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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.

  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. Silverado II Condominium
    Fabulous Ski Condo: Special Nov 29-Dec 16 only $99/night!!....Lets Make a Deal! — Property 148441

    Vacation Condo rental in Winter Park area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • mountain, village
    • sauna
    Rates (shown in USD)
    $553 - $1743 per property per week
  4. 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
  5. Beaver Village Condominiums
    In Town Ski Condo with Hot Tubs, Free Shuttle, Internet — Property 160192

    Vacation Condo rental in Winter Park area
    • Condo
    • 2 bedrooms , sleeps 8
    • 2 bathrooms
    • mountain, resort
    • pool
    Rates (shown in USD)
    $495 - $1800 per property per week
  6. Fraser Crossing 3301 — Property 7023676

    Vacation Condo rental in Winter Park area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • Ski in/Ski out
    Rates (shown in USD)
    $840 - $3080 per condo per week
  7. Founder's Pointe 4341 — Property 7017358

    Vacation Condo rental in Winter Park area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • Ski in/Ski out
    Rates (shown in USD)
    $840 - $3080 per condo per week
  8. Founder's Pointe 4466 — Property 7017363

    Vacation Condo rental in Winter Park area
    • Condo
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • Ski in/Ski out
    Rates (shown in USD)
    $840 - $2275 per condo per week
  9. SKY TOP — Property 7028404

    Vacation House rental in Winter Park area
    • House
    • 6 bedrooms , sleeps 15
    • 6 bathrooms
    • adventure
    • clothes dryer
    Rates (shown in USD)
  10. 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

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