Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

Telemark 698:modern town home on a lake yet only minutes ...

Winter Park
Description: This bright and roomy townhome is set on a peaceful lake, and only moments away from do...
Condo 3 / 3 / 8

$179 - $699
Per Night

$1253 - $4893
Per Week

Newly remodeled Ski in Ski out Studio at Iron Horse Resort

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

*
Online booking available

$50 - $245
Per Night

$350 - $1715
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

Founders Pointe 4357: Ski home for lunch at this modern &...

Winter Park
Description: This spacious condo has tons to offer, from the beautiful full kitchen with granite cou...
Condo 2 / 2 / 6

$199 - $721
Per Night

$1393 - $5047
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

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

Winter Park Place 5: You'll love the great location this ...

Winter Park
Stay away from it all but only 1/3 of a mile from the base area and main lifts at Winter Park Resort...
Condo 1 / 1 / 4

$85 - $264
Per Night

$595 - $1848
Per Week

Iron Horse Resort 3094

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

*
Online booking available

$155 - $398
Per Night

$1085 - $2783
Per Week

Fraser Crossing 3623: Beautiful penthouse with vaulted ce...

Winter Park
Description: The rare vaulted ceilings give this condo an open feel and are a constant reminder that...
Condo 1 / 1 / 4

$95 - $435
Per Night

$665 - $3045
Per Week

Sport Studio

Winter Park
Sport Studio Unit Description: This sport studio condo unit is ideal for a couple or small family. ...
Condo 0 / 1 / 4

*
Online booking available

$103 - $259
Per Night

$721 - $1813
Per Week

Iron Horse Resort 5023

Winter Park
1 bedroom vacation condo located at the Iron Horse Resort, just steps from the Winter Park ski area....
Condo 1 / 1 / 6

*
Online booking available

$110 - $298
Per Night

$770 - $2083
Per Week

Cozy and comfortable 1 BR ski in ski out condo with a ful...

Winter Park
Cozy and comfortable 1 BR ski in ski out condo with a full kitchen!!! Cozy and comfortable 1 bedroo...
Condo 1 / 1 / 4

*
Online booking available

$55 - $325
Per Night

$385 - $2275
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 / 11

*
Online booking available

$260 - $695
Per Night

$1820 - $4865
Per Week

Founders Pointe 4457: Convenient and Cozy Two BR Condo Ri...

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

$180 - $655
Per Night

$1260 - $4585
Per Week

Red Quill 303: Enjoy this beautiful and spacious three BR...

Winter Park
Description: Beautiful three bedroom townhome, in the heart of downtown Winter Park and only two mil...
Condo 3 / 4 / 8

$179 - $699
Per Night

$1253 - $4893
Per Week

Nicest one BR at the Iron Horse Resort boasts a recent ta...

Winter Park
Nicest one BR at the Iron Horse Resort boasts a recent tasteful remodel THE CONDO: Our ski-in, ski-...
Condo 1 / 1 / 6

*
Online booking available

$85 - $325
Per Night

$595 - $2275
Per Week

Four Bed 3 Bath Luxury Trademark Townhome in the heart of...

Winter Park
Four Bed 3 Bath Luxury Trademark Townhome in the heart of old town. Four Bed 3 Bath Luxury Trademar...
Condo 4 / 3 / 10

*
Online booking available

$275 - $895
Per Night

$1925 - $6265
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

Base Camp 456: Luxurious 3-story Ski In/Ski Out Townhome ...

Winter Park
Description: Enjoy the luxury and convenience of this beautiful end-unit townhome tucked in the wood...
Condo 4 / 5 / 12

$361 - $1485
Per Night

$2527 - $10395
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

Two Bedroom Deluxe Condo

Winter Park
Two Bedroom Deluxe Condo Unit Description: This unit offers all the amenities of home with convenie...
Condo 2 / 3 / 8

*
Online booking available

$258 - $509
Per Night

$1806 - $3563
Per Week

Very nice 3 BR / 3 BA condo at the new property in the he...

Winter Park
Very nice 3 BR / 3 BA condo at the new property in the heart of Wp Very nice 3 bedroom / 3 bathroom...
Condo 3 / 3 / 8

*
Online booking available

$175 - $495
Per Night

$1225 - $3465
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

Founders Pointe 4345: Two minute walk to the chairlift, w...

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 - $380
Per Night

$595 - $2660
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