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. Winter Park Resort Base Area Location, ADA Compliant, Heated Rooftop Deck — Property 206499

    Vacation Condo rental in Winter Park area
    • Condo
    • 3 bedrooms , sleeps 14
    • 3 bathrooms
    • mountain, resort
    • accept credit card
    Extra 10% discount for 3 or more nights
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $2450 - $4725 per property per week

  2. 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)

  3. 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)

  4. Bright, Warm, Inviting Townhome - Private Hot Tub, Child Friendly — Property 144899

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 3 bedrooms , sleeps 9
    • 3 bathrooms
    • downtown, mountain
    • accept credit card
    Rates (shown in USD)
    $875 - $2870 per property per week

  5. 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

  6. Gorgeous New Townhome in Winter Park Next to Ski Shuttle Stop! — Property 182481

    Vacation rental in Winter Park area
    • 3 bedrooms , sleeps 9
    • 3 bathrooms
    • 1 half bathroom
    • mountain, resort
    • accept credit card
    Rates (shown in USD)
    $1225 - $1925 per property per week

  7. Luxury Home with views! Meadowridge health club facilities included! — Property 321289

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 3 bedrooms , sleeps 8
    • 3 bathrooms
    • 1 half bathroom
    • mountain, town
    • accept credit card
    Rates (shown in USD)
    $1170 - $3045 per property per week

  8. This splendid European lodge-style house can sleep 16 people — Property 167804

    Vacation House rental in Winter Park area
    • House
    • 3 bedrooms , sleeps 16
    • 4 bathrooms
    • 1 half bathroom
    • mountain
    • accept credit card
    Rates (shown in USD)

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