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Winter Park Vacation Rentals

247 Winter Park Vacation Rentals were found matching your criteria.


$115 - $290 /night
$805 - $2030 /week
1 Bedroom / 1 Bathroom Condominium

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Winter Park, Colorado, United States


$123 - $999 /night
$861 - $6993 /week
1 Bedroom / 1 Bathroom Condominium

Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: Winter Park, Colorado, United States


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1 Bedroom 1 Bathroom

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Winter Park, Colorado, United States


1 bedroom Vacation Rental Condo in Winter Park - Ski-in/Ski-out
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1 Bedroom 1 Bathroom

Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: Winter Park, Colorado, United States


$60 - $395 /night
$420 - $2765 /week
1 BR ski-in/ski-out condo with king bed @ Zephyr Mountain...

  21 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Winter Park, Colorado, United States


$125 - $395 /night
$875 - $2765 /week
2 Bed 2 Bath with great views 1/2 mile from base area. Sl...

  6 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: Winter Park, Colorado, United States


$95 - $295 /night
$665 - $2065 /week
2 Bed/ 2 Bath, Sleeps 6 - 8, 1 Block to Wp Restaurants & ...

  10 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Winter Park, Colorado, United States


$105 - $645 /night
$735 - $4515 /week
2 bed/2 bath condo at Fraser Crossing! Great slopeside an...

  33 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Winter Park, Colorado, United States


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2 Bedroom / 2 Bathroom

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Winter Park, Colorado, United States


$135 - $370 /night
$945 - $2590 /week
2 Bedroom / 2 Bathroom Condominium

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Winter Park, Colorado, United States


$163 - $999 /night
$1141 - $6993 /week
2 Bedroom / 2 Bathroom Condominium

Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Winter Park, Colorado, United States


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2 bedroom 1 bathroom

Condo: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Winter Park, Colorado, United States


2 bedroom Vacation Rental Condo in Winter Park - Ski-in/Ski-out
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2 Bedroom 2 Bathroom

Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Winter Park, Colorado, United States


2 bedroom Vacation Rental Condo in Winter Park - Ski-in/Ski-out
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Directly For Rates
2 Bedroom 3 Bathroom

Condo: 2 Bedroom, 3 Bathroom, Sleeps 10
Location: Winter Park, Colorado, United States


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Directly For Rates
3 bedroom 3 bathroom

Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Winter Park, Colorado, United States


$295 - $995 /night
$2450 - $6965 /week
4 Bed 3 Bath Luxury Trademark Home - 1/4 mile from the sl...

  26 reviews   Add to Favorites

Condo: 4 Bedroom, 3 Bathroom, Sleeps 11
Location: Winter Park, Colorado, United States


$275 - $795 /night
$2065 - $5565 /week
4 bed 3.5 bath Lakota home with hot tub 1/2 mile from Win...

  13 reviews   Add to Favorites

Condo: 4 Bedroom, 3.5 Bathroom, Sleeps 13
Location: Winter Park, Colorado, United States


4 bedroom Vacation Rental Condo in Winter Park
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4 Bedrooms 4.5 Bathrooms

Condo: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Winter Park, Colorado, United States


$75 - $395 /night
$525 - $2765 /week
A very nice one bedroom at the Iron Horse Resort. Sleeps 6

  5 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: Winter Park, Colorado, United States


$226 - $751 /night
$1582 - $5257 /week
Antlers At Lakota #102

Home: 3 Bedroom, 2.5 Bathroom, Sleeps 9
Location: Winter Park, Colorado, United States


$290 - $580 /night
$2030 - $4060 /week
Antlers At Lakota 103

Home: 3 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Winter Park, Colorado, United States


$345 - $710 /night
$2415 - $4970 /week
Antlers At Lakota 406

Home: 3 Bedroom, 2.5 Bathroom, Sleeps 9
Location: Winter Park, Colorado, United States


$150 - $595 /night
$1050 - $4165 /week
Beautiful 3 bed / 3.5 bath @ Sawmill Station (located in ...

  14 reviews   Add to Favorites

Condo: 3 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Winter Park, Colorado, United States


$175 - $350 /night
$1225 - $1925 /week
Beautiful 3 Bedroom 2.5 bath Lakota Town home sleeps 8.

  2 reviews   Add to Favorites

Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: Winter Park, Colorado, United States


$115 - $645 /night
$805 - $4515 /week
Beautiful modern 2 BR condo at the base (sleeps 8)! Pool ...

  42 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Winter Park, Colorado, United States


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