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Vacation rentals in Winter Park

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Top-rated vacation rentals in Winter Park

Guests agree: these stays are highly rated for location, cleanliness, and more.

Winter Park Getaway.  Cozy. Comfort. 2bd/2bath
SUPERHOST
Entire condominium · 5 guests · 5 beds · 2 baths

Winter Park Getaway. Cozy. Comfort. 2bd/2bathFantastic location. Bus stop comes right to the driveway or 8 minute drive to Winter Park Ski Resort. Close to downtown Winter Park restaurants, recreation center and Rendezvous Event Center. Covered parking. Pool, hot tub, game room and gym. TV's in each room with cable, and smart TV. Games, movies and books. Each room has a deck. Top floor space for less neighbors noise. Come to relax and enjoy all Winter Park has to offer.

AlpenRose with the view
Entire apartment · 4 guests · 2 beds · 2 baths

AlpenRose with the viewI’m happy to be able to share my newly updated mountain retreat. This space feels cozy, airy & light. There are wonderful views of the Continental Divide as well as Winter Park Resort. The kitchen is fully stocked and ready to be cooked in. The sofa is comfy for a movie & for cozying up by the fire. There is a deck which is nestled amongst the aspens & is perfect for watching the world go by. Both beds have new mattresses, there are Sonos wifi speakers to use & lots of little extras.

Spacious New Built Condo in Winter Park
SUPERHOST
Entire condominium · 6 guests · 3 beds · 2 baths

Spacious New Built Condo in Winter ParkMy Condo locates in center Winter Park, close to almost everything. 7 minutes to Safeway Few minutes to restaurants and local shops 7 minutes to Winter Park Resort Feel free to ask me everything you need

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Popular amenities for Winter Park vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Winter Park

  1. Entire condominium
  2. Fraser
Cozy Mountain Getaway - Minutes to Winter Park
  1. Entire condominium
  2. Winter Park
Location and views - 5 beds - Great for families!
SUPERHOST
  1. Entire condominium
  2. Winter Park
Winter Park Studio: On the River~ Walk to Downtown
SUPERHOST
  1. Entire condominium
  2. Winter Park
Wonderful Winter Park Studio Unit Newly Updated
SUPERHOST
  1. Entire condominium
  2. Winter Park
ALL NEW Cozy Ski in/out Iron Horse Condo w/parking
  1. Entire condominium
  2. Fraser
Cozy 2BR/2BA Condo w/ Club MeadowRidge Access
  1. Entire condominium
  2. Winter Park
Winter Park Renovated Studio | Summer Cozy Retreat
SUPERHOST
  1. Entire condominium
  2. Winter Park
Stylish, Walk to Town, Front Door Shuttle Pick-up!
SUPERHOST
  1. Entire apartment
  2. Winter Park
Studio resort-HOT TUB OPEN-Wlk 2 gondola, dining
SUPERHOST
  1. Entire condominium
  2. Winter Park
Winter Park Riverside Retreat
SUPERHOST
  1. Entire condominium
  2. Winter Park
❤ WP✦INCREDIBLE RIVER VIEWS✦Private Top Flr✦Hideaway Park✦Nightlife✦Cozy
SUPERHOST
  1. Treehouse
  2. Fraser
Tree Top on River Bend

Top-rated things to do in Winter Park

Unique activities hosted by local experts vetted for quality

All About 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.

How do I get around Winter Park?

Winter Park is located in Grand County, Colorado. The gateway airport is Denver International Airport (DIA), a convenient hub for domestic and international flights. Located 90 miles east of Winter Park, it’s just under two hours away by car. If you’re renting a car and driving in winter, be sure that you know how to drive in snowy conditions and rent a 4WD vehicle. Otherwise, a bus and shuttles can deliver passengers from the airport to Winter Park in around two hours. The most memorable way to get here is by the Winter Park Express ski train, connecting Denver Union Station directly to Winter Park by way of a historic railway line that snakes through dramatic plains and mountains. This scenic journey also takes two hours.

When is the best time to book a Winter Park vacation rental?

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.

What are the 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.

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