Discover a selection of 1,500 vacation rentals in Winter Park, CO that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including WiFi and swimming pools. Prices start at $75 per night, and houses and cabins are popular options for a stay in Winter Park. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Winter Park
Destination guide

Alpine fun surrounds you in Winter Park vacation rentals

Winter Park is Colorado’s premier destination for family-friendly fun, outdoor adventure, and activities for all seasons. From horseback riding and fishing to dining and nightlife, Winter Park has a range of activities for nature lovers and urbanites alike, all within reach of vacation home rentals.


Explore heritage sites in Winter Park

Cabin rentals in Winter Park not only put you in the heart of the wilderness, but they’re also nearby the many heritage sites and museums that celebrate life in the Grand County of the past. The Cozens Ranch Museum & Gift Shop, a museum within an original 1876 home, is the site of the first ranch and stagecoach stop in Fraser Valley, and the Pioneer Village museum has artifacts related to early Grand County inhabitants, such as pioneer clothing and early tools. The Heritage Park Museum has six historic buildings, including a livery barn and ranger station, as well as artifacts of Grand County ranchers. The Moffat Road Railroad Museum has such railway relics as a 1905 passenger car, a 1915 railroad hand-cart shed, and a 1923 caboose, making it a great choice for history buffs.

Things to do

Get in touch with nature in Winter Park getaway cabins

With steep slopes, towering peaks, dense forests, and shimmering waters, Winter Park is the ideal environment for any outdoor activity. Cabin rentals are available near such locations as Winter Park Resort, a ski resort with multiple trails, changing terrain, and a wealth of warm-weather activities, and Coca Cola Tubing Hill at Winter Park offers exhilarating snow tubing for the whole family. James Peak, a mountain summit with hiking, climbing, and a beautiful lake for watersports, and Rollins Pass, a mountain with a lake and excellent off-roading trails, offer a range of activities as well.

How to get there

Traveling to and around Winter Park

The nearest airport is in Broomfield, CO (BJC-Rocky Mountain Metropolitan), located 35.7 mi (57.4 km) from the city center.

If you'd prefer to travel by train, the main station serving the city is Winter Park Station.

Getting around

Transportation in Winter Park

There are numerous options to get to and around Winter Park. An airport shuttle offers scheduled departures from the Denver International Airport to area vacation homes, and a local shuttle is available for transportation throughout Winter Park and Fraser. Trains and buses also run through the area, and rental cars give you the flexibility to travel to nearby destinations on your own schedule.

Essential info

Key facts for stays in Winter Park vacation homes

Winter Park is a total of 7.5 square miles and is typical of a seasonal resort town, though it has essential services like a police department, a hospital, clinics, and emergency services. The town is safe, bustling during peak season and peaceful during off-peak season, though it’s best to exercise caution with valuables and sensitive information. Winters tend to be long and a variety of local wildlife can be found in the area, even near cabin rentals, so it’s important to prepare for possible encounters.

How many vacation rentals are available around Winter Park, CO?

Our 2022 property listings offer a large selection of 1,662 vacation rentals around Winter Park. From 726 house rentals to 68 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Winter Park?

Vrbo offers a large selection of vacation rentals near lovely places in Winter Park. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Trestle Bike Park: 2,147 vacation rentals
  • Moffat Tunnel West Portal: 2,147 vacation rentals
  • Black Tie Ski Rentals of Winter Park: 2,148 vacation rentals
  • Winter Park Visitor Center: 2,163 vacation rentals
  • Amaze'n Maze Winter Park: 2,150 vacation rentals

But there are many other points of interest around Winter Park listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Winter Park?

Yes, of course. Vrbo has 726 Houses in Winter Park. Our other popular types of vacation rentals in Winter Park include:

  • Cabins: 68 rentals available
  • Cottages: 59 rentals available
  • Condos/Apartments: 923 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Townhouses and more.

Can I find a vacation rental with pool in Winter Park?

Yes, you can select your preferred vacation rental with pool among our 576 vacation rentals with pool available in Winter Park. Please use our search bar to access the selection of vacation rentals available.

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