Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Founder's Pointe 4447

Winter Park
This newly built, contemporary vacation rental property is located near The Village of Winter Park R...
Condo 1 / 1 / 4

*
Online booking available

$115 - $288
Per Night

$805 - $2013
Per Week

Zephyr 1520: You'll love the convenience and space provid...

Winter Park
This remodeled, rare, three bedroom Zephyr condo, will provide couples and small families plenty of ...
Condo 3 / 3 / 8

$325 - $1320
Per Night

$2275 - $9240
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

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

Pines

Winter Park
Ski in...Shuttle out at this Winter Park, Colorado rental home. A 9 bedroom home that sleeps 30. Wit...
Home 9 / 9 / 30

*
Online booking available

$499 - $1248
Per Night

$3493 - $8733
Per Week

Elk Run Townhome

Winter Park
Located near the town of Winter Park, Colorado, this premier vacation rental home is bright and beau...
Home 2 / 2 / 6

*
Online booking available

$149 - $375
Per Night

$1043 - $2625
Per Week

Trailhead Lodges 734: Balcony view of the mountains and H...

Winter Park
Description: Conveniently located in downtown Winter Park, you’re an easy walk away from the shops a...
Condo 2 / 2 / 8

$130 - $800
Per Night

$910 - $5600
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

Founders Pointe 4569: This walk in/out Resort studio has ...

Winter Park
Description: This primo studio sits steps from the Village at Winter Park Resort and a two minute wa...
Condo 0 / 1 / 4

$80 - $363
Per Night

$560 - $2541
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

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

$357 - $1364
Per Night

$2499 - $9548
Per Week

Trademark 62: Spacious Old Town townhome with unbeatable ...

Winter Park
Description: Picture windows offer unbeatable views of the divide and ski slopes in this spacious to...
Condo 4 / 4 / 10

$231 - $908
Per Night

$1617 - $6356
Per Week

Telemark 588: Picture perfect townhome close to all the c...

Winter Park
Feel instantly at home in this newly built and beautifully furnished Winter Park townhome. The loca...
Condo 2 / 2 / 6

$137 - $534
Per Night

$959 - $3738
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

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

Winter Park
Ski in Ski out slopeside building one BR at the Zephyr Mountain Lodge. Zephyr Mountain Lodge is abo...
Condo 1 / 1 / 4

*
Online booking available

$75 - $295
Per Night

$525 - $2065
Per Week

3600 sq ft luxurious private home in Winter Park sleeps u...

Winter Park
3600 sq ft luxurious private home in Winter Park sleeps up to 18 Luxurious and very roomy (3600 sq...
Home 4 / 4 / 18

*
Online booking available

$470 - $1040
Per Night

$2290 - $7190
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

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

$545 - $973
Per Week

Pine Shadows At Vasquez

Winter Park
This 2 story vacation rental town home is located in Hide-A-Way Village, above downtown Winter Park,...
Home 2 / 2 / 6

*
Online booking available

$89 - $223
Per Night

$623 - $1558
Per Week

Zephyr 1603: Premier ski in/ski out condo with spectacula...

Winter Park
Description: Enjoy the comfort and beauty of this ski in/ski out condo with tranquil views of the tr...
Condo 1 / 1 / 4

$100 - $468
Per Night

$700 - $3276
Per Week

Base Village Loft 101: Enjoy the utmost comfort at Winter...

Winter Park
This is the best location and largest property in the heart of The Village at Winter Park Resort, ju...
Condo 4 / 4 / 12

$385 - $1705
Per Night

$2695 - $11935
Per Week

Beau West Lodge: Huge mountain home nestled in the pines,...

Winter Park
Description: Nestled in the pines just 500 yards from the base of Winter Park Ski Area, Beau West Lo...
Room/ Suite 5 / 6 / 17

$392 - $1540
Per Night

$2744 - $10780
Per Week

Small Hotel Room with King Bed - Sleeps 2

Winter Park
Small hotel style room with King bed private bath. Mini-fridge and small box style TV. Internal entr...
Room/ Suite 1 / 1 / 2

*
Online booking available

$69 - $119
Per Night

$449 - $833
Per Week

Zephyr 1324: Stay in the Zephyr Mountain Lodge, and you’l...

Winter Park
Description: Stay in the Zephyr Mountain Lodge, and you’ll be in the middle of it all! In the mornin...
Condo 1 / 1 / 4

$95 - $435
Per Night

$665 - $3045
Per Week

Iron Horse Resort 4208

Winter Park
2 bedroom vacation condo, just steps from the Winter Park ski area. This condo provides a gas firepl...
Condo 2 / 3 / 10

*
Online booking available

$165 - $473
Per Night

$1155 - $3308
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