Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Crestview 501

Winter Park
2 bedroom plus loft vacation condominium rental, located in downtown Winter Park, Colorado. Crestvie...
Condo 2 / 3 / 10

*
Online booking available

$159 - $520
Per Night

$1113 - $3640
Per Week

Hi Country Haus Bldg 16#3

Winter Park
This vacation condo is a 1 bedroom, 1 bathroom located in the Hi Country Haus Condominiums, in downt...
Condo 1 / 1 / 4

*
Online booking available

$79 - $295
Per Night

$553 - $2065
Per Week

Newly remodeled Ski in Ski out Studio at Iron Horse Resort

Winter Park
This studio underwent a fresh, VERY tastefully done, five star remodel in 2011. Everything is new f...
Condo 0 / 1 / 4

*
Online booking available

$65 - $275
Per Night

$455 - $1925
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

$623 - $973
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

$220 - $918
Per Night

$1540 - $6426
Per Week

Iron Horse Resort 2054

Winter Park
Studio vacation condo at the Iron Horse Resort, just steps from the Winter Park ski area. A 455 squa...
Condo 0 / 1 / 4

*
Online booking available

$99 - $347
Per Night

$693 - $2429
Per Week

Remodeled Ski in Ski out two BR at the full service Iron ...

Winter Park
Remodeled Ski in Ski out two BR at the full service Iron Horse Resort. A highly remodeled top floor...
Condo 2 / 3 / 8

*
Online booking available

$145 - $550
Per Night

$1050 - $3850
Per Week

Beaver Village Condominiums #0333R

Winter Park
Vaulted ceilings in this one bedroom one bathroom condo let in a lot of natural light and add the fe...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Beaver Village Condominiums #1822R

Winter Park
Nicely updated Winter Park one bedroom condo has all that you need for your vacation. Full kitchen c...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Beaver Village Condominiums #1934R

Winter Park
This classic Winter Park one bedroom condo has all that you need for your vacation. Full kitchen com...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
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

$65 - $275
Per Night

$455 - $1925
Per Week

The House On Elk Trail

Winter Park
The House on Elk Trail is a beautiful, ranch-style vacation home located in the exclusive Elk Run su...
Home 3 / 2 / 8

*
Online booking available

$219 - $790
Per Night

$1533 - $5530
Per Week

Beaver Village Condominiums #0833

Winter Park
Location and a lot of space are the highlights of this three bedroom two bathroom condominium. Locat...
Condo 3 / 2 / 14

*
Online booking available

$175 - $465
Per Night

$1225 - $3255
Per Week

Beaver Village Condominiums #1921

Winter Park
This classic Winter Park two bedroom condo has all that you need for your vacation. Full kitchen com...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

1 bedroom + loft condo only 8 minutes from the slopes

Winter Park
Crestview is a cozy complex of 75 units at the edge of Winter Park. It is located within walking di...
Condo 2 / 2 / 8

*
Online booking available

$80 - $275
Per Night

$560 - $1925
Per Week

4 BR 3 Bath Luxury Trademark Town Home only 1/4 mile from...

Winter Park
4 BR 3 Bath Luxury Trademark Town Home only 1/4 mile from the slopes Four Bed 3 Bath Luxury Tradema...
Condo 4 / 3 / 11

*
Online booking available

$175 - $695
Per Night

$1925 - $4865
Per Week

Snowblaze Condominiums C14

Winter Park
This 2 bedroom, 2 bathroom condo rental is located at SnowBlaze in downtown Winter Park, Colorado. T...
Condo 2 / 2 / 7

*
Online booking available

$99 - $361
Per Night

$693 - $2527
Per Week

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

Winter Park
This Home Has It All! Comfort, space, views and modern convenience! Sleeps 11 This home HAS IT ALL!...
Condo 4 / 4 / 11

*
Online booking available

$175 - $595
Per Night

$1575 - $4165
Per Week

Very comfortable and cozy fully remodeled 1 BR with 1.5 BAs.

Winter Park
Very comfortable and cozy fully remodeled 1 bedroom with 1.5 bathrooms. Sleeps four. Two in queen ...
Condo 1 / 1.5 / 4

*
Online booking available

$75 - $250
Per Night

$525 - $1365
Per Week

Beaver Village Condominiums #0923

Winter Park
This classic Winter Park two bedroom condo has all that you need for your vacation. Full kitchen com...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #1014R

Winter Park
This classic Winter Park one bedroom condo has all that you need for your vacation. Full kitchen com...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Hi Country Haus Bldg 24#6

Winter Park
BEDS: Queen in Master and Queen Sofa Sleeper in the Living Room; UNIT FEATURES: 32 Inch Flat Screen ...
Condo 1 / 1.5 / 4

*
Online booking available

$79 - $295
Per Night

$553 - $2065
Per Week

Silverado II Condominiums #213

Winter Park
This 2 bedroom, 2 bathroom vacation condo is located in the Silverado II Condominiums, in downtown W...
Condo 2 / 2 / 6

*
Online booking available

$99 - $399
Per Night

$693 - $2793
Per Week

Ponderosa Penthouse

Winter Park
This magnificent 3 bedroom plus loft area / 3.5 bathroom Penthouse is located at the Ponderosa Trail...
Condo 3 / 3.5 / 8

*
Online booking available

$325 - $686
Per Night

$2275 - $4802
Per Week

Beaver Village Condominiums #0333

Winter Park
Vaulted ceilings in this two bedroom two bathroom condo let in a lot of natural light and add the fe...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Winter Park Getaway Information

Winter Park has made a successful transition from being "Denver's ski area" to an attractive destination resort. Sure, it's still a favorite with Denver-area residents, who can get there by train, but with the growth of the Fraser Valley as a four-season recreational destination Winter Park draws visitors from out of the region in greater numbers.

The winter draw is simple to define. 3060 acres, including 143 trails and 1212 of off-piste terrain, and a 3060-foot vertical drop are covered annually by 365" of snow. The skiing terrain has expanded from the original summit, now called Winter Park, to encompass Mary Jane, Vazquez Ridge, Vasquez Cirque, and Parsenn Bowl at a lofty 12,060 feet.

At first glance the trail map is liberally sprinkled with blue squares with a black diamond insert, black diamonds, and double-black diamonds. The majority of these symbols are found on Mary Jane and beyond in the chutes and headwalls of Vasque Cirque. But the Winter Park and Vasquez Ridge areas offer wider choices, with plenty of beginner and true-blue terrain. There are even green circle trails from the top of Mary Jane accessed by the High Lonesome Express. Much of the high alpine terrain in Parsenn Bowl is blue or blue-black. Head to Vasquez Cirque where double-diamond headwalls and chutes lead into black diamond glades. You can make the trip under your own power or pay the man five bucks to get towed along the ridge by a snowmobile from the top of Parsenn. But the best collection of steep blacks and double-blacks can be found at Mary Jane, where the bumps are allowed to build to truly grand proportions.

The 25 lifts include a high speed six-pack, 7 high-speed quads and a bevy of triples and doubles. For hucksters and big air fans, there are three terrain parks and a half pipe.

More Getaway Locations and Properties