Winter Park Vacation Rental Getaways


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  • Ski in/out
  • Walk to Slopes
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Sort by: Type BR/BA/Sleeps Price

Winter Park Place 16: best of both worlds with tranquil s...

Winter Park
Description: A favorite that guests request year after year, this condo is completely remodeled and ...
Condo 2 / 2 / 6

$116 - $457
Per Night

$812 - $3199
Per Week

Founders Pointe 4345: Two minute walk to the chairlift, w...

Winter Park
Description: This gorgeous studio with fabulous views of Mary Jane is calling your name. You'll be o...
Condo 0 / 1 / 4

$85 - $380
Per Night

$595 - $2660
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

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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Cozy and beautiful 1 BR ski in/out with a full kitchen!!!

Winter Park
Cozy and comfortable 1 bedroom ski in ski out condo with a full kitchen!!! This units wonderful slo...
Condo 1 / 1 / 4

*
Online booking available

$55 - $325
Per Night

$385 - $2275
Per Week

Zephyr 1601: Larger, family friendly, 2 BR Zephyr Condo I...

Winter Park
Description: This updated ski-in/ski-out condo faces the slopes and is right next to the lifts. Extr...
Condo 2 / 2 / 8

$210 - $877
Per Night

$1470 - $6139
Per Week

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

Winter Park
Remodeled Ski in Ski out Studio at the full service Iron Horse Resort. Everything has been fully re...
Condo 0 / 1 / 4

*
Online booking available

$50 - $245
Per Night

$350 - $1715
Per Week

Four BR 3 Bath Luxury Trademark Townhome in the heart of ...

Winter Park
Four BR 3 Bath Luxury Trademark Townhome in the heart of old town. Four Bed 3 Bath Luxury Trademark...
Condo 4 / 3 / 11

*
Online booking available

$275 - $895
Per Night

$1925 - $6265
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

Small Hotel Room with 2 Queen Beds and 1 Twin Bed - Sleeps 5

Winter Park
Small hotel style room with Two Queen Beds and One Twin Bed, private bath. Mini-fridge and small box...
Room/ Suite 1 / 1 / 5

*
Online booking available

$89 - $129
Per Night

$579 - $903
Per Week

This Home Has It All!! Comfort, space, views and modern c...

Winter Park
This Home Has It All!! Comfort, space, views and modern convenience!!!!! This home HAS IT ALL!!!! ...
Condo 3 / 4 / 10

*
Online booking available

$200 - $695
Per Night

$1400 - $4865
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 1703: Three BR Zephyr Condo looking over the slope...

Winter Park
Description: This THREE bedroom Zephyr condo sits on the 7th floor in the Slopeside building, just a...
Condo 3 / 3 / 10

$325 - $1320
Per Night

$2275 - $9240
Per Week

Fraser Crossing 3326: Perfect family ski condo at Winter ...

Winter Park
Description: Stunning corner unit condo, overlooks the village and the skating pond. Has its own 120...
Condo 2 / 2 / 8

$225 - $798
Per Night

$1575 - $5586
Per Week

Founders Pointe 4360: Perfectly located studio at WP Reso...

Winter Park
Description: Perfect studio for families and couples! You’ll love the flat screen TV, large bathroom...
Condo 0 / 1 / 4

$80 - $363
Per Night

$560 - $2541
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

Zephyr 1503: This upgraded 5th floor Zephyr condo at WP R...

Winter Park
You'll be spoiled in 1503 Zephyr Mountain Lodge. This condo sits on the 5th floor with birds eye vie...
Condo 2 / 2 / 6

$210 - $877
Per Night

$1470 - $6139
Per Week

Winter Park Place

Winter Park
This very simple 2 bedroom 2 bathroom vacation condo is located in Old Town Winter Park, Colorado. T...
Condo 2 / 2 / 6

*
Online booking available

$100 - $273
Per Night

$700 - $1908
Per Week

Sawmill Station 300: Modern townhome in quiet downtown Wi...

Winter Park
Description: This rare end-unit town home is surrounded by open space. Enjoy the amenities such as t...
Condo 3 / 3 / 8

$179 - $725
Per Night

$1253 - $5075
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

Fraser Crossing 3506: Hop, skip & a jump to the lifts fro...

Winter Park
Description: This 1,200 square foot condo offers extra sleeping room, cozy mountain décor, and conve...
Condo 2 / 2 / 8

$180 - $655
Per Night

$1260 - $4585
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

Timber Run Vista #2

Winter Park
This comfortable vacation studio is tucked in the trees, located approximately 1 mile off the main r...
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

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

 

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