Winter Park Vacation Rental Getaways


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

Lakota 502: Relax in sheer luxury in this Lakota townhome...

Winter Park
Lakota 502 is situated just across the highway from Winter Park Ski Resort in an exclusive neighborh...
Condo 3 / 3 / 10

$217 - $853
Per Night

$1519 - $5971
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

1 bedroom/1 bathroom condo

Winter Park
1 bedroom/1 bathroom condo Unit Description: Beaver Village Condominiums offers one bedroom condos ...
Condo 1 / 1 / 4

*
Online booking available

$95 - $290
Per Night

$665 - $2030
Per Week

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

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

$95 - $435
Per Night

$665 - $3045
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

Zephyr 1324: Stay in the Zephyr Mountain Lodge, and you’l...

Winter Park
Description: Stay in the Zephyr Mountain Lodge, and you’ll be in the middle of it all! In the mornin...
Condo 1 / 1 / 4

$95 - $435
Per Night

$665 - $3045
Per Week

Iron Horse Resort 5054

Winter Park
This roomy 455 sq. ft. vacation condo at the Iron Horse Resort is just steps from the Winter Park sk...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Trademark I Unit 103

Winter Park
This is a nice 3 bedroom 3 bathroom rental condo located in Old Town Winter Park which is 1/4 mile f...
Condo 3 / 3 / 10

*
Online booking available

$169 - $423
Per Night

$1183 - $2958
Per Week

Fraser Crossing 3418: Rare pet-friendly studio at Winter ...

Winter Park
Description: This pet friendly, spacious studio is perfect for small families or friends. You’ll lov...
Condo 0 / 1 / 4

$80 - $363
Per Night

$560 - $2541
Per Week

Iron Horse Resort 5023

Winter Park
This nicely laid-out rental condo is located at the Iron Horse Resort, just steps from the Winter Pa...
Condo 1 / 1 / 6

*
Online booking available

$109 - $273
Per Night

$763 - $1908
Per Week

Timber Ridge Lodge: The Ultimate Mountain Retreat!

Winter Park
Description: This luxury private home sits at one of the highest points in Winter Park, giving you ...
Room/ Suite 5 / 5 / 18

$432 - $1485
Per Night

$3024 - $10395
Per Week

Iron Horse Resort 3044

Winter Park
Ski-in/ski-out access to Winter Park Resort accompanies this roomy 455 sq. ft. floor studio rental. ...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Trailhead Lodges 812: Spectacular condo with great locati...

Winter Park
Description: Come stay in this first-floor, high-end condo, conveniently located in the heart of WP,...
Condo 2 / 2 / 6

$130 - $700
Per Night

$910 - $4900
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...
Home 2 / 2 / 6

$210 - $877
Per Night

$1470 - $6139
Per Week

Downtown Winter Park - Sleeps 8 - Walk To Restuarants and...

Winter Park
Great condo in downtown Winter Park, Colorado. King in the master bedroom and two queens and twin t...
Condo 1 / 2 / 8

*
Online booking available

$129 - $159
Per Night

$841 - $983
Per Week

Founders Pointe 4457: Convenient and Cozy Two BR Condo Ri...

Winter Park
Description: Amazing Views, convenience and comfort all in one with this spectacular condo. Enjoy th...
Condo 2 / 2 / 6

$150 - $655
Per Night

$1050 - $4585
Per Week

Base Camp 494: Enjoy Million Dollar Living At This Amazin...

Winter Park
Description: Enjoy the seclusion and quiet of this beautiful mountain home, while being located just...
Condo 4 / 5 / 14

$375 - $1485
Per Night

$2625 - $10395
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

Iron Horse Resort 3033

Winter Park
A great vacation destination located at the Iron Horse Resort, just steps from the Winter Park ski a...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Downtown Winter Park - Sleeps 3 - Full Kitchen

Winter Park
Full kitchen included in the Nordic Suite for 3. This room has an outside entrance on the second lev...
Condo 1 / 1 / 3

*
Online booking available

$89 - $109
Per Night

$552 - $659
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

Beau West Lodge: Huge mountain home nestled in the pines,...

Winter Park
Description: Nestled in the pines just 500 yards from the base of Winter Park Ski Area, Beau West Lo...
Room/ Suite 5 / 6 / 17

$392 - $1540
Per Night

$2744 - $10780
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

Fraser Crossing 3520: Convenient and beautiful condo, 2 m...

Winter Park
Description: Enjoy your stay in this plush studio, just a two minute walk away from the Winter Park ...
Home 0 / 1 / 4

$80 - $363
Per Night

$560 - $2541
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

 

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