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.

  • Next Page
Go to page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. 7
  8. 8
(1 - 10 of 77)

  1. Summer's Here! July 28-Aug 1 Available..Let's Make a Deal!! — Property 148441

    Vacation Condo rental in Winter Park area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • mountain, village
    • accept credit card
    Rates (shown in USD)
    $400 - $1960 per property per week

  2. 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
    • accept credit card
    Rates (shown in USD)

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

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 3 bedrooms , sleeps 9
    • 3 bathrooms
    • 1 half bathroom
    • mountain
    • accept credit card
    Rates (shown in USD)
    $800 - $3750 per property per week

  4. New 4 Bedroom, Private Hot Tub, in Town, Internet, Bus Route — Property 172525

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 4 bedrooms , sleeps 10
    • 3 bathrooms
    • downtown, mountain
    • accept credit card
    Rates (shown in USD)

  5. Winter Park Iron Horse Resort Lodging Ski In Ski Out Vacation Rental — Property 220471

    Vacation Condo rental in Winter Park area
    • Condo
    • 1 bedroom , sleeps 6
    • 1 bathroom
    • resort
    • swimming pool
    Rates (shown in USD)

  6. Spacious Downtown Condo — Property 319886

    Vacation Condo rental in Winter Park area
    • Condo
    • 2 bedrooms , sleeps 7
    • 2 bathrooms
    • mountain, town
    • swimming pool
    Rates (shown in USD)

  7. 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
    • washing machine
    Rates (shown in USD)

  8. Spacious town home with private hot tub and Internet — Property 153891

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • 1 half bathroom
    • mountain, resort
    • washing machine
    Rates (shown in USD)
    $875 - $2450 per property per week

  9. Pristine Condo on the River with All the Modern Amenities — Property 150407

    Vacation Condo rental in Winter Park area
    • Condo
    • 3 bedrooms , sleeps 8
    • 2 bathrooms
    • river
    • accept credit card
    Rates (shown in USD)

  10. 2 Bed, 2 Bath River Condo — Property 319184

    Vacation Condo rental in Winter Park area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • downtown, mountain
    • swimming pool
    Rates (shown in USD)

Refine Your Search

You refined by:
Winter Park remove
(remove all)
Find by availability dates:

Bedrooms

Sleeps

Baths

Lodging Type

Amenities

Leisure Activities

Suitability

  • Next Page
Go to page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. 7
  8. 8
(1 - 10 of 77)