Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

Iron Horse Resort 3094

Winter Park
Extremely spacious vacation condo at the Iron Horse Resort, just steps from the Winter Park ski area...
Condo 2 / 2 / 8

*
Online booking available

$155 - $398
Per Night

$1085 - $2783
Per Week

Two Bedroom Condo

Winter Park
Two Bedroom Condo Unit Description: This unit offers all the amenities of home with convenient acce...
Condo 2 / 2 / 8

*
Online booking available

$158 - $403
Per Night

$1106 - $2821
Per Week

Trademark 62: Spacious Old Town townhome with unbeatable ...

Winter Park
Description: Picture windows offer unbeatable views of the divide and ski slopes in this spacious to...
Condo 4 / 4 / 10

$231 - $908
Per Night

$1617 - $6356
Per Week

Timber Lake Way 491

Winter Park
This luxurious 3 level rental townhome is located 1.5 miles from downtown Winter Park, Colorado. Thi...
Home 3 / 4 / 6

*
Online booking available

$125 - $373
Per Night

$875 - $2608
Per Week

Base Camp 472: Live your vacation dream in this large, lu...

Winter Park
Description: True mountain elegance is this beautifully isolated ski-in/ski-out condo backed up in t...
Condo 4 / 5 / 11

$382 - $1540
Per Night

$2674 - $10780
Per Week

Base Camp 450: Beautiful Base Camp Home Right Below The T...

Winter Park
Description: Live like the kings of elegance and style in this 3-story townhome, and enjoy the three...
Condo 4 / 5 / 13

$361 - $1485
Per Night

$2527 - $10395
Per Week

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

Ski in Ski out Studio at the full service Iron Horse Resort.

Winter Park
This fouth floor unit has great peaceful views from the balcony. You can watch skiers make their wa...
Condo 0 / 1 / 4

*
Online booking available

$50 - $225
Per Night

$350 - $1575
Per Week

Hi Country Haus Bldg 15#13

Winter Park
BEDS: King in Master, Two Twin Beds in Second Bedroom and Queen Sleeper Sofa in the Living Room; UNI...
Condo 2 / 1 / 6

*
Online booking available

$89 - $223
Per Night

$623 - $1558
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 basearea. Only steps away from the ele...
Condo 1 / 1 / 4

*
Online booking available

$60 - $325
Per Night

$420 - $2275
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 3307: Modern one BR condo at Winter Park ...

Winter Park
Description: This brand new one bedroom condo is top notch; with all new furnishings and bedding, a ...
Condo 1 / 1 / 4

$100 - $468
Per Night

$700 - $3276
Per Week

Zephyr 2215: Fabulous location & decor in this updated Sk...

Winter Park
Description: This one bedroom condo has some of the best views of both the slopes and base village a...
Condo 1 / 1 / 4

$100 - $468
Per Night

$700 - $3276
Per Week

Walk to the slopes from this Founders Point one bedroom.

Winter Park
Founders Point is a newly constructed luxury condominium complex located at the base of Winter Park....
Condo 1 / 1 / 4

*
Online booking available

$55 - $295
Per Night

$385 - $2065
Per Week

One Bedroom Condo

Winter Park
One Bedroom Condo Unit Description: This unit offers all the amenities of home with convenient acce...
Condo 1 / 1 / 6

*
Online booking available

$118 - $315
Per Night

$826 - $2205
Per Week

Hi Country Haus 1016: Stay in this inviting, updated cond...

Winter Park
Description: Inviting, cozy and updated, this condo is a perfect fit for a couple or family of four....
Condo 1 / 1 / 4

$85 - $264
Per Night

$595 - $1848
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

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

Trademark 70: Immaculate PET FRIENDLY townhome, just 1/3 ...

Winter Park
Description: This unique trademark unit offers huge windows, displaying great views of the mountains...
Condo 3 / 3 / 8

$179 - $699
Per Night

$1253 - $4893
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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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

The House On Elk Trail

Winter Park
The House on Elk Trail is a beautiful, ranch-style vacation home located in the exclusive Elk Run su...
Home 3 / 2 / 8

*
Online booking available

$219 - $548
Per Night

$1533 - $3833
Per Week

Iron Horse Resort 2054

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

*
Online booking available

$79 - $198
Per Night

$553 - $1383
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

 

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