Search for vacation rental homes in Winter Park

Winter Park Welcomes You (and Your Entire Group)

Crisp air, bright snow and free reign to leave your worries at home are just a few of the things that a trip to Winter Park will bring to the table. Pack up, bundle up and make your way to the Rocky Mountains and you’ll soon be feeling the delightful rush of vacation success.


Bringing the family to a place like Winter Park Colorado is a pretty safe bet. Mesmerizing scenery made accessible by chair lifts, mountaintop restaurants, snowcats and guided snowshoe tours will include everyone in the fun, so bring along whoever you please.


Kids can take lessons to learn the basics while the more experience skiers head out to reclaim their ski legs, and the more subdued among you can simply ride to the Sunspot Lodge, hang out in the village or find a place by the fire and watch the happy people come and go.


Diverse traveling groups are best accommodated in lodgings that allow for plenty of space, privacy and comfort. Sound like a tall order? Winter Park Vacation Rentals meet the task at hand; each condo, chalet and cabin creates a home-like atmosphere without demanding too much in return. Groups fit well into these lodging situations, so even if you have quite the colorful crew on your hands you shouldn’t worry about going without important amenities or the secure sense that everyone is having a good time.


Breathe easily as you prepare to gather everyone into a manageable herd and show them a good time here in the Winter Park Area. Looking forward to a vacation without hesitation is something to strive for, and this time around, it’s something well within reach.

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  1. Pristine Condo on the River with All the Modern Amenities — Property 150407

    Vacation Condo rental in Winter Park area
    • Condo
    • 3 bedrooms , sleeps 8
    • 2 bathrooms
    • river
    • accept credit card
    Rates (shown in USD)

  2. New Telemark Townhome (Downtown) - 3BR/2BA, Bus Route, Internet — Property 162157

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 3 bedrooms , sleeps 7
    • 2 bathrooms
    • downtown, mountain
    • accept credit card
    Rates (shown in USD)

  3. On Bus Route, Private Hot Tub, 3/3, Internet, Walk to Town — Property 171637

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 3 bedrooms , sleeps 8
    • 3 bathrooms
    • downtown, mountain
    • accept credit card
    Rates (shown in USD)

  4. Snowblaze Condo - Newly Remodeled - in Town — Property 201428

    Vacation Condo rental in Winter Park area
    • Condo
    • 3 bedrooms , sleeps 8
    • 3 bathrooms
    • mountain
    • accept credit card
    Rates (shown in USD)

  5. Beautiful well-kept townhome w/ private hot tub; Great location — Property 153131

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 3 bedrooms , sleeps 6
    • 3 bathrooms
    • mountain, village
    • washing machine
    Rates (shown in USD)

  6. Great Family Getaway--Downtown with Majestic Mountain Views — Property 188557

    Vacation Condo rental in Winter Park area
    • Condo
    • 3 bedrooms , sleeps 8
    • 3 bathrooms
    • downtown, mountain
    • accept credit card
    Rates (shown in USD)
    $1050 - $2625 per property per week

  7. New Luxury Townhome with the Best Views Winter Park has to offer — Property 147982

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 3 bedrooms , sleeps 8
    • 2 bathrooms
    • 1 half bathroom
    • mountain
    • accept credit card
    Rates (shown in USD)

  8. Brand New 3BR/3.5BA Townhome Located at Bear Crossing — Property 182591

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 3 bedrooms , sleeps 8
    • 3 bathrooms
    • 1 half bathroom
    • mountain, resort
    • accept credit card
    Rates (shown in USD)
    $2345 - $5565 per property per week

  9. Duplex on Bus Route, Private Hot Tub, in Town........... — Property 319186

    Vacation House rental in Winter Park area
    • House
    • 3 bedrooms , sleeps 8
    • 2 bathrooms
    • mountain, town
    • washing machine
    Rates (shown in USD)

  10. Mountain Condo Right on Creek — Property 308652

    Vacation Condo rental in Winter Park area
    • Condo
    • 3 bedrooms , sleeps 8
    • 3 bathrooms
    • mountain
    • accept credit card
    Rates (shown in USD)

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