Search for vacation rental homes in Winter Park Area

There’s Nothing Boring about Winter Park Area Rentals

Unless you’re actually planning to move here, your visit to the Winter Park Area will make for a classic case of so much to do, so little time. Whether you and your family prefer the summer or the winter, you’ll find yourselves constantly amazed by the vastness of the landscape and the array of possibilities that each vacation moment will hold.


Loads of powdery snow that doesn’t have to be scraped or shoveled away will lend a joyful mood to the air. Brush up on your skiing skills (there are lessons for anyone who needs them) and check out the excellent conditions for snowshoeing, snowboarding, ice skating and more. If you feel like taking it easy there’s a sleigh waiting to whisk you away (yes, of course there’s hot chocolate), and the town of Winter Park has plenty of restaurants and shops to warm you up in preparation for another round of outdoor excursions.


In the summer it’s the same story, just different conditions. White water rafting, horseback riding, hiking and biking are a few typical distractions to look forward to – not that they’ll feel mundane in any way. A regular day in Winter Park, Black Hawk or Fraser actually changes the definition of “regular” and will certainly spoil you for a while.


A cabin or condo providing stunning views and plenty of space for everyone to coexist comfortably will be the finishing touch to a successful trip. Be warned, however; securing one of the Winter Park vacation rentals waiting alluringly on the mountainside will only make it harder to go back to the real world.


Not that that should stop you from visiting one of Colorado’s most approachable destinations for families (or any group, really)…and you can always come back again soon.

  • Next Page
Go to page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. 7
  8. 8
  9. 9
  10. 10
(1 - 10 of 102)

  1. Beautiful Winter Park Home, 5 Bedrooms, Sleeps 18 — Property 157557

    Vacation House rental in Winter Park Area area
    • House
    • 5 bedrooms , sleeps 18
    • 3 bathrooms
    • mountain, rural
    • accept credit card
    Rates (shown in USD)
    $3000 per property per week

  2. State-of-the-Art, 5 Bedroom Home — Property 188626

    Vacation House rental in Winter Park area
    • House
    • 5 bedrooms , sleeps 12
    • 3 bathrooms
    • 1 half bathroom
    • mountain, resort
    • washing machine
    Rates (shown in USD)

  3. 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
    • washing machine
    Rates (shown in USD)

  4. 2 Bed, 2 Bath River Condo — Property 319184

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

  5. 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
    • mountain, river
    • accept credit card
    Rates (shown in USD)

  6. Private Home Luxury in the Pines — Property 212683

    Vacation House rental in Winter Park area
    • House
    • 4 bedrooms , sleeps 12
    • 3 bathrooms
    • mountain, town
    • swimming pool
    Rates (shown in USD)

  7. Luxury large ski home with spectacular mountain views at Winter Park — Property 149704

    Vacation House rental in Fraser area
    • House
    • 5 bedrooms , sleeps 16
    • 3 bathrooms
    • 1 half bathroom
    • mountain, resort
    • washing machine
    Rates (shown in USD)
    $2800 - $5950 per property per week

  8. 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 10
    • 3 bathrooms
    • 1 half bathroom
    • mountain
    • accept credit card
    Rates (shown in USD)
    $1925 - $4025 per property per week

  9. Beautiful Mountain Home - Luxury in Rustic Mountain setting — Property 152394

    Vacation House rental in Winter Park area
    • House
    • 4 bedrooms , sleeps 14
    • 3 bathrooms
    • mountain
    • accept credit card
    Rates (shown in USD)
    $1710 per property per week

  10. 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)

Refine Your Search

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

Regions

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
  9. 9
  10. 10
(1 - 10 of 102)