Winter Park Vacation Rental Getaways


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  • Bath
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Max Price Per Week $
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  • Pets Allowed
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  • Pool Access
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  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Mary Jane Chalet

Winter Park
Get the real mountain experience staying at the Mary Jane Chalet located on Forest Trail, just 1.5 m...
Home 6 / 3 / 14

*
Online booking available

$229 - $575
Per Night

$1603 - $4025
Per Week

Two Bedroom Deluxe Condo

Winter Park
Two Bedroom Deluxe Condo Unit Description: This unit offers all the amenities of home with convenie...
Condo 2 / 3 / 8

*
Online booking available

$258 - $509
Per Night

$1806 - $3563
Per Week

Winter Park Place 18: Luxurious & convenient mtn getaway ...

Winter Park
Description: You’ll feel spoiled with a brand new high-end kitchen, flat screen TV, and spacious liv...
Condo 2 / 2 / 6

$116 - $457
Per Night

$812 - $3199
Per Week

Zephyr 2701: Penthouse THREE BR Zephyr condo - one of a k...

Winter Park
Enjoy sleeping for 8, great bunk room for kids, all new living room furnishings, and granite in the ...
Home 3 / 3 / 10

$325 - $1320
Per Night

$2275 - $9240
Per Week

Silverado II Condominiums #213

Winter Park
This 2 bedroom, 2 bathroom vacation condo is located in the Silverado II Condominiums, in downtown W...
Condo 2 / 2 / 6

*
Online booking available

$99 - $250
Per Night

$693 - $1750
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. Everything has been fu...
Condo 0 / 1 / 4

*
Online booking available

$50 - $245
Per Night

$350 - $1715
Per Week

Ski in Ski out slopeside building two BR at the Zephyr Mo...

Winter Park
Ski in Ski out slopeside building two BR at the Zephyr Mountain Lodge. This unit is 40 ft to the el...
Condo 2 / 2 / 10

*
Online booking available

$110 - $675
Per Night

$770 - $4725
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

Pines

Winter Park
Ski in...Shuttle out at this Winter Park, Colorado rental home. A 9 bedroom home that sleeps 30. Wit...
Home 9 / 9 / 30

*
Online booking available

$499 - $1248
Per Night

$3493 - $8733
Per Week

Fraser Crossing 3409: First-class accommodation & easy ac...

Winter Park
Description: This stylish one bedroom allows you to relax and enjoy your mountain getaway. Located ...
Condo 1 / 1 / 4

$95 - $435
Per Night

$665 - $3045
Per Week

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

Downtown Winter Park Condo With Mountain Views

Winter Park
Our 1200 sq. ft. 3BR, 3Bath condo is available to rent for your mountain getaway to meet everyone's ...
Condo 3 / 3 / 11

*
Online booking available

$289 - $309
Per Night

$1879 - $2163
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

Iron Horse Resort 5064

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

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Very cozy ski in/out 2 bed 3 bath with Lots of room for 6...

Winter Park
Very cozy ski in/out 2 bed 3 bath with Lots of room for 6. Condo sleeps 8 This is a very cozy and c...
Condo 2 / 3 / 6

*
Online booking available

$100 - $450
Per Night

$700 - $3150
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

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

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

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

Ski in Ski out slopeside building one BR at the Zephyr Mo...

Winter Park
Ski in Ski out slopeside building one BR at the Zephyr Mountain Lodge. Zephyr Mountain Lodge is abo...
Condo 1 / 1 / 4

*
Online booking available

$75 - $295
Per Night

$525 - $2065
Per Week

Base Camp 456: Luxurious 3-story Ski In/Ski Out Townhome ...

Winter Park
Description: Enjoy the luxury and convenience of this beautiful end-unit townhome tucked in the wood...
Condo 4 / 5 / 12

$361 - $1485
Per Night

$2527 - $10395
Per Week

Hi Country Haus Bldg 16#3

Winter Park
This vacation condo is a 1 bedroom, 1 bathroom located in the Hi Country Haus Condominiums, in downt...
Condo 1 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Ski in Ski out slopeside building one BR at the Zephyr Mo...

Winter Park
Ski in Ski out slopeside building one BR at the Zephyr Mountain Lodge. Zephyr Mountain Lodge is abo...
Condo 1 / 1 / 4

*
Online booking available

$75 - $295
Per Night

$525 - $2065
Per Week

Fraser Crossing 3418: Modern studio at Winter Park Resort

Winter Park
Description: This spacious studio is perfect for small families or friends. You’ll love the brand ne...
Condo 0 / 1 / 4

$80 - $363
Per Night

$560 - $2541
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

 

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