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.

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  1. New Luxury Ski-in/Ski-Out Condo in Resort Village, Amazing Views — Property 200486

    Vacation Condo rental in Winter Park Area area
    • Condo
    • 2 bedrooms , sleeps 8
    • 2 bathrooms
    • mountain, resort
    • accept credit card
    25% Off For Weekly Rentals
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1313 - $2240 per property per week

  2. SPECIAL: Book Early by Oct 31 for Your Best Ski Season Price!! — Property 148441

    Vacation Condo rental in Winter Park Area area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • mountain, village
    • accept credit card
    Rates (shown in USD)
    $400 - $2023 per property per week

  3. Mountain Retreat w/ Private Sauna, Sleeps 8, 3 Full Baths! View of Byers Peak! — Property 166155

    Vacation Condo rental in Fraser area
    • Condo
    • 2 bedrooms , sleeps 8
    • 3 bathrooms
    • mountain, resort
    • washing machine
    Rates (shown in USD)
    $910 - $2450 per property per week

  4. Top End Unit, Updated, Pool, Hot Tubs, Sauna, Internet................ — Property 319180

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

  5. 'Base Camp' in Winter Park, 2BR Condo Accesses All Activities Year-Round — Property 139893

    Vacation Condo rental in Winter Park area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • mountain, town
    • accept credit card
    Rates (shown in USD)
    $450 - $1650 per property per week

  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. Serenity of the Pines — Property 208661

    Vacation Condo rental in Winter Park area
    • Condo
    • 3 bedrooms , sleeps 7
    • 1 bathroom
    • 1 half bathroom
    • downtown, mountain
    • accept credit card
    Rates (shown in USD)

  8. Backs to National Forest and Two Minutes From Downtown — Property 150479

    Vacation Condo rental in Winter Park area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 half bathroom
    • washing machine
    • internet access
    Rates (shown in USD)
    $570 - $1320 per property per week

  9. 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
    • mountain, town
    • washing machine
    Rates (shown in USD)
    $1750 - $4025 per property per week

  10. Duplex on Bus Route, Private Hot Tub, in Town........... — Property 319186

    Vacation House rental in Winter Park area
    • House
    • 3 bedrooms , sleeps 8
    • 2 bathrooms
    • mountain, town
    • washing machine
    Rates (shown in USD)

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