Discover a selection of 2,000 vacation rentals in Winter Park 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 $115 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.


Activities and attractions in and around Winter Park

Are you searching for things to do while you're in the area? Travelers enjoy Winter Park for its skiing, snowboarding and hiking. Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Winter Park a one-of-a-kind vacation spot. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Winter Park Ski Resort (2.5 mi / 4.1 km)
  • Fraser Tubing Hill (1.9 mi / 3.1 km)
  • Colorado Adventure Park (2.3 mi / 3.6 km)
  • Trestle Bike Park (2.5 mi / 4.1 km)
  • Amaze'n Maze Winter Park (2.6 mi / 4.2 km)
  • Pole Creek Golf Club (7.7 mi / 12.3 km)

Seasonal weather averages in Winter Park

Winter Park is well known for its skiing. If you're interested in winter sports, you might consider visiting in January, February, April or March, when snowfall averages 24.17 inches and temperatures average 4°F.

Natural features

Exploring the mountains and other natural features in Winter Park

Whether you're an outdoor enthusiast or just want to take in the scenery, Winter Park is a great place to get outside. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Georgetown Lake (14.2 mi / 22.8 km)
  • Carousel of Happiness (14.8 mi / 23.9 km)
  • Lake Granby (16.4 mi / 26.3 km)
How to get there

Transportation 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 can't find a flight that's convenient for your trip, you could also fly into Denver, CO (APA-Centennial), which is 55.4 mi (89.1 km) away.

If you're traveling by train, the main station 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.

Food and drink

Best cuisine in Winter Park

As a resort town, Winter Park has a blend of cultural and culinary influences creating an eclectic mix of food and drink options. Whether you’re looking for an intimate, romantic evening, beer and pub grub with friends, live entertainment with cocktails, or pizza with the kids, Winter Park has a dining establishment to cater to your needs. From international cuisine to classic comfort foods, whatever you crave is within reach at one of Winter Park’s many restaurants found near the local vacation homes and attractions.

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?

Our 2021 property listings offer a large selection of 1,860 vacation rentals around Winter Park. From 810 house rentals to 94 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

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