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Winter Park Vacation Rentals


VacationRentalDirect.com has found 17 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.


Please click on the photos or links below to view the property details, then contact the owner directly (via the phone number or property inquiry button on each listing).


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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).
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 2 2 No $750 to $1500

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
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 1 1 No $300 to $600

Winter Park, Colorado

Searching for the perfect family vacation condo rental?
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 2 2 No $595 to $1995

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...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 1 2 Yes $880 to $880

Winter Park, Colorado

This 3 bedroom, 3 bath mountain home is located in Granby Ranch. Great for families, this home is very spacious, and features a large deck with mountain views.

Winter Park, Colorado

Great family home for those that like to snowshoe or cross-country ski. Close to downtown, Park Place is also situated on the free shuttle route so the down hill skier can get to the ski area easily.

Winter Park, Colorado

This beautiful new 3 bedroom 3 1/2 bath home in a new development between the towns of Fraser and Winter Park has everything for a great family stay.

Winter Park, Colorado

PERFECT MOUNTAIN RETREAT describes this platinum rated 6 bedroom new home located on the 8th green at The Fairways at Pole Creek. Sleeps up to 21 people and has everything imaginable to guarantee the most memorable m...

Winter Park, Colorado

This wonderful European lodge style new home will sleep up to 20 people and has all the amenities to make your stay comfortable and exciting! The exterior is of wood and stucco with large windows in the front to let ...

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...

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!
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
House 3 3 No $1500 to $3450

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 ...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 2 2 Yes $525 to $3080

Winter Park, Colorado

Vasquez Creek Lodge is an eight-bedroom, seven-bathroom vacation home conveniently located near downtown Winter Park, that sleeps 23 people.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
House 8 7 No $3900 to $8400

Winter Park, Colorado

With the base of Winter Park Resort just a five minute walk away you can find plenty of family activities year around. The house has 5 bedrooms and 6 bathrooms, with jacuzzi tubs and fireplaces scattered throughout. Visi...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
House 5 6 No $2765 to $5250

Winter Park, Colorado

Prime ski week, March 21-March 28. 3 bedroom with pull-out sofa sleeps up to 8 people.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 3 2 No $1000 to $1200

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.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 1 1 No $102 to $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...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 2 2 Yes $490 to $1575


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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