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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. Founders Pointe Luxury Condo
    New Ski-In/Out Luxury Condo In Resort Base Village With Amazing Views — Property 200486

    Vacation Condo rental in Winter Park area
    • Condo
    • 2 bedrooms , sleeps 8
    • 2 bathrooms
    • mountain, resort
    • garden
    Save 25% And The Cleaning Fee Is Waived
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1043 - $2193 per property per week

  2. Telemark Townhomes
    Riverfront Home with Mountain Views & private hot tub in downtown Winter Park — Property 225385

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 3 bedrooms , sleeps 8
    • 3 bathrooms
    • river, town
    • balcony
    Thanksgiving Early Ski Week Special
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1500 - $3500 per property per week

  3. Zephyr 2700 — Property 92858

    Vacation Condo rental in Winter Park area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • fireplace
    • Ski in/Ski out
    Rates (shown in USD)
    $910 - $3430 per condo per week

  4. Founder's Pointe 4345 — Property 7018108

    Vacation Condo rental in Winter Park area
    • Condo
    • studio , sleeps 4
    • 1 bathroom
    • Ski in/Ski out
    Rates (shown in USD)
    $805 - $2170 per condo per week

  5. Snowshoe House — Property 92877

    Vacation House rental in Winter Park area
    • House
    • 2 bedrooms , sleeps 8
    • 1 bathroom
    • 1 half bathroom
    • fireplace
    Rates (shown in USD)
    $875 - $2590 per house per week

  6. Winter Park Place 19 — Property 92841

    Vacation Condo rental in Winter Park area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • fireplace
    Rates (shown in USD)
    $910 - $2380 per condo per week

  7. Slopeside Lodge — Property 92868

    Vacation House rental in Winter Park area
    • House
    • 4 bedrooms , sleeps 10
    • 3 bathrooms
    • fireplace
    Rates (shown in USD)
    $2450 - $4725 per house per week

  8. New 'Lodge at Winter Glen' the Perfect Retreat at 2150 Sq.Ft. — Property 174512

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 3 bedrooms , sleeps 9
    • 3 bathrooms
    • 1 half bathroom
    • mountain
    • internet access
    Rates (shown in USD)
    $1650 - $3450 per property per week

  9. Sunnyside House
    Great Home for Families and Reunions -Still Available Thanksgiving — Property 117933

    Vacation House rental in Winter Park area
    • House
    • 7 bedrooms , sleeps 19
    • 3 bathrooms
    • mountain
    • garden
    Rates (shown in USD)
    $1800 - $3900 per property per week

  10. Early Bird Special, 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
    • internet access
    Rates (shown in USD)
    $875 - $2800 per property per week

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