Winter Park Vacation Rental Getaways


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  • Handicap Access
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  • Elevator
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  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
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  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
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  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Small hotel style room with two twin beds

Winter Park
Two twin beds for singles traveling together. Private bath, mini-fridge and small box style TV. Inte...
Room/ Suite 1 / 1 / 2

*
Online booking available

$69 - $119
Per Night

$449 - $833
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

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 / 6

*
Online booking available

$100 - $550
Per Night

$700 - $3850
Per Week

Cozy Studio at Snowblaze Condominiums.

Winter Park
This is a very nicely furnished studio located in Downtown Winter Park. It is steps away from great...
Condo 0 / 1 / 4

*
Online booking available

$50 - $195
Per Night

$350 - $1365
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

Crestview 501

Winter Park
A 1,452 square foot condominium rental located in downtown Winter Park, Colorado. Crestview 501 offe...
Condo 2 / 3 / 10

*
Online booking available

$150 - $398
Per Night

$1050 - $2783
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

Timber Lake Way 491

Winter Park
This luxurious 3 level rental townhome is located 1.5 miles from downtown Winter Park, Colorado. Thi...
Home 3 / 4 / 6

*
Online booking available

$125 - $373
Per Night

$875 - $2608
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

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

Wow!! The absolutely nicest Fully remodeled 2 bed 2 bath ...

Winter Park
Wow!! The absolutely nicest Fully remodeled 2 bed 2 bath condo at Beaver. WOW!! The absolutely nic...
Condo 2 / 2 / 6

*
Online booking available

$100 - $295
Per Night

$700 - $2065
Per Week

Luxurious and roomy 4 bed/bath home on Trails End Way up ...

Winter Park
Luxurious and roomy 4 bed/bath home on Trails End Way up Rendezvous Rd. Luxurious and roomy 4 bedro...
Home 4 / 4 / 10

*
Online booking available

$260 - $695
Per Night

$1820 - $4865
Per Week

Founders Pointe 4357: Ski home for lunch at this modern &...

Winter Park
Description: This spacious condo has tons to offer, from the beautiful full kitchen with granite cou...
Condo 2 / 2 / 6

$199 - $721
Per Night

$1393 - $5047
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

Ski in Ski out Riverside building three BR at the Zephyr ...

Winter Park
Ski in Ski out Riverside building three BR at the Zephyr Mountain Lodge. This spacious 3 bedroom 3 ...
Condo 3 / 3 / 8

*
Online booking available

$200 - $995
Per Night

$1400 - $6965
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

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

$180 - $655
Per Night

$1260 - $4585
Per Week

Walk to the slopes from this Founders Point two BR with A...

Winter Park
Walk to the slopes from this Founders Point two BR with Awesome views!! This top floor unit with ca...
Condo 2 / 2 / 8

*
Online booking available

$100 - $550
Per Night

$700 - $3850
Per Week

Sawmill Station 104: Spacious & Classy townhome opposite ...

Winter Park
Description: This brand new townhome is located right in the middle of town! You have three private ...
Condo 3 / 4 / 10

$179 - $725
Per Night

$1253 - $5075
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

Ski in Ski out slopeside two BR at the Zephyr Mountain Lo...

Winter Park
Ski in Ski out slopeside two BR at the Zephyr Mountain Lodge. Sleeps 8!! This is one of the larger ...
Condo 2 / 2 / 8

*
Online booking available

$100 - $550
Per Night

$700 - $3850
Per Week

Hi Country Haus Bldg. 21 # 15

Winter Park
BEDS: Queen in Master and Queen Bed in Second Bedroom, Two Twins in Third Bedroom, and a Queen Sofa ...
Condo 3 / 2 / 8

*
Online booking available

$99 - $250
Per Night

$693 - $1750
Per Week

4 bed 3.5 bath Lakota home with hot tub 1/2 mile from Win...

Winter Park
4 bed 3.5 bath Lakota home with hot tub 1/2 mile from Winter Park base!! 4 bed 3.5 bath Lakota town...
Condo 4 / 4 / 12

*
Online booking available

$195 - $695
Per Night

$1365 - $4865
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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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

 

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