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Winter Park Vacation Rentals(24)

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  • Viewed

Beautiful Mountain Home - Luxury in a rustic mountain setting; sleeps 12-14

4 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 14
    1. Winter Park Area >
    2. Winter Park House
    Sleeps 12 to 14 people comfortably.
    21 Reviews
    #152394

    $250 - $625 night
    $1,500 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed

    Classic Log Home, 4 Master Suites, Sleeps 12

    4 Bedrooms,
  • 4 Bathrooms
  • , 1 Half Bath
    • , Sleeps 13
    1. Winter Park Area >
    2. Winter Park House
    #221925

    No rental rates available - please contact the owner
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed

    Skytop, Winter Park's Finest Luxury Rental!

    6 Bedrooms,
  • 5 Bathrooms
  • , 1 Half Bath
    • , Sleeps 17
    1. Winter Park Area >
    2. Winter Park Lodge
    Adjoining is their own bedroom wing with a queen bedroom, bunk room that sleeps 5 and full bath.
    12 Reviews
    #923910

    $650 - $1,000 night
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed

    PINES INN

    9 Bedrooms,
  • 9 Bathrooms
    • , Sleeps 30
    1. Winter Park Area >
    2. Winter Park House
    SLEEPS 34.
    #88534h

    $499 - $1,199 night
    • Viewed

    Discount Lift Coupons - Lowered Rates - New Luxury Estate - Close to Base

    5 Bedrooms,
  • 5 Bathrooms
  • , 1 Half Bath
    • , Sleeps 18
    1. Winter Park Area >
    2. Winter Park House
    16 Reviews
    #180298

    $600 - $800 night
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed

    IN3D at Dreamcatcher Five Bedroom Home

    5 Bedrooms,
  • 5 Bathrooms
    • , Sleeps 13
    1. Winter Park Area >
    2. Winter Park House
    #7124645h

    $675 - $1,400 night
    • Viewed

    Streamside Beauty! Privacy, Luxury Surrounded by National Forest. Great reviews!

    4 Bedrooms,
  • 2 Bathrooms
  • , 1 Half Bath
    • , Sleeps 14
    1. Winter Park Area >
    2. Winter Park House
    20 Reviews
    #243784

    $300 - $600 night
    $2,100 - $4,200 week
    • Viewed

    Upscale Ski-In/Ski-Out Townhome w/ a view of Jane Creek, Book at Least 3 Nights This Summer, Save $4

    4 Bedrooms,
  • 4 Bathrooms
  • , 1 Half Bath
    • , Sleeps 14
    1. Winter Park Area >
    2. Winter Park Condo
    Sleeps up to 14 people.
    #92846h

    No rental rates available - please contact the owner
    • Viewed

    A Rocky Mountain Dream Getaway, Perfect for Large Groups

    4 Bedrooms,
  • 5 Bathrooms
    • , Sleeps 15
    1. Winter Park Area >
    2. Winter Park House
    Able to sleep up to 15 people.
    #92862h

    No rental rates available - please contact the owner
    • Viewed

    Round House - Luxury Custom Home with Views, 7 Miles to Winter Park, 5 bedrooms

    5 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 18
    1. Winter Park Area >
    2. Winter Park House
    We sleep all 18 almost entirely on Beds no futons.
    7 Reviews
    #159894

    $300 - $750 night
    $1,800 - $5,000 week
    $3,000 - $6,000 month
    • Viewed

    Dreamcatcher South 190 Five Bedroom

    5 Bedrooms,
  • 5 Bathrooms
    • , Sleeps 13
    1. Winter Park Area >
    2. Winter Park House
    #7124643h

    $675 - $1,400 night
    • Viewed

    The Vacation Home of your Dreams, located in downtown Winter Park.

    4 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 16
    1. Winter Park Area >
    2. Winter Park Cabin
    Sleeps 16.
    #7076444h

    No rental rates available - please contact the owner
    • Viewed

    Amazing location on Jane Ski Trail at WP Resort, Book a Summer Stay & Save $400!

    4 Bedrooms,
  • 4 Bathrooms
  • , 1 Half Bath
    • , Sleeps 14
    1. Winter Park Area >
    2. Winter Park Condo
    This townhome comfortably sleeps 14 people.
    #7075849h

    No rental rates available - please contact the owner
    • Viewed

    Beautiful Townhome in Winter Park, just minutes from the slopes!

    4 Bedrooms,
  • 4 Bathrooms
  • , 1 Half Bath
    • , Sleeps 13
    1. Winter Park Area >
    2. Winter Park Condo
    Sleeps up to 13 guests.
    #7032276h

    No rental rates available - please contact the owner
    • Viewed

    Sleeps 19+/Outdoor Hot Tub-Large Home for Groups-Spring Break Discount!

    7 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 19
    1. Winter Park Area >
    2. Winter Park House
    3 Reviews
    #117933

    $300 - $375 night
    $1,800 - $2,250 week
    • Viewed

    Leland Creek Five Bedroom Home

    5 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 14
    1. Winter Park Area >
    2. Winter Park House
    #7124652h

    $450 - $1,400 night
    • Viewed

    Whispering Pines Four Bedroom Plus Loft Home

    4 Bedrooms,
  • 5 Bathrooms
    • , Sleeps 16
    1. Winter Park Area >
    2. Winter Park House
    #7124669h

    $450 - $1,400 night
    • Viewed

    Beautiful large mountain home, close to everything downtown Winter Park has to offer.

    5 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 14
    1. Winter Park Area >
    2. Winter Park Villa
    Sleeps up to 12 guests.
    #7120693h

    No rental rates available - please contact the owner
    • Viewed

    Immaculate Family Home on the Award Winning Pole Creek Golf Course

    5 Bedrooms,
  • 4 Bathrooms
  • , 1 Half Bath
    • , Sleeps 14
    1. Winter Park Area >
    2. Winter Park House
    The home comfortably sleeps 14 people.
    #319422

    $325 - $385 night
    • Viewed

    *Completely Remodeled House in Downtown Winter Park on Vasquez Creek*

    8 Bedrooms,
  • 8 Bathrooms
  • , 1 Half Bath
    • , Sleeps 25
    1. Winter Park Area >
    2. Winter Park House
    #977888

    $800 - $1,500 night
    • Viewed

    Colorado Ski Country Mountain Retreat

    5 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 15
    1. Winter Park Area >
    2. Winter Park House
    3 Reviews
    #100493

    $295 - $490 night
    $1,770 - $2,940 week
    • Viewed

    Luxurious penthouse condo, jaw dropping views of the slopes, great for large groups. Sleeps 15!

    5 Bedrooms,
  • 5 Bathrooms
    • , Sleeps 15
    1. Winter Park Area >
    2. Winter Park Condo
    Sleeps up to 15 people.
    #7131786h

    No rental rates available - please contact the owner
    • Viewed

    BRAND NEW Private Hot Tub-Luxury Unit-Walk to Base-Spectacular Views!

    4 Bedrooms,
  • 3 Bathrooms
  • , 1 Half Bath
    • , Sleeps 13
    1. Winter Park Area >
    2. Winter Park Townhome
    • Sleeps 10-13 • Gorgeous finishes including Granite Counter Tops, Stainless Steel Appliances • ...
    #192927

    No rental rates available - please contact the owner
    • Viewed

    Exclusive Ski in Ski Out in a Gated Community at Mary Jane

    6 Bedrooms,
  • 5 Bathrooms
  • , 1 Half Bath
    • , Sleeps 20
    1. Winter Park Area >
    2. Winter Park House
    3 Reviews
    #209234

    No rental rates available - please contact the owner
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