Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Base Village Loft 110: Highly sought after Resort Village...

Winter Park
Description: This luxurious and convenient loft offers high-end furnishings, flat screen TV’s, a gas...
Condo 3 / 3 / 10

$357 - $1364
Per Night

$2499 - $9548
Per Week

Red Quill 305: Conveniently located high-end town home i...

Winter Park
Description: This high-end town home is located right in downtown Winter Park, within easy walking d...
Condo 3 / 4 / 8

$179 - $699
Per Night

$1253 - $4893
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

Very Nice, Ski in Ski Out Studio at the full service Iron...

Winter Park
Very Nice, Ski in Ski Out Studio at the full service Iron Horse Resort Very nice and cozy studio. ...
Condo 0 / 1 / 4

*
Online booking available

$50 - $225
Per Night

$350 - $1575
Per Week

Founders Pointe 4569: This walk in/out Resort studio has ...

Winter Park
Description: This primo studio sits steps from the Village at Winter Park Resort and a two minute wa...
Condo 0 / 1 / 4

$80 - $363
Per Night

$560 - $2541
Per Week

Snowblaze Condominiums 213

Winter Park
This studio condo rental is located at SnowBlaze in downtown Winter Park, just 2 miles from the Wint...
Condo 1 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Zephyr 1603: Premier ski in/ski out condo with spectacula...

Winter Park
Description: Enjoy the comfort and beauty of this ski in/ski out condo with tranquil views of the tr...
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 1 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Iron Horse Resort 4208

Winter Park
2 bedroom vacation condo, just steps from the Winter Park ski area. This condo provides a gas firepl...
Condo 2 / 3 / 10

*
Online booking available

$165 - $473
Per Night

$1155 - $3308
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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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

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

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

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

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

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

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

Founders Pointe 4575: Spectacular corner unit condo with ...

Winter Park
Description: As a front corner unit, this condo has spectacular panoramic views of the mountains. Yo...
Condo 2 / 2 / 8

$199 - $721
Per Night

$1393 - $5047
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

Elk Trail: Spoil yourself in this beautiful, three BR tow...

Winter Park
Enjoy being minutes away from downtown Winter Park, Colorado in this 10 year old town home in the pr...
Condo 3 / 3 / 11

$165 - $644
Per Night

$1155 - $4508
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

Small Hotel Room with King Bed - Sleeps 2

Winter Park
Small hotel style room with King bed private bath. Mini-fridge and small box style TV. Internal entr...
Room/ Suite 1 / 1 / 2

*
Online booking available

$69 - $119
Per Night

$449 - $833
Per Week

Telemark 588: Picture perfect townhome close to all the c...

Winter Park
Feel instantly at home in this newly built and beautifully furnished Winter Park townhome. The loca...
Condo 2 / 2 / 6

$137 - $534
Per Night

$959 - $3738
Per Week

Zephyr 2223: Enjoy restaurants, stores and fun right on y...

Winter Park
Description: Enjoy the convenience of being able to roll out of bed and right onto the slopes in min...
Condo 1 / 1 / 4

$100 - $468
Per Night

$700 - $3276
Per Week

Walk to the slopes from this Fraser Crossing two bedroom.

Winter Park
This unit has Great slopeside and village views from the balcony. Fraser crossing is a newly cons...
Condo 2 / 2 / 8

*
Online booking available

$100 - $595
Per Night

$700 - $4165
Per Week

 

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