Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

PET FRIENDLY, spacious mountain cabin in Winter Park

Winter Park
Description: An open floor plan with floor-to-ceiling windows encompasses the kitchen, dining room, ...
Cabin 2 / 2 / 8

$150 - $415
Per Night

$1050 - $2905
Per Week

The Vacation Home of your Dreams, located in the woods ab...

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

$335 - $935
Per Night

$2345 - $6545
Per Week

A Rocky Mountain Dream Getaway In The Winter Park Woodland

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

$380 - $1060
Per Night

$2660 - $7420
Per Week

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

Winter Park
A highly remodeled top floor unit offers cathedral ceilings. This unit also has granite counter tops...
Condo 2 / 3 / 8

*
Online booking available

$400 - $400
Per Night

$2800 - $2800
Per Week

Modern one BR condo at Winter Park Resort, with full kitc...

Winter Park
Description: This brand new one bedroom condo is top notch; with all new furnishings and bedding, a ...
Condo 1 / 1 / 4

$100 - $425
Per Night

$700 - $2975
Per Week

Newly remodeled Ski in Ski out Studio at Iron Horse Resort

Winter Park
This studio just underwent a fresh, VERY tastfully done, five star remodel in 2011. Everything is n...
Condo 0 / 1 / 4

*
Online booking available

$125 - $125
Per Night

$875 - $875
Per Week

Spectacular condo with great location in downtown WP, plu...

Winter Park
Description: Come stay in this first-floor, high-end condo, conveniently located in the heart of WP,...
Condo 2 / 2 / 6

$165 - $495
Per Night

$1155 - $3465
Per Week

Cozy & modern condo in the Telemark neighorhood of downto...

Winter Park
Description: Fantastic location, pristine views, stunning condo! You can relax in this cozy home aft...
Condo 1 / 1 / 4

$115 - $315
Per Night

$805 - $2205
Per Week

Ski in/Ski out family friendly Zephyr condo at Winter Par...

Winter Park
Description: Stay as close to the slopes as you can during your trip to Winter Park this year in thi...
Condo 3 / 3 / 8

$460 - $1275
Per Night

$3220 - $8925
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

Modern townhome in quiet downtown Winter Park setting. J...

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

$230 - $635
Per Night

$1610 - $4445
Per Week

Crestview 501

Winter Park
Crestview Place 501: A 1,452 sq ft Condominium located in downtown Winter Park offers gorgeous panor...
Condo 2 / 3 / 10

*
Online booking available

$159 - $398
Per Night

$1113 - $2783
Per Week

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

Winter Park
This beautiful and spacious town home right in the heart of down town Winter Park. It will sleep 10...
Condo 3 / 4 / 10

*
Online booking available

$450 - $450
Per Night

$3150 - $3150
Per Week

Luxurious penthouse condo, located at the base of Winter ...

Winter Park
Description: This new top-floor condo offers direct slope views, and is among the best in the buildi...
Condo 2 / 2 / 8

$170 - $655
Per Night

$1190 - $4585
Per Week

Luxurious condo in downtown Winter Park, right across fro...

Winter Park
Description: Conveniently located in downtown Winter Park, you’re just a quick walk away from the sh...
Condo 3 / 3 / 8

$210 - $650
Per Night

$1470 - $4550
Per Week

Walk to the slopes from this Founders Point 1 BR w/full k...

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

$175 - $175
Per Night

$1225 - $1225
Per Week

Remodeled Ski in Ski out Studio at the full service Iron ...

Winter Park
Everything has been fully remodeled in this cozy and modern studio. This unit has an 42 inch Flat S...
Condo 0 / 1 / 4

*
Online booking available

$125 - $125
Per Night

$875 - $875
Per Week

Convenient, cozy and inviting: the perfect ski in/ski out...

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

$190 - $725
Per Night

$1330 - $5075
Per Week

Only TRUE ski in/ski out in Winter Park; step off your po...

Winter Park
Description: Stay here, and be spoiled by the luxury of skiing from your private back porch straight...
Condo 1 / 1 / 4

$100 - $425
Per Night

$700 - $2975
Per Week

Convenient and beautiful condo, 2 minute walk to shops, r...

Winter Park
Description: Enjoy your stay in this plush studio, just a two minute walk away from the Winter Park ...
Condo 0 / 1 / 4

$80 - $330
Per Night

$560 - $2310
Per Week

Very Nice, Ski in Ski Out Studio at the full service Iron...

Winter Park
Very nice and cozy studio. Spectacular views from the balcony of the continental divide!!The Ironho...
Condo 0 / 1 / 4

*
Online booking available

$125 - $125
Per Night

$875 - $875
Per Week

First-class accommodation & easy access to all that Winte...

Winter Park
Description: This pet friendly one bedroom allows you to relax and enjoy your mountain getaway. Loc...
Condo 1 / 1 / 4

$95 - $395
Per Night

$665 - $2765
Per Week

Larger, family friendly, 2 BR Zephyr Condo In The Heart O...

Winter Park
Description: This updated ski-in/ski-out condo faces the slopes and is right next to the lifts. Extr...
Condo 2 / 2 / 8

$190 - $725
Per Night

$1330 - $5075
Per Week

Two minute walk to the chairlift, with gorgeous views of ...

Winter Park
Description: This gorgeous studio with fabulous views of Mary Jane is calling your name. You'll be o...
Condo 0 / 1 / 4

$85 - $345
Per Night

$595 - $2415
Per Week

Convenient and Cozy Two BR Condo Right Across From The Sl...

Winter Park
Description: Amazing Views, convenience and comfort all in one with this spectacular condo. Enjoy th...
Condo 2 / 2 / 6

$150 - $595
Per Night

$1050 - $4165
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