Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Hi Country Haus 1903: Comfort & Convenience In One Neat P...

Winter Park
Description: Beautifully remodeled condo, complete with granite countertops, a brand new kitchen, an...
Condo 2 / 1 / 6

$102 - $396
Per Night

$714 - $2772
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

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

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 - $200
Per Night

$700 - $700
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

$231 - $908
Per Night

$1617 - $6356
Per Week

Very nice 3 BR / 3 BA condo at the new property in the he...

Winter Park
Very nice 3 BR / 3 BA condo at the new property in the heart of Wp Very nice 3 bedroom / 3 bathroom...
Condo 3 / 3 / 8

*
Online booking available

$165 - $300
Per Night

$1225 - $1925
Per Week

Hi Country Haus Bldg 15#13

Winter Park
This vacation condo has 2 bedrooms, 1 bathroom and is located in Downtown Winter Park, Colorado. Thi...
Condo 2 / 1 / 6

*
Online booking available

$89 - $223
Per Night

$623 - $1558
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

Red Quill 305: Conveniently located high-end town home i...

Winter Park
Description: This high-end town home is located right in downtown Winter Park, within easy walking d...
Condo 3 / 4 / 8

$179 - $725
Per Night

$1253 - $5075
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

$75 - $150
Per Night

$525 - $560
Per Week

Timber Run Vista #2

Winter Park
This comfortable vacation studio is tucked in the trees, located approximately 1 mile off the main r...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Pines

Winter Park
Ski in...Shuttle out at this uniquie Winter Park, Colorado rental home. A 9 bedroom home with Rustic...
Home 9 / 9 / 30

*
Online booking available

$499 - $1248
Per Night

$3493 - $8733
Per Week

Iron Horse Resort 5064

Winter Park
Enjoy the view from this roomy 455 sq. ft. studio rental located just steps from the Winter Park ski...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
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

$75 - $225
Per Night

$525 - $560
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

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

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

$255 - $509
Per Night

$1785 - $3563
Per Week

Beautiful 3 bed / 3.5 bath @ Sawmill Station (located in ...

Winter Park
Beautiful 3 bed / 3.5 bath @ Sawmill Station (located in the heart of Wp) Located right next to Hid...
Condo 3 / 4 / 10

*
Online booking available

$200 - $425
Per Night

$1400 - $1750
Per Week

Founders Pointe 4450: This cozy studio in a primo Winter ...

Winter Park
This cozy studio in a primo location is calling your name. You'll be on the slopes in two minutes an...
Condo 0 / 1 / 4

$80 - $363
Per Night

$560 - $2541
Per Week

Small Hotel Room with 2 Queen Beds and 1 Twin Bed - Sleeps 5

Winter Park
Small hotel style room with Two Queen Beds and One Twin Bed, private bath. Mini-fridge and small box...
Room/ Suite 1 / 1 / 5

*
Online booking available

$79 - $114
Per Night

$644 - $724
Per Week

Base Village Loft 108: Highly coveted 3 BR Resort Village...

Winter Park
Description: Enjoy staying at one of the new ski-in/ski-out Village Lofts at Winter Park. This beaut...
Condo 3 / 3 / 10

$320 - $1364
Per Night

$2240 - $9548
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 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

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

$75 - $200
Per Night

$525 - $560
Per Week

Antlers At Lakota #402

Winter Park
Enjoy this three level, vacation townhome at Lakota in Winter Park, Colorado. Antlers @ Lakota is ju...
Home 3 / 3 / 9

*
Online booking available

$199 - $498
Per Night

$1393 - $3483
Per Week

 

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