Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Lakota 301: Stunning townhome in coveted Lakota neighborh...

Winter Park
It would be hard to find a property in Grand County that has better views than this brand new town h...
Condo 3 / 4 / 10

$231 - $908
Per Night

$1617 - $6356
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 - $150
Per Night

$350 - $490
Per Week

This is a Very tastefully remodeled ski in/out five star ...

Winter Park
This is a Very tastefully remodeled ski in/out five star 2 BR 2 bath. This is a VERY tastefully rem...
Condo 2 / 2 / 9

*
Online booking available

$95 - $200
Per Night

$665 - $1050
Per Week

Bear Crossing 1415

Winter Park
This gorgeous, brand new rental home in Bear Crossing leaves nothing to be desired by any who visit ...
Home 3 / 4 / 12

*
Online booking available

$199 - $498
Per Night

$1393 - $3483
Per Week

Silverado II Condominiums #213

Winter Park
This Silverado II vacation condo rental is located in Downtown Winter Park, Colorado. This unit has ...
Condo 2 / 2 / 6

*
Online booking available

$99 - $248
Per Night

$693 - $1733
Per Week

Zephyr Mountain Lodge - Z2411

Winter Park
Slope side views from this 4th floor vacation condo rental at Winter Park Resort's premier ski-in/sk...
Condo 2 / 2 / 6

*
Online booking available

$168 - $420
Per Night

$1176 - $2940
Per Week

Trailhead Bldg. 7 # 21

Winter Park
This 1 bedroom vacation condo is centrally located between The Fraser River and Vasquez Creek in dow...
Condo 1 / 1 / 4

*
Online booking available

$109 - $273
Per Night

$763 - $1908
Per Week

Zephyr 2507: Look right up the slopes in this Zephyr Ski ...

Winter Park
If you want the best views of the slopes at Winter Park Resort, this is the spot for you. Located hi...
Condo 2 / 2 / 7

$210 - $877
Per Night

$1470 - $6139
Per Week

Zephyr 2502: Fun, bright decor & vaulted ceilings sets th...

Winter Park
Description: Enjoy your ski in/ski out location with vaulted ceilings and extra windows above the li...
Condo 2 / 2 / 7

$190 - $798
Per Night

$1330 - $5586
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

$190 - $798
Per Night

$1330 - $5586
Per Week

Trailhead Lodges 724: Incredible two-BR condo right on Hi...

Winter Park
Everyone wants to stay right on Hideaway Park in downtown Winter Park but only 12 condos look over t...
Condo 2 / 2 / 6

$130 - $800
Per Night

$910 - $5600
Per Week

Hi Country Haus Bldg 16#3

Winter Park
This simple vacation condo is a 1 bedroom, 1 bathroom located in downtown Winter Park, Colorado. Thi...
Condo 1 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Snowshoe House: PET FRIENDLY, spacious mountain cabin in ...

Winter Park
Description: An open floor plan with floor-to-ceiling windows encompasses the kitchen, dining room, ...
Cabin 2 / 2 / 8

$116 - $457
Per Night

$812 - $3199
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

$170 - $721
Per Night

$1190 - $5047
Per Week

Trademark I Unit 203

Winter Park
This is a nice 1 bedroom plus a loft, plus a tiny bedroom with 2.5 bathroom vacation condo located i...
Condo 1 / 3 / 8

*
Online booking available

$149 - $373
Per Night

$1043 - $2608
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

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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Founders Pointe 4450: This cozy studio in a primo Winter ...

Winter Park
This cozy studio in a primo location is calling your name. You'll be on the slopes in two minutes an...
Condo 0 / 1 / 4

$80 - $363
Per Night

$560 - $2541
Per Week

Iron Horse Resort 4208

Winter Park
Spoil yourself slopeside in this 2 bedroom vacation rental sleeping up to 10 people. A 1525 sq. ft. ...
Condo 2 / 3 / 10

*
Online booking available

$189 - $473
Per Night

$1323 - $3308
Per Week

Snowblaze Condominiums 301

Winter Park
This vacation studio condo is located in downtown Winter Park, Colorado. This unit sleeps four with ...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Snowblaze Condominiums C11

Winter Park
This 2 bedroom,2 bathroom condo rental is located in downton Winter Park, Colorado. This vacation co...
Condo 2 / 2 / 6

*
Online booking available

$99 - $248
Per Night

$693 - $1733
Per Week

Pines

Winter Park
Ski in...Shuttle out at this uniquie Winter Park, Colorado rental home. A 9 bedroom home with Rustic...
Home 9 / 9 / 30

*
Online booking available

$499 - $1248
Per Night

$3493 - $8733
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 - $725
Per Night

$1253 - $5075
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

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 - $150
Per Night

$350 - $490
Per Week

 

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