Winter Park vacation rentals

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Popular amenities for Winter Park vacation rentals

Stay near Winter Park's top sights

Winter Park Resort331 locals recommend
Mountain Grind Coffee & Bistro168 locals recommend
Hernando's Pizza Pub166 locals recommend
The Foundry Cinema & Bowl163 locals recommend
Fraser Tubing Hill130 locals recommend
Pepe Osaka's Fishtaco Tequila Bar & Grill101 locals recommend

Quick stats about vacation rentals in Winter Park

  • Total rentals

    1.4K properties

  • Nightly prices starting at

    $40 before taxes and fees

  • Total number of reviews

    40K reviews

  • Family-friendly rentals

    1.1K properties are a good fit for families

  • Pet-friendly rentals

    230 properties allow pets

  • Rentals with a pool

    590 properties have a pool

Your guide to Winter Park

Introduction

This small mountain town consistently earns high praise from winter sports enthusiasts for its more than 3,000 acres of well-groomed slopes and powder stashes spread over seven separate ski areas. Its location in the Rocky Mountains positions it for more than 300 inches of prime powder each year; the runs are designed for skiers of all levels, making Winter Park the perfect place to go with the whole family or a group of friends. Even if skiing isn’t at the top of your list, other winter activities like snowshoeing, tubing, and snowcat tours provide plenty of options. Plus a new scenic gondola lets you take in the panoramic views.


The best time to stay in a vacation rental in Winter Park

Winter Park shines during the snowy season. Skiing usually starts at the beginning of November, and the slopes can stay open until mid-April. The coldest month is January, with an average high temperature of 42 degrees Fahrenheit. The best time to visit is in March and early April, when some of the last, but best, snow drifts in and the days are sunnier and warmer (dependably in the mid-40s). Late spring is humid and chilly, and rain turns the snow to slush. The warmest month is July, when temperatures can reach 80 degrees. Fall is a splendid time of year to visit, thanks to brilliant red and yellow foliage, pleasant weather, and fewer crowds.


Top things to do in Winter Park

Winter Park Resort

Winter Park Resort is the ideal basecamp for adventure, and features a wide range of activities year-round. There are many ways to experience the great outdoors here. A tubing park and bumper car course are popular with kids, while Nordic skiing and snowshoeing provide a slower-paced experience. When you’re through breaking a sweat, there are more than a dozen shops and restaurants to visit.

Winter Park Gondola

The Winter Park Gondola is the easiest and fastest way to access views of the Colorado Rockies in any season, whisking you to 11,000 feet elevation. The ride up offers a bird’s-eye view of ski runs and tree canopies. At the summit, you’re greeted by panoramic views of the Continental Divide and Fraser Valley, as well as access to hiking trails, lookouts, and a variety of ski runs.

James Peak Wilderness

Less than an hour’s drive from Winter Park is one of Colorado’s most impressive and underrated landscapes. James Peak Wilderness is located on the eastern side of the Continental Divide, and encompasses 17,000 acres. More than 20 miles of trails and streams meander through this alpine and subalpine ecosystem, including stands of willow, spruce, and Douglas firs.

Frequently Asked Questions

  • Are there vacation rentals near Winter Park's top attractions?

    You're in luck! Stay at the heart of it all with our vacation rentals near Winter Park's top attractions. We offer over 2,960 vacation rentals near The Foundry Cinema & Bowl, and over 6,120 vacation rentals near Winter Park Resort, and so much more! Experience the best of Winter Park right on your doorstep.

  • Are there vacation rentals with a dedicated workspace in Winter Park?

    Yes! Work meets play with ease at over 820 vacation rentals in Winter Park featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Winter Park?

    Experience the best of Winter Park with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Winter Park?

    Four-legged friends are welcome in Winter Park. Choose from more than 230 vacation rentals for guests traveling with pets.

  • Are there Winter Park house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 120 house rentals with pools in Winter Park, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Winter Park have wifi?

    Absolutely! We offer over 230 house rentals with wifi in Winter Park. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Winter Park have a bbq area?

    Absolutely! We offer over 210 house rentals with a bbq area in Winter Park. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Winter Park have self check-in?

    Absolutely! We offer over 170 house rentals with self check-in in Winter Park. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Winter Park have a gym?

    Absolutely! We offer over 130 house rentals with a gym in Winter Park. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Winter Park?

    Winter Park has more than 230 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

  1. Airbnb
  2. United States
  3. Colorado
  4. Grand County
  5. Winter Park