Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Pine Shadows At Vasquez

Winter Park
This adorable Hide-Away 2 story rental home is located above downtown Winter Park, Colorado and just...
Home 2 / 2 / 6

*
Online booking available

$89 - $223
Per Night

$623 - $1558
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

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

Trailhead Lodges 723: Luxurious condo in downtown Winter ...

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

$165 - $1050
Per Night

$1155 - $7350
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

$100 - $550
Per Night

$700 - $3850
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

$50 - $245
Per Night

$350 - $1715
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

$357 - $1364
Per Night

$2499 - $9548
Per Week

Iron Horse Resort 3084

Winter Park
A perfect mountain vacation rental @ the Iron Horse Resort, just steps from the Winter Park ski area...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Custom Home - Sleeps 14 - Private Hot Tub - Free Wifi - O...

Winter Park
Custom Home - Sleeps 14 - Private Hot Tub - Free Wifi - On Free Shuttle Route One of our favorite h...
Home 4 / 4 / 14

*
Online booking available

$329 - $609
Per Night

$2139 - $4263
Per Week

Zephyr 2215: Fabulous location & decor in this updated Sk...

Winter Park
Description: This one bedroom condo has some of the best views of both the slopes and base village a...
Condo 1 / 1 / 4

$100 - $468
Per Night

$700 - $3276
Per Week

Zephyr 1601: Larger, family friendly, 2 BR Zephyr Condo I...

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

$210 - $877
Per Night

$1470 - $6139
Per Week

Lakota 502: Relax in sheer luxury in this Lakota townhome...

Winter Park
Lakota 502 is situated just across the highway from Winter Park Ski Resort in an exclusive neighborh...
Condo 3 / 3 / 10

$217 - $853
Per Night

$1519 - $5971
Per Week

Iron Horse Resort 2054

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

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Iron Horse Resort 3094

Winter Park
Extremely spacious vacation condo at the Iron Horse Resort, just steps from the Winter Park ski area...
Condo 2 / 2 / 8

*
Online booking available

$155 - $398
Per Night

$1085 - $2783
Per Week

Zephyr 2223: Enjoy restaurants, stores and fun right on y...

Winter Park
Description: Enjoy the convenience of being able to roll out of bed and right onto the slopes in min...
Condo 1 / 1 / 4

$100 - $468
Per Night

$700 - $3276
Per Week

Fraser Crossing 3307: Modern one BR condo at Winter Park ...

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

$100 - $468
Per Night

$700 - $3276
Per Week

Zephyr 2419: Total convenience & comfort in the heart of ...

Winter Park
Description: This stunning condo has vaulted ceilings throughout, skylights in the bedroom, plus it'...
Condo 1 / 1 / 4

$100 - $468
Per Night

$700 - $3276
Per Week

Bridgers Cache Chambers House

Winter Park
Enjoy this spectacular, custom built, vacation rental home at the base of Mary Jane. From the moment...
Home 5 / 5 / 17

*
Online booking available

$1569 - $1883
Per Night

$10983 - $13180
Per Week

Elk Trail: Spoil yourself in this beautiful, three BR tow...

Winter Park
Enjoy being minutes away from downtown Winter Park, Colorado in this 10 year old town home in the pr...
Condo 3 / 3 / 11

$165 - $644
Per Night

$1155 - $4508
Per Week

Snowblaze Condominiums C11

Winter Park
BEDS: Queen in Master, Two Twin Beds in Second Bedroom and Queen Sleeper Sofa in the Living Room; UN...
Condo 2 / 2 / 6

*
Online booking available

$99 - $248
Per Night

$693 - $1733
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

Luxurious and roomy 4 bed/bath home on Trails End Way up ...

Winter Park
Luxurious and roomy 4 bed/bath home on Trails End Way up Rendezvous Rd. Luxurious and roomy 4 bedro...
Home 4 / 4 / 10

*
Online booking available

$260 - $695
Per Night

$1820 - $4865
Per Week

Trademark I Unit 203

Winter Park
This is a nice 1 bedroom plus a loft, plus a tiny bedroom with 2.5 bathroom vacation condo located i...
Condo 1 / 3 / 8

*
Online booking available

$149 - $373
Per Night

$1043 - $2608
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

$217 - $853
Per Night

$1519 - $5971
Per Week

Snowblaze Condominiums 310

Winter Park
BEDS: Queen Murphy bed and a Queen Sofa Sleeper; UNIT FEATURES: Flat screen TV with a DVD player and...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
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