Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Founders Pointe 4541: Best views in Founders Pointe, plus...

Winter Park
Description: New luxurious condo is located at the very front of the new complex with phenomenal vie...
Condo 2 / 2 / 8

$199 - $721
Per Night

$1393 - $5047
Per Week

Winter Park Place 5: You'll love the great location this ...

Winter Park
Stay away from it all but only 1/3 of a mile from the base area and main lifts at Winter Park Resort...
Condo 1 / 1 / 4

$85 - $264
Per Night

$595 - $1848
Per Week

Walk to the slopes from this Founders Point two BR with A...

Winter Park
Walk to the slopes from this Founders Point two BR with Awesome views!! This top-floor unit with ca...
Condo 2 / 2 / 6

*
Online booking available

$100 - $550
Per Night

$700 - $3850
Per Week

Large and spacious 4 BR. Backs to forest land. Sleeps 9!!!

Winter Park
Large and spacious 4 bedroom. Backs to forest land. Sleeps 9!!! Room enough to sleep 2 more in th...
Home 4 / 4 / 10

*
Online booking available

$200 - $595
Per Night

$1400 - $4165
Per Week

Fraser Crossing 3517: Fantastic location at the base of W...

Winter Park
Description: Located in the Winter Park Resort Village, you’ll love the convenience of this condo! Y...
Condo 1 / 1 / 4

$95 - $435
Per Night

$665 - $3045
Per Week

Ski in Ski Out One Bedroom at Zephyr Mountain Lodge

Winter Park
This is a one bedroom unit with awesome views overlooking the base area. Only steps away from the el...
Condo 1 / 1 / 4

*
Online booking available

$60 - $325
Per Night

$420 - $2275
Per Week

True luxury loft just 1/3 mile from WP resort base!

Winter Park
Located in quiet Old Town, you'll be amazed from the second you walk in the door. This custom built ...
Condo 3 / 2 / 8

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Owner
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For Rates

Red Quill 303: Enjoy this beautiful and spacious three BR...

Winter Park
Description: Beautiful three bedroom townhome, in the heart of downtown Winter Park and only two mil...
Condo 3 / 4 / 8

$179 - $699
Per Night

$1253 - $4893
Per Week

Iron Horse Resort 2054

Winter Park
Studio vacation condo at the Iron Horse Resort, just steps from the Winter Park ski area. A 455 squa...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Hi Country Haus 1909: Great downtown location with swimmi...

Winter Park
Description: Located in the center of downtown Winter Park, you’re just a short 100 yard walk to res...
Condo 2 / 2 / 6

$102 - $396
Per Night

$714 - $2772
Per Week

Zephyr 2419: Total convenience & comfort in the heart of ...

Winter Park
Description: This stunning condo has vaulted ceilings throughout, skylights in the bedroom, plus it'...
Condo 1 / 1 / 4

$100 - $468
Per Night

$700 - $3276
Per Week

Iron Horse Resort 3044

Winter Park
Studio vacation condo at the Iron Horse, just steps from the Winter Park ski area. A 455 square foot...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Zephyr 1215: Only TRUE ski in/ski out in Winter Park; ste...

Winter Park
Description: Stay here, and be spoiled by the luxury of skiing from your private back porch straight...
Condo 1 / 1 / 4

$100 - $468
Per Night

$700 - $3276
Per Week

Lakota 307: Stay in luxurious comfort near the slopes in ...

Winter Park
You won't want to leave this three bedroom town home with unobstructed slope views in the coveted La...
Condo 3 / 3 / 10

$217 - $853
Per Night

$1519 - $5971
Per Week

Founder's Pointe 4447

Winter Park
This newly built, contemporary vacation rental property is located near The Village of Winter Park R...
Condo 1 / 1 / 4

*
Online booking available

$115 - $288
Per Night

$805 - $2013
Per Week

Founders Pointe 4340: Spacious 2 BR Founders Point condo,...

Winter Park
Description: This fabulous lodge is located just 2 minutes from the chairlifts! Enjoy a huge outdoor...
Condo 2 / 2 / 8

$225 - $798
Per Night

$1575 - $5586
Per Week

Ski in Ski out Zephyr Slopeside Bldg w/views. 2 BR sleeps...

Winter Park
Ski in Ski out Zephyr Slopeside Bldg w/views. 2 BR sleeps 10!!! This unit is 40 ft to the elevator....
Condo 2 / 2 / 10

*
Online booking available

$110 - $600
Per Night

$770 - $4725
Per Week

Ski in Ski out Riverside building three BR at the Zephyr ...

Winter Park
Ski in Ski out Riverside building three BR at the Zephyr Mountain Lodge. This spacious 3 bedroom 3 ...
Condo 3 / 3 / 8

*
Online booking available

$200 - $995
Per Night

$1400 - $6965
Per Week

Fully Remodeled Ski in Ski out Studio at the full service...

Winter Park
Fully Remodeled Ski in Ski out Studio at the full service Iron Horse Resort. This studio underwent ...
Condo 0 / 1 / 4

*
Online booking available

$50 - $245
Per Night

$350 - $1715
Per Week

Lakota 200: Rocky Mountain Dream Home, Minutes from Winte...

Winter Park
Description: This huge beautiful home is conveniently located just minutes from the Winter Park Reso...
Condo 5 / 4 / 12

$263 - $1029
Per Night

$1841 - $7203
Per Week

Newly built, high end one BR with garage in the heart of ...

Winter Park
Newly built, high end one BR with garage in the heart of Winter Park!!!! Newly built, high end one ...
Condo 1 / 1 / 4

*
Online booking available

$75 - $295
Per Night

$525 - $2065
Per Week

Snowblaze Condominiums C14

Winter Park
This 2 bedroom, 2 bathroom condo rental is located at SnowBlaze in downtown Winter Park, Colorado. T...
Condo 2 / 2 / 7

*
Online booking available

$99 - $248
Per Night

$693 - $1733
Per Week

Red Quill 509: Relax in elegant comfort in this modern Do...

Winter Park
Description: You’ll love your stay in this gorgeous end unit, conveniently located in the heart of d...
Condo 4 / 4 / 10

$295 - $908
Per Night

$2065 - $6356
Per Week

Zephyr 2700: This top floor Zephyr condo offers sophistic...

Winter Park
Description: You’ll love this convenient ski in/ski out condo with a full kitchen, gas fireplace and...
Condo 2 / 2 / 7

$200 - $798
Per Night

$1400 - $5586
Per Week

Fraser Crossing 3301: Modern, two BR Fraser Crossing cond...

Winter Park
Description: Brand-new ski-in/ski-out condo offers a fabulous view of the slopes, classic mountain d...
Condo 2 / 2 / 6

$199 - $721
Per Night

$1393 - $5047
Per Week

 

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