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Winter Park vacation rentals

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Top-rated vacation rentals in Winter Park

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

Condo in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
Located in the Winter Park Village, walking distance to The Gondola this condo has it all! The master bedroom features a King bed with a memory foam pull out Queen in the living area. Complete Kitchen, full size fridge, dishwasher, large bathroom, and private covered patio with views of Mary Jane and Park side. Amenities include a large hot tub, grills, ski/bike lockers, washer and dryers, free WiFi and Cable. Walking distance to shopping, ice skating, restaurants, & activities! Permit #009238
$103 per night
Condo in Winter Park
Ski-In Ski-Out Studio with Desirable Amenities
This updated studio is situated in one of the best locations at Iron Horse Condominiums. A cozy unit close to amenities, yet in a private location; just walk out the sliding glass door to deck just steps from hot tubs and pool. The studio has a full kitchen, queen Murphy Bed with a new memory foam mattress that folds up for extra space, a 49-inch high definition smart TV with Netflix, Xfinity on demand, and HBO. Enjoy your favorite shows and sports after a day out on the mountain!
$146 per night
Condo in Winter Park
Ski-In Ski-Out Zephyr Mtn Lodge Condo w/ Hot Tub
Enjoy your stay right next to the Gondola here at the Zephyr Mountain Lodge - Winter Park Resort's premier ski-in/ski-out base lodging. This 1-bedroom, 1-bathroom condo is ideal for a small family or couple seeking mountainside convenience and complimentary amenities. Enjoy a direct ski-in/ski-out location, where winter adventures and summer endeavors are easily in reach! End each day with ease - whether you're soaking in the community hot tub or warming up by the unit’s fireplace.
$122 per night

Stay near Winter Park's top sights

Winter Park Resort331 locals recommend
Cooper Creek Square55 locals recommend
Mary Jane Base10 locals recommend
Rendezvous Event Center24 locals recommend
Coca Cola Tubing Hill At Winter Park26 locals recommend
Trestle Bike Park24 locals recommend

Winter Park home rentals

Home in Fraser
Beautiful All-Season Mountain Home
$279 per night
Home in Winter Park
Winter Park Creekside Chalet with Hot Tub
$486 per night
Home in Fraser
Relax and Have Fun in Our Beautiful Home
$404 per night
Home in Idaho Springs
St. Mary's Glacier Mountain Home W/Hot Tub & Views
$183 per night
Home in Fraser
Newer High-End Mountain Cabin 12-14
$249 per night
Home in Winter Park
Rendezvous Winter Park Cabin / Private Hot Tub
$409 per night
Home in Fraser
Winter Park Area Cabin, Hot Tub & Mountain Views!
$307 per night
Home in Fraser
Winter Park 4 BR Mountain House w/ Private Hot Tub
$351 per night
Home in Winter Park
Luxury Modern Cabin - Views/Shuttle Mins to WP
$235 per night
Home in Winter Park
Indulge | Majestic Views | Teepee | Hot Tub
$333 per night
Home in Tabernash
Alpine Cabin-Hot Tub, Steam Shower & Nearby Skiing
$158 per night
Home in Winter Park
5 minute walk to lifts. Luxury home in Winter Park
$300 per night

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.

Destinations to explore

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