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Save in Winter Park!

Vacations should be anything but ordinary and most of your experience depends on where you stay. Homes, condos, and vacation rentals are the perfect choice for experiencing your mountain getaway as it was meant to be. Browse available vacation rentals online or call one of our Local Destination Experts for personalized travel advice.

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Total Results: 19091

  • Shuttle to Slopes
Beaver Village Condominiums - 2BR Condo #1624
Beaver Village Condominiums
2BR Condo #1624
2 Full Baths
Downtown Winter Park, Winter Park, Colorado
From $160 USD per night
  • Ski-in/Ski-out
  • Luxury
Viceroy Snowmass - Studio King
Viceroy Snowmass
Studio King
1 Full Bath
Upper Village, Snowmass Village, Colorado
From $225 USD per night
  • Ski-in/Ski-out
  • Luxury
Viceroy Snowmass - 1BR Residence (1BR Condo)
Viceroy Snowmass
1BR Residence (1BR Condo)
1 Full Bath
Upper Village, Snowmass Village, Colorado
From $450 USD per night
  • Beach Front
Hale Ohana Kauai - 5BR Home
Hale Ohana Kauai
5BR Home
5 Full & 1 Half Baths
Poipu, Kauai
From $1,071 USD per night
  • Ski-in/Ski-out
  • Luxury
Grand Lodge On Peak 7 - Suite Residence  (Suite) King
Grand Lodge On Peak 7
Suite Residence (Suite) King
1 Full Bath
Peak 7, Breckenridge, Colorado
From $194 USD per night
  • Ocean Front
  • Luxury
Paradisio Ho'o Kumu - 5BR Home + Private Pool + Private Hot Tub
Paradisio Ho'o Kumu
5BR Home
6 Full Baths
Poipu, Kauai
From $1,500 USD per night
  • Slopeside
Sawmill Creek Condo - 2BR Condo #302
Sawmill Creek Condo
2BR Condo #302
2 Full Baths
Park Ave, Breckenridge, Colorado
From $250 USD per night
  • Walk to Slopes
The Grand Lodge Crested Butte Hotel and Suites - Standard Hotel Room King
The Grand Lodge Crested Butte Hotel and Suites
Standard Hotel Room King
1 Full Bath
Mt. Crested Butte, Crested Butte, Colorado
From $109 USD per night
  • Walk to Slopes
  • Pool View
Bear Lodge - 3BR Condo Platinum Pool View + Private Hot Tub #6110
Bear Lodge
3BR Condo Platinum #6110
3 Full Baths
Trappers Crossing, Steamboat Springs, Colorado
From $363 USD per night
  • Shuttle to Slopes
  • Mountain View
Best Western Alpenglo Lodge - Hotel Room Mountain View + Microfridge 1 King
Best Western Alpenglo Lodge
Hotel Room 1 King
1 Full Bath
Downtown Winter Park, Winter Park, Colorado
From $108 USD per night

We pride ourselves on offering the best options for Vacation Rentals in destinations through out North America & more. Call us if you have more questions or if there was not a property that caught your eye.

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