Winter Park Vacation Rental Getaways


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  • Ski in/out
  • Walk to Slopes
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Sort by: Type BR/BA/Sleeps Price

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 - $200
Per Night

$525 - $700
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

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 - $95
Per Night

$350 - $490
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 - $90
Per Night

$350 - $490
Per Week

Trailhead Lodges 724: Incredible two-BR condo right on Hi...

Winter Park
Everyone wants to stay right on Hideaway Park in downtown Winter Park but only 12 condos look over t...
Condo 2 / 2 / 6

$130 - $800
Per Night

$910 - $5600
Per Week

Mary Jane Chalet

Winter Park
Get the real mountain experience staying at the Mary Jane Chalet located on Forest Trail, just 1.5 m...
Home 6 / 3 / 14

*
Online booking available

$229 - $573
Per Night

$1603 - $4008
Per Week

Base Camp 472: Live your vacation dream in this large, lu...

Winter Park
Description: True mountain elegance is this beautifully isolated ski-in/ski-out condo backed up in t...
Condo 4 / 5 / 11

$392 - $1540
Per Night

$2744 - $10780
Per Week

Two Bedroom Condo

Winter Park
Two Bedroom Condo Unit Description: This unit offers all the amenities of home with convenient acce...
Condo 2 / 2 / 8

*
Online booking available

$158 - $403
Per Night

$1106 - $2821
Per Week

Bear Crossing 1415

Winter Park
This gorgeous, brand new rental home in Bear Crossing leaves nothing to be desired by any who visit ...
Home 3 / 4 / 12

*
Online booking available

$199 - $498
Per Night

$1393 - $3483
Per Week

Hi Country Haus Bldg 24#3

Winter Park
This lovely 1 bedroom, 1.75 bathroom vacation condo is located in downtown Winter Park, Colorado. Th...
Condo 1 / 2 / 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 - $109
Per Night

$552 - $659
Per Week

Founders Pointe 4575: Spectacular corner unit condo with ...

Winter Park
Description: As a front corner unit, this condo has spectacular panoramic views of the mountains. Yo...
Condo 2 / 2 / 8

$170 - $721
Per Night

$1190 - $5047
Per Week

Ski in Ski out slopeside building two BR at the Zephyr Mo...

Winter Park
Ski in Ski out slopeside building two BR at the Zephyr Mountain Lodge. This unit is 40 ft to the el...
Condo 2 / 2 / 10

*
Online booking available

$145 - $225
Per Night

$1015 - $1225
Per Week

Trademark I Unit 103

Winter Park
This is a nice 3 bedroom 3 bathroom rental condo located in Old Town Winter Park which is 1/4 mile f...
Condo 3 / 3 / 10

*
Online booking available

$169 - $423
Per Night

$1183 - $2958
Per Week

This Home Has It All!! Comfort, space, views and modern c...

Winter Park
This Home Has It All!! Comfort, space, views and modern convenience!!!!! This home HAS IT ALL!!!! ...
Condo 3 / 4 / 10

*
Online booking available

$250 - $350
Per Night

$1750 - $1925
Per Week

This is a Very tastefully remodeled ski in/out five star ...

Winter Park
This is a Very tastefully remodeled ski in/out five star 2 BR 2 bath. This is a VERY tastefully rem...
Condo 2 / 2 / 9

*
Online booking available

$95 - $200
Per Night

$665 - $1050
Per Week

Lakota 301: Stunning townhome in coveted Lakota neighborh...

Winter Park
It would be hard to find a property in Grand County that has better views than this brand new town h...
Condo 3 / 4 / 10

$231 - $908
Per Night

$1617 - $6356
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 f...
Condo 0 / 1 / 4

*
Online booking available

$400 - $400
Per Night

$2800 - $2800
Per Week

Base Village Loft 109: Coveted Base Village Loft in the h...

Winter Park
Description: This luxurious one-level loft is located right in the new Village at Winter Park. This ...
Condo 3 / 2 / 10

$320 - $1364
Per Night

$2240 - $9548
Per Week

Snowblaze Condominiums B34

Winter Park
This economical vacation condo is located in downtown Winter Park, Colorado. This is a 2 bedroom plu...
Condo 3 / 3 / 8

*
Online booking available

$119 - $298
Per Night

$833 - $2083
Per Week

Trailhead Lodges 633: High end townhome with only heated ...

Winter Park
Description: Beautifully vaulted ceilings, flat screen TV’s, all new furnishings, granite countertop...
Condo 2 / 2 / 6

$130 - $700
Per Night

$910 - $4900
Per Week

Zephyr 2307: Convenient, cozy and inviting: the perfect s...

Winter Park
Description: Look right up the slopes from this 3rd floor condo in the ski in/ski out Zephyr condo. ...
Condo 2 / 2 / 6

$210 - $877
Per Night

$1470 - $6139
Per Week

Downtown Winter Park - Sleeps 8 - Walk To Restuarants and...

Winter Park
Great condo in downtown Winter Park, Colorado. King in the master bedroom and two queens and twin t...
Condo 1 / 2 / 8

*
Online booking available

$129 - $159
Per Night

$841 - $983
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

$139 - $348
Per Night

$973 - $2433
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

 

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