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
Mary Jane Base10 locals recommend
Cooper Creek Square55 locals recommend
Winter Park Mountain Lodge5 locals recommend
Coca Cola Tubing Hill At Winter Park26 locals recommend
Rendezvous Event Center24 locals recommend

Quick stats about vacation rentals in Winter Park

  • Total rentals

    1.4K properties

  • Rentals with a pool

    570 properties have a pool

  • Pet-friendly rentals

    190 properties allow pets

  • Family-friendly rentals

    1K properties are a good fit for families

  • Total number of reviews

    37K reviews

  • Nightly prices starting at

    $50 before taxes and fees

Your guide to Winter Park


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 2,920 vacation rentals near The Foundry Cinema & Bowl, and over 5,920 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 850 vacation rentals in Winter Park featuring dedicated workspaces. Stay connected and productive 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 190 vacation rentals for guests traveling with pets.

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

    Experience the best of Winter Park with our cabin rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do condo rentals in Winter Park have wifi?

    Absolutely! We offer over 710 condo rentals with wifi in Winter Park. Enjoy a tailored experience with all the comforts you desire.

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

    Yes! Dive into the perfect getaway at one of over 30 townhouse 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 a bbq area?

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

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

    Absolutely! We offer over 30 cabin 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 140 house rentals with a gym in Winter Park. Enjoy a tailored experience with all the comforts you desire.

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

    Winter Park has more than 40 family-friendly apartment 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