagne powder at the award-winning Winter Park Ski Resort? Be sure to check out our available ski-in, ski-out and Base Village Winter Park rentals.

Stop by your vacation rental for a quick bite to eat or to warm up before heading back out on the mountain! Options include homes directly on the slopes, at the base of the ski area or adjacent to an on-mountain trail.

Search Base Village Rentals

Search Ski-in/Ski-Out Rentals

Group Lodging In Winter Park, CO

Not only do we offer large homes and multiple units in top Winter Park complexes, we also can provide meeting space for corporate groups or retreats. Our guest services team is available to coordinate transportation, catering services and more for your group as well.

If you are planning a corporate meeting or are traveling with a large group, Stay Winter Park is the smart choice. Our combination of experienced coordinators, ideal locations, great amenities, and competitive prices have made us one of the top companies for group lodging in Winter Park.

Request Group Information


With over 200 properties to choose from, fantastic Winter Park lodging deals, and top-notch guest services from knowledgeable local experts, we are sure you will find that Stay Winter Park has the best places to stay in Winter Park, CO.

Browse our full inventory of Winter Park rentals to find the ultimate mountain getaway today!