Winter Park Vacation Rental Getaways


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  • Pool Access
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  • Beach Front
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  • Golf nearby
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  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Very cozy 2 bed/bath condo in Downtown Winter Park. Sleep...

Winter Park
Very cozy 2 bed/bath condo in Downtown Winter Park. Sleeps 6 to 8 Very comfortable and cozy 2 bed 2...
Condo 2 / 2 / 6

*
Online booking available

$100 - $275
Per Night

$700 - $1925
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

Ski in Ski Out One Bedroom at Zephyr Mountain Lodge

Winter Park
This is a one bedroom unit with awesome views overlooking the basearea. Only steps away from the ele...
Condo 1 / 1 / 4

*
Online booking available

$60 - $325
Per Night

$420 - $2275
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

Walk to the slopes from this Founders Point one bedroom.

Winter Park
Founders Point is a newly constructed luxury condominium complex located at the base of Winter Park....
Condo 1 / 1 / 4

*
Online booking available

$55 - $295
Per Night

$385 - $2065
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

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

Sport Studio

Winter Park
Sport Studio Unit Description: This sport studio condo unit is ideal for a couple or small family. ...
Condo 0 / 1 / 4

*
Online booking available

$103 - $259
Per Night

$721 - $1813
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

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

Zephyr 1520: You'll love the convenience and space provid...

Winter Park
This remodeled, rare, three bedroom Zephyr condo, will provide couples and small families plenty of ...
Condo 3 / 3 / 8

$325 - $1320
Per Night

$2275 - $9240
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

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

Moose Crossing Cabin: The Vacation Home of your Dreams, l...

Winter Park
Description: Great location, beautiful private home, you’ve found it all with Moose Crossing Cabin. ...
Cabin 4 / 4 / 16

$263 - $1029
Per Night

$1841 - $7203
Per Week

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

Winter Park
Four BR 3 Bath Luxury Trademark Townhome in the heart of old town. Four Bed 3 Bath Luxury Trademark...
Condo 4 / 3 / 11

*
Online booking available

$275 - $895
Per Night

$1925 - $6265
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 / 6

*
Online booking available

$75 - $550
Per Night

$525 - $3850
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

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

Elk Run Townhome

Winter Park
Located near the town of Winter Park, Colorado, this premier vacation rental home is bright and beau...
Home 2 / 2 / 6

*
Online booking available

$149 - $375
Per Night

$1043 - $2625
Per Week

Sawmill Station 300: Modern townhome in quiet downtown Wi...

Winter Park
Description: This rare end-unit town home is surrounded by open space. Enjoy the amenities such as t...
Condo 3 / 3 / 8

$179 - $725
Per Night

$1253 - $5075
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

Fraser Crossing 3623: Beautiful penthouse with vaulted ce...

Winter Park
Description: The rare vaulted ceilings give this condo an open feel and are a constant reminder that...
Condo 1 / 1 / 4

$90 - $402
Per Night

$630 - $2814
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

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

 

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