Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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 - $139
Per Night

$545 - $973
Per Week

One Bedroom Condo

Winter Park
One Bedroom Condo Unit Description: This unit offers all the amenities of home with convenient acce...
Condo 1 / 1 / 6

*
Online booking available

$118 - $315
Per Night

$826 - $2205
Per Week

Ski in/out one bedroom at Zephyr Mountain Lodge

Winter Park
Ski in/out one bedroom at Zephyr Mountain Lodge. Steps away from the elevator gives you easy access...
Condo 1 / 1 / 4

*
Online booking available

$60 - $295
Per Night

$420 - $2065
Per Week

Newly built, high end one BR with garage in the heart of ...

Winter Park
Newly built, high end one BR with garage in the heart of Winter Park!!!! Newly built, high end one ...
Condo 1 / 1 / 4

*
Online booking available

$75 - $295
Per Night

$525 - $2065
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

Base Camp 480: Exquisite Base Camp Townhome Below The Tra...

Winter Park
Description: Beautiful ski-in/ski-out property in Winter Park, with 3,000+ square feet of luxury liv...
Condo 4 / 5 / 14

$382 - $1540
Per Night

$2674 - $10780
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

Trailhead Lodges 723: Luxurious condo in downtown Winter ...

Winter Park
Description: Conveniently located in downtown Winter Park, you’re just a quick walk away from the sh...
Condo 3 / 3 / 8

$165 - $1050
Per Night

$1155 - $7350
Per Week

Snowblaze Condominiums 301

Winter Park
BEDS: Queen Murphy bed and a Queen Sofa Sleeper; UNIT FEATURES: Flatscreen TV with a DVD player and ...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
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. This studio underwent ...
Condo 0 / 1 / 4

*
Online booking available

$50 - $245
Per Night

$350 - $1715
Per Week

Pine Shadows At Vasquez

Winter Park
This adorable Hide-Away 2 story rental home is located above downtown Winter Park, Colorado and just...
Home 2 / 2 / 6

*
Online booking available

$89 - $223
Per Night

$623 - $1558
Per Week

Iron Horse Resort 3094

Winter Park
Extremely spacious vacation condo at the Iron Horse Resort, just steps from the Winter Park ski area...
Condo 2 / 2 / 8

*
Online booking available

$155 - $398
Per Night

$1085 - $2783
Per Week

Very nice 2 bed / 2 bath condo at the new Trailhead prope...

Winter Park
Very nice 2 bed / 2 bath condo at the new Trailhead property in Winter Park Very nice 2 bedroom / 2...
Condo 2 / 2 / 8

*
Online booking available

$125 - $220
Per Night

$875 - $875
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

Hi Country Haus Bldg 15#13

Winter Park
BEDS: King in Master, Two Twin Beds in Second Bedroom and Queen Sleeper Sofa in the Living Room; UNI...
Condo 2 / 1 / 6

*
Online booking available

$89 - $223
Per Night

$623 - $1558
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

$225 - $798
Per Night

$1575 - $5586
Per Week

Red Quill 303: Enjoy this beautiful and spacious three BR...

Winter Park
Description: Beautiful three bedroom townhome, in the heart of downtown Winter Park and only two mil...
Condo 3 / 4 / 8

$179 - $699
Per Night

$1253 - $4893
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

Sawmill Station 115: Huge, luxurious townhome in heart of...

Winter Park
You'll love the room this 4-bedroom town home at Sawmill Station provides for the whole family and e...
Condo 4 / 4 / 10

$231 - $908
Per Night

$1617 - $6356
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

Sundance West 5

Winter Park
Sundance West #5 is a beautifully decorated 2,200 sq ft, 2 level rental home that is a great place t...
Home 3 / 3 / 10

*
Online booking available

$150 - $398
Per Night

$1050 - $2783
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

3600 sq ft luxurious private home in Winter Park sleeps u...

Winter Park
3600 sq ft luxurious private home in Winter Park sleeps up to 18 Luxurious and very roomy (3600 sq...
Home 4 / 4 / 18

*
Online booking available

$470 - $940
Per Night

$2150 - $6490
Per Week

Vasquez Retreat: Beautiful, spacious mountain home, close...

Winter Park
This beautiful, peaceful mountain home with five bedrooms and amazing forest views will feel like yo...
Home 5 / 3 / 14

$295 - $1166
Per Night

$2065 - $8162
Per Week

 

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