Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

Snowblaze Condominiums C14

Winter Park
BEDS: King in Master, One Twin Bed and a Queen in Second Bedroom and Queen Sleeper Sofa and Futon in...
Condo 2 / 2 / 7

*
Online booking available

$99 - $248
Per Night

$693 - $1733
Per Week

Pine Cone Cabin: A Rocky Mountain Dream Getaway In The Wi...

Winter Park
Description: Surrounded by pristine forest, nestled in a quiet neighborhood, this custom built cabin...
Cabin 5 / 3 / 13

$298 - $1166
Per Night

$2086 - $8162
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

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

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
BEDS: Queen in Master and Queen Murphy Bed in the Living Room; UNIT FEATURES: 31 Inch TV with DVD/VC...
Condo 1 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
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

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

Winter Park Place

Winter Park
This very simple 2 bedroom 2 bathroom vacation condo is located in Old Town Winter Park, Colorado. T...
Condo 2 / 2 / 6

*
Online booking available

$100 - $273
Per Night

$700 - $1908
Per Week

Four Bed 3 Bath Luxury Trademark Townhome in the heart of...

Winter Park
Four Bed 3 Bath Luxury Trademark Townhome in the heart of old town. Very comfortable and tastefully ...
Condo 4 / 3 / 10

*
Online booking available

$275 - $895
Per Night

$1925 - $6265
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 2413: Ski-In/Ski-Out Stop Messing About! Gorgeous...

Winter Park
Eager to hit the slopes? You'll be able to don your boots & hop on the lift in minutes from this co...
Condo 1 / 1 / 5

$100 - $468
Per Night

$700 - $3276
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

$165 - $473
Per Night

$1155 - $3308
Per Week

2 bedroom/2 bathroom condo

Winter Park
2 bedroom/2 bathroom condo Unit Description: Two bedroom fully equipped condos in Winter Park accom...
Condo 2 / 2 / 6

*
Online booking available

$115 - $370
Per Night

$805 - $2590
Per Week

Zephyr 2700: This top floor Zephyr condo offers sophistic...

Winter Park
Description: You’ll love this convenient ski in/ski out condo with a full kitchen, gas fireplace and...
Condo 2 / 2 / 7

$200 - $798
Per Night

$1400 - $5586
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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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

$110 - $298
Per Night

$770 - $2083
Per Week

Fraser Crossing 3517: Fantastic location at the base of W...

Winter Park
Description: Located in the Winter Park Resort Village, you’ll love the convenience of this condo! Y...
Condo 1 / 1 / 4

$95 - $435
Per Night

$665 - $3045
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

Silverado II Condominiums #213

Winter Park
BEDS: Queen in Master Bedroom, Queen in Second Bedroom; UNIT FEATURES: Widescreen TV with DVD player...
Condo 2 / 2 / 6

*
Online booking available

$99 - $250
Per Night

$693 - $1750
Per Week

Snowblaze Condominiums 310

Winter Park
BEDS: Queen Murphy bed and a Queen Sofa Sleeper; UNIT FEATURES: Flat screen TV with a DVD player and...
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

Downtown Winter Park Condo With Mountain Views

Winter Park
Our 1200 sq. ft. 3BR, 3Bath condo is available to rent for your mountain getaway to meet everyone's ...
Condo 3 / 3 / 11

*
Online booking available

$289 - $309
Per Night

$1879 - $2163
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

 

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