Winter Park Vacation Rentals, Homes, Condos, Cottages and Villas

Winter Park VACATION RENTALS - We currently have 15 Winter Park vacation rentals listed on this page!

VacationRentalDirect.com has found 15 Winter Park Vacation Rentals that match your search criteria. Your results can be sorted by price, bedrooms, type of unit and whether the unit is pet friendly or not. All Winter Park cottages, homes and vacation rentals are presented by their respective owners or managers.

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  • Winter Park, Colorado
    Beautiful log home in Winter Park. Enjoy the the home during the summer or winter!
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    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    4 3 House
    $495 - $830 $0 - $0 $0 - $0
  • Winter Park, Colorado
    This condo is updated with new appliances and counter tops in the kitchen. The condo is furnished with beautiful log beds, dressers and tables. Separate vanity/sink for each bedroom. Our fully-equipped condo sleeps six t...
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    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    1 2 Condo
    $0 - $0 $880 - $880 $0 - $0
  • Winter Park, Colorado
    Great new 5 bedroom, 4 1/2 bath townhouse in perfect location to ski area. One of the most desirable properties in Winter Park! It is across from the ski area and a short walk to shuttle. This will sleep 16 people with t...
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    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    4 5 House
    $0 - $0 $0 - $0 $0 - $0
  • Winter Park, Colorado
    Come enjoy the peace and quiet in the mountains at our brand-new well-appointed 2 bedroom, 2 bath condo in Fraser, located on the FREE shuttle bus route to Winter Park Ski Area (approximately 10 minute ride).
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    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    2 2 Condo
    $125 - $250 $750 - $1500 $0 - $0
  • Winter Park, Colorado
    Ridgetop House is a beautiful custom log home near Pole Creek Golf Course. In addition to it’s close proximity to golf, this home has great views of the Continental Divide. World class sking is also only eight miles awa...
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    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    4 3 Cabin
    $495 - $525 $0 - $0 $0 - $0
  • Winter Park, Colorado
    Location: Hi Country Haus, Winter Park, Winter Park Area, Northwest, Colorado, USA Accommodations: Condominium - 1 Bedroom + Convertible bed(s) - 1 Bath - (Sleeps 2-4) and Kitchen
    Call Owner For Payment Details
    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    1 1 Condo
    $55 - $160 $300 - $600 $1500 - $3000
  • Winter Park, Colorado
    Top shelf, developers custom townhome, built in 2007, end unit with wrap around deck that faces south, unobstructed views of Continental Divide and Fraser River. This home is prof. decorated in a uniquely western styl...
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    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    3 3 Condo
    $300 - $400 $2000 - $2800 $0 - $0
  • Winter Park, Colorado
    Searching for the perfect family vacation condo rental?
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    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    2 2 Condo
    $0 - $0 $595 - $1995 $0 - $0
  • Winter Park, Colorado
    If you want to stay in a home - not just a rental property - then the 'Lodge at Winter Glen' is the perfect choice!
    Call Owner For Payment Details
    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    3 3 House
    $0 - $0 $1500 - $3450 $0 - $0
  • Winter Park, Colorado
    Iron Horse is the only truly ski-in/ski-out, premier property in Winter Park. This unit is in building D, which is the building that accesses the ski-in/ski-out ramp. We are an end unit closest to the slopes. Everything ...
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    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    2 2 Condo
    $0 - $0 $525 - $3080 $0 - $0
  • Winter Park, Colorado
    Vasquez Creek Lodge is an eight-bedroom, seven-bathroom vacation home conveniently located near downtown Winter Park, that sleeps 23 people.
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    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    8 7 House
    $0 - $0 $3900 - $8400 $0 - $0
  • Winter Park, Colorado
    Studio unit with full kitchen and living area. Access to indoor pool and hot tubs. Located in downtown Winter Park. Located on the free shuttle bus route.
    Call Owner For Payment Details
    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    1 1 Condo
    $0 - $0 $102 - $0 $0 - $0
  • Winter Park, Colorado
    Lovely two bedroom, two bath condo in Winter Park/Fraser. Brand new Queen Bed and futon in master, queen and bunks in guest room . New TVs in each bedroom, TV/DVD in living room,full kitchen with espresso maker, microwav...
    Call Owner For Payment Details
    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    2 2 Condo
    $0 - $0 $490 - $1575 $0 - $0
  • Winter Park, Colorado
    1 Bedroom: (Sleeps 2 - 4) 2Bathrooms: Bathroom features a separate shower, bathtub, and hair dryer. Living room Kitchen: fully equipped and including beautiful granite counter tops, blend
    Call Owner For Payment Details
    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    1 2 Condo
    $0 - $0 $0 - $0 $0 - $0
  • Winter Park, Colorado
    Full stocked kitchen, livingroom with floor to ceiling stone fireplace, flat screen tv w/DirectTV, stereo w/iPod connection, DVD. Balcony with weber grill and seating for 4. Each bedroom with queen beds; 2 full baths: 1...
    Call Owner For Payment Details
    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    2 2 Condo
    $159 - $289 $0 - $0 $0 - $0






Learn More About
Winter Park
Winter Park has a lot to offer all visitors to the area. Below you will find writings from other Winter Park vacation rental owners about the area they know best! It's a great way to learn first hand about the Winter Park region and all that it has to offer!

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Winter Park: Where Coloradans Learn to Ski

Posted on Wednesday, March 19, 2008
 
By Rachel Barbara

According to lore, miners and railroad workers rewarded land to this local lady for her “favors.” In 1975, Winter Park Resort transformed that land into a ski mountain bearing her notorious name – Mary Jane.

The town of Winter Park has a year-round population of about 700, but the resort draws over one million visitors per year. Still, the town and resort remain a locals’ favorite; many Coloradans learned to ski here, and they know Mary Jane for bumps, trees and extreme terrain.

While skiers and riders of all levels will find trails for their abilities, advanced and expert runs dominate. Parents teaching kids will appreciate $10 tickets for the Galloping Goose lift and Sorenson Park, the resort’s learning area. Mention the deal at the ticket window; the long-standing offer is rarely advertised.

Families seeking a more relaxed atmosphere should drive 25 minutes north to ski a day at SolVista Basin. The mellow terrain, affordable lift tickets and super-friendly staff makes this small resort a welcome break from the tourist bustle.

Exploring by snowmobile is one of the best ways to experience high altitudes. Trailblazer Snowmobile Tours and Grand Adventures offer guided tours to nearly 12,000 feet. Both companies cater to families, but gurus may want to visit Grand Adventures’ second location, 35 miles north of Winter Park, for unguided rentals.

Backcountry snowshoe trails are abundant, but for a milder experience, Winter Park Resort hosts guided tours. Devil’s Thumb Ranch is home to world-class Nordic trails.

The summer festival season officially kicks off on Memorial Day weekend. It’s worth the effort to schedule visits around outdoor concerts, the Fourth of July celebration, the High Country Rodeo and Stampede or the Italian Festival. The area bills itself as Mountain Bike Captial USA, and there’s good reason. Over 600 miles of trails course the mountainsides, which are home to local and national races. An official trail guide is available at local gear shops.

Golfers seeking the traditional mountain experience should enjoy the award-winning Pole Creek; for a scenic, affordable green, try Headwaters at Granby Ranch. With hundreds of miles of rivers and streams, the valley is also a fisherman’s paradise. Visit Winter Park Flyfisher for gear, rentals and guided tours.

Downtown is small, but the restaurants serve big flavors. Hernando’s Pizza & Pasta Pub is perfect for families and Carver’s is the local’s spot for breakfast and lunch. Randi’s serves huge burgers, traditional Irish fare and European beers on tap.

The resort and the town are separated by a short, free shuttle ride. Families may prefer vacation homes close to the resort, where activities abound year-round. Young couples however, may choose to stay near town, where they’ll often find cheaper vacation rentals and more local character. Mary Jane may no longer be walking the downtown streets, but her legend lives on when the snow falls in Winter Park.

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