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Winter Park Home and Condo Rental

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Winter Park and Mary Jane Resorts in Colorado offer a quintessential Colorado family experience.

With SkyRun, you can select the exact Winter Park Vacation home, chalet or condo you want by looking at photos, guest reviews and comments.  Each property has a Google map showing the exact location of the property and describes exactly how to get to the slopes. Use our search to get started touring properties and find one that meets your needs and budget. When you search, you see 'all-in' pricing, viewing only available condos including taxes and charges. It all displays on one page to make it easy to narrow your search and swiftly get your reservations booked.

We’re here for you 24x7.  Call one of our friendly, knowledgeable staff today at 970-627-4610 to arrange your Winter Park vacation!

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Winter Park Vacation Rental Properties
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Featured Winter Park Properties

104 Willows Way

Bring the family and enjoy this Downtown Winter Park townhome with plenty of space and one of the hottest locations available. Downtown Winter Park is the ultimate family getaway with access to local parks and plenty of family friendly activities for all ages to enjoy any time of year. With easy access to Downtown Winter Park and the free shuttle to the resort, you will be on the mountain or enjoying apres-ski at many of the local breweries and restaurants. This townhome provides ample ...

104 Willows Way

Winter Park Town
3BR | 3.5BA | Sleeps 7 | Shuttle Bus
Starting at
$189.00
per Night
Timber Ridge - Cozy Mountain Retreat

Welcome to Timber Ridge, a perfect getaway for the family. This well appointed 2 bedroom with a loft as the 3rd sleeping area is ideal for all your mountain activities. An updated kitchen with all stainless steel appliances makes staying in and enjoying time with friends and family ideal. Walking distance to a excellent playground for the kids. Located on the main bus line, so getting around town and to the resort with a car is easy. Fireplace for those cozy evenings watching the snowfall ...

Timber Ridge - Cozy Mountain Retreat

Winter Park Town
3BR | 3BA | Sleeps 8 | Shuttle Bus
Starting at
$174.00
per Night
221 Silverado II

This fantastic Winter Park 2-bedroom, 2-bath condo comfortably sleeps 5 with 1 queen, 1 double and 1 twin bed. Guests can easily walk downtown to enjoy Winter Park’s happening scene, offering great dining and rustic mountain boutiques. You cannot go wrong in this location regardless what season you visit. You are close to the slopes and right on the bus line that takes you directly to the resort. Right out the front door are scenic national forest hiking and snowshoeing trails. Hidden ...

221 Silverado II

Winter Park Town
2BR | 2BA | Sleeps 5 | Shuttle Bus
Starting at
$129.00
per Night
Snowblaze Athletic Club - Upgraded 2 bedroom 1st floor

This property offers prime location and fantastic amenities. Enjoy the real-wood fireplace on your private patio. A large dining room table that seats 6 is perfect for family meals and games. The owner has equipped the home with 3 large HD TVs with all of the paid networks like HBO, Showtime, Cinemax and Starz. Both bedrooms have new furniture and mattresses. One room has a queen over queen bunk and the master bedroom has a queen and ensuite bath. Both bathrooms have tub/showers and heated ...

Snowblaze Athletic Club - Upgraded 2 bedroom 1st floor

Winter Park Town
2BR | 2BA | Sleeps 8 | Shuttle Bus
Starting at
$129.00
per Night
D4084 Iron Horse

Iron Horse is located at the base of the mountain between Winter Park and Mary Jane ski areas. Our guests can ski directly from the Condo to the Zephyr lift in the morning and back to the condo for lunch or after the last chair. 

D4084 Iron Horse

Winter Park Resort Village
0BR | 1BA | Sleeps 4 | Ski-Out
Starting at
$98.00
per Night

Winter Park Weather


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