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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. 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

  4. Brand New First Floor Condo in the Heart of Winter Park, Internet, Garage....... — Property 170872

    Vacation Condo rental in Winter Park area
    • Condo
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • downtown, mountain
    • internet access
    Rates (shown in USD)
    $630 - $1386 per property per week

  5. High Seasons Condo in the heart of downtown Winter Park, CO — Property 127334

    Vacation Condo rental in Winter Park area
    • Condo
    • 1 bedroom , sleeps 6
    • 1 bathroom
    • mountain, town
    • balcony
    Rates (shown in USD)
    $396 - $799 per property per week

  6. Telemark 572 — Property 92837

    Vacation Condo rental in Winter Park area
    • Condo
    • 3 bedrooms , sleeps 9
    • 2 bathrooms
    • fireplace
    Rates (shown in USD)
    $1540 - $4480 per condo per week

  7. Specious Townhouse with New Private Spa special rates 12/20-27 — Property 103300

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 2 bedrooms , sleeps 7
    • 2 bathrooms
    • mountain, resort
    • jacuzzi
    Rates (shown in USD)
    $1225 - $2275 per property per week

  8. Carabou Mountain Retreat
    Beautiful Mountain Home - Luxury in a Rustic Mountain Setting — Property 152394

    Vacation House rental in Winter Park area
    • House
    • 4 bedrooms , sleeps 14
    • 3 bathrooms
    • mountain
    • balcony
    Rates (shown in USD)
    $1750 - $4200 per property per week

  9. Walk to it All in our Huge, Luxury Townhome - Private Hot Tub! — Property 210199

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 4 bedrooms , sleeps 12
    • 4 bathrooms
    • 1 half bathroom
    • downtown, mountain
    • balcony
    Rates (shown in USD)
    $1925 - $4200 per property per week

  10. Spiel Haus - Winter Park Luxury Ski Home — Property 312397

    Vacation House rental in Winter Park area
    • House
    • 4 bedrooms , sleeps 16
    • 4 bathrooms
    • lake, mountain
    • balcony
    Rates (shown in USD)
    $2100 - $4165 per property per week

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