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
  9. 9
  10. 10
(1 - 10 of 188)

  1. Spiel Haus - Winter Park Luxury Home — Property 312397

    Vacation House rental in Winter Park area
    • House
    • 4 bedrooms , sleeps 16
    • 4 bathrooms
    • lake, mountain
    • washing machine
    Christmas Open!! Book 4 nights, 5th Free
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $2100 - $5250 per property per week

  2. Base Area Location. 5 Minute Walk to Lifts ADA Compliant — Property 205610

    Vacation Condo rental in Winter Park area
    • Condo
    • 3 bedrooms , sleeps 6
    • 2 bathrooms
    • mountain, resort
    • accept credit card
    50% Discounted Lift Tickets Available
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1225 - $3045 per property per week

  3. New Luxury Ski-In/Out Condo In Resort Base Village With Amazing Views — Property 200486

    Vacation Condo rental in Winter Park 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 - $1875 per property per week

  4. 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
    • accept credit card
    Rates (shown in USD)
    $1650 - $3450 per property per week

  5. Remodeled Mtn. Getaway Minutes from Winter Park Skiing! — Property 146337

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • mountain, river
    • swimming pool
    Rates (shown in USD)
    $1050 per property per week

  6. On Bus Route, Private Hot Tub, 3/3, Internet, Walk to Town — Property 171637

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 3 bedrooms , sleeps 8
    • 3 bathrooms
    • downtown, mountain
    • accept credit card
    Rates (shown in USD)

  7. Spacious Luxury Townhome - Base Area Location - Sleeps 10 — Property 213796

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 3 bedrooms , sleeps 10
    • 3 bathrooms
    • mountain
    • air-conditioning
    Rates (shown in USD)

  8. 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
    • mountain, resort
    • swimming pool
    Rates (shown in USD)

  9. New Luxury Townhome with the Best Views Winter Park has to offer — Property 147982

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 3 bedrooms , sleeps 8
    • 2 bathrooms
    • 1 half bathroom
    • mountain
    • accept credit card
    Rates (shown in USD)

  10. 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 - $4550 per property per week

Refine Your Search

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

Bedrooms

Sleeps

Baths

Lodging Type

Amenities

Leisure Activities

Suitability

Other

  • 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 188)