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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. 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
    • internet access
    Rates (shown in USD)
    $1050 - $2975 per property per week

  2. Trailhead Lodges
    Brand New Spacious Winter Park Condo In the Heart of Downtown!!!! — Property 227149

    Vacation Condo rental in Winter Park area
    • Condo
    • 3 bedrooms , sleeps 10
    • 3 bathrooms
    • mountain, resort
    • fitness room
    Rates (shown in USD)
    $1575 - $3150 per property per week

  3. 3 bedroom Townhome
    Wonderful Spacious Townhome, Private Hot Tub, on Shuttle Route, Free Internet — Property 144899

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 3 bedrooms , sleeps 9
    • 3 bathrooms
    • downtown, mountain
    • internet access
    Rates (shown in USD)
    $840 - $2765 per property per week

  4. Sawmill Station 300 — Property 7030037

    Vacation Condo rental in Winter Park area
    • Condo
    • 3 bedrooms , sleeps 6
    • 3 bathrooms
    Rates (shown in USD)
    $1540 - $4480 per condo per week

  5. Bear Crossing, 3 Bedroom, 3.5 Bath, Stunning Townhome! — Property 207666

    Vacation Condo rental in Winter Park area
    • Condo
    • 3 bedrooms , sleeps 6
    • 3 bathrooms
    • 1 half bathroom
    • downtown, mountain
    • jacuzzi
    Rates (shown in USD)
    $1750 - $4550 per property per week

  6. Gorgeous New Mountain Home, Private Hot Tub, Huge Kitchen, Heated Garage in the — Property 319187

    Vacation House rental in Winter Park area
    • House
    • 3 bedrooms , sleeps 10
    • 2 bathrooms
    • 1 half bathroom
    • mountain, resort
    • satellite or cable
    Rates (shown in USD)
    $1400 - $3850 per property per week

  7. Beautiful Townhome - Private Hot Tub - Free High Speed Internet! — Property 144528

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 3 bedrooms , sleeps 10
    • 3 bathrooms
    • 1 half bathroom
    • mountain, town
    • balcony
    Rates (shown in USD)
    $1050 - $3780 per property per week

  8. Downtown Winter Park Townhome
    3 Bedroom Downtown Winter Park Townhome w/ HOT TUB — Property 200095

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 3 bedrooms , sleeps 7
    • 3 bathrooms
    • 1 half bathroom
    • mountain, resort
    • tennis court
    Rates (shown in USD)
    $875 - $3750 per property per week

  9. Sawmill Station 104 — Property 7017267

    Vacation Condo rental in Winter Park area
    • Condo
    • 3 bedrooms , sleeps 10
    • 3 bathrooms
    • 1 half bathroom
    Rates (shown in USD)
    $1540 - $4480 per condo per week

  10. 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

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