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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. 'Base Camp' in Winter Park, 2BR Condo Accesses All Activities Year-Round — Property 139893

    Vacation Condo rental in Winter Park area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • mountain, town
    • sauna
    It's Snowing!!! Book in Nov to Save 20%
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $450 - $1650 per property per week

  2. 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

  3. Silverado II
    Nice, Remodeled Condo, King Bed, Pool, Hot Tubs, Great Holiday Rates! — Property 259416

    Vacation Condo rental in Winter Park area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • mountain, town
    • garden
    Rates (shown in USD)
    $450 - $1750 per property per week

  4. Home in Elk Run, 4 Bedroom, Hot Tub, Garage, Close to Town — Property 142989

    Vacation House rental in Winter Park area
    • House
    • 4 bedrooms , sleeps 12
    • 3 bathrooms
    • 1 half bathroom
    • mountain, town
    • internet access
    Rates (shown in USD)
    $1750 - $4200 per property per week

  5. Iron Horse H4108
    Deluxe Ski-in/Ski-Out, 2 Bedroom, Sleeps 9, Pool & Hot Tubs Iron Horse — Property 259458

    Vacation Condo rental in Winter Park area
    • Condo
    • 2 bedrooms , sleeps 9
    • 3 bathrooms
    • mountain, village
    • sauna
    Rates (shown in USD)
    $1050 - $3710 per property per week

  6. Immaculate Family Home on the Award Winning Pole Creek Golf Course — Property 319422

    Vacation House rental in Winter Park area
    • House
    • 5 bedrooms , sleeps 14
    • 4 bathrooms
    • 1 half bathroom
    • mountain, town
    • pets considered
    Rates (shown in USD)
    $2695 - $6300 per property per week

  7. EARLY SEASON SPECIAL - New 4 Bedroom, Private Hot Tub, in Town, Internet, — Property 172525

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 4 bedrooms , sleeps 10
    • 3 bathrooms
    • downtown, mountain
    • internet access
    Rates (shown in USD)
    $1225 - $4375 per property per week

  8. 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

  9. Hi Country Haus 1903 — Property 92844

    Vacation Condo rental in Winter Park area
    • Condo
    • 2 bedrooms , sleeps 6
    • 1 bathroom
    • 1 half bathroom
    • fireplace
    Rates (shown in USD)
    $735 - $1750 per condo per week

  10. New Lakota Townhome, Great Views, Private Hot Tub, Internet — Property 321105

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 4 bedrooms , sleeps 10
    • 3 bathrooms
    • 1 half bathroom
    • mountain, resort
    • internet access
    Rates (shown in USD)
    $1750 - $4375 per property per week

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