Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

Iron Horse Resort 3033

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

*
Online booking available

$79 - $207
Per Night

$553 - $1449
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

$150 - $495
Per Night

$1050 - $3465
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 - $250
Per Night

$455 - $1715
Per Week

Hi Country Haus #07-03

Winter Park
Hi Country Haus Building 07 unit 03 is a lovely one bedroom, one bathroom condominium rental, that i...
Condo 1 / 1 / 4

*
Online booking available

$99 - $194
Per Night

$693 - $1358
Per Week

Hi Country Haus Bldg 24#3

Winter Park
This lovely 1 bedroom, 1.75 bathroom vacation condo is located in downtown Winter Park, Colorado. . ...
Condo 1 / 2 / 4

*
Online booking available

$79 - $175
Per Night

$553 - $1225
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 - $499
Per Night

$1043 - $3493
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 - $139
Per Night

$449 - $973
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

$295 - $995
Per Night

$2065 - $6965
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

$100 - $305
Per Night

$700 - $2135
Per Week

Timber Lake Way 491

Winter Park
This 3 bedroom, 3.5 bathroom is located 1.5 miles from downtown Winter Park, Colorado.The master bed...
Home 3 / 4 / 6

*
Online booking available

$149 - $333
Per Night

$1043 - $2331
Per Week

Luxurious 3 bed 3.5 bath home 2 mins from Winter Park wit...

Winter Park
Luxurious 3 bed 3.5 bath home 2 mins from Winter Park with Private Shuttle. Luxurious and roomy 3 b...
Home 3 / 4 / 10

*
Online booking available

$250 - $495
Per Night

$1750 - $3465
Per Week

Beaver Village Condominiums #2033R

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

$100 - $305
Per Night

$700 - $2135
Per Week

Walk to the slopes from this Fraser Crossing two bedroom.

Winter Park
This unit has Great slope side and village views from the balcony. Fraser crossing is a newly con...
Condo 2 / 2 / 8

*
Online booking available

$150 - $595
Per Night

$1050 - $4165
Per Week

Antlers At Lakota #104

Winter Park
Enjoy this three level, vacation town home at Lakota in Winter Park, Colorado. Antlers @ Lakota is j...
Home 3 / 3 / 7

*
Online booking available

$265 - $599
Per Night

$1855 - $4193
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

$120 - $390
Per Night

$840 - $2730
Per Week

Beaver Village Condominiums #1022

Winter Park
This vacation rental has so much bedding that you can sleep up to 10 people in this condo. Now you c...
Condo 2 / 2 / 10

*
Online booking available

$120 - $390
Per Night

$840 - $2730
Per Week

Hi Country Haus #09-01

Winter Park
This vacation condo has 2 bedrooms, 1 bathroom and is located in Downtown Winter Park, Colorado. Thi...
Condo 2 / 1 / 6

*
Online booking available

$99 - $220
Per Night

$693 - $1540
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 - $765
Per Night

$1540 - $5355
Per Week

Beaver Village Condominiums #0522

Winter Park
Visitors will enjoy this cheery and bright two bedroom two bathroom condo located on the second floo...
Condo 2 / 2 / 6

*
Online booking available

$120 - $390
Per Night

$840 - $2730
Per Week

Dreamcatcher 7B Rental

Winter Park
Dream Catcher 7B at Lakota is a luxurious 3 level vacation townhome with spectacular mountain views ...
Home 5 / 5 / 11

*
Online booking available

$499 - $889
Per Night

$3493 - $6223
Per Week

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 - $358
Per Night

$805 - $2506
Per Week

Beaver Village Condominiums #0323

Winter Park
Newly remodeled deluxe two bedroom two bathroom condo in Winter Park Colorado. Guests love the nice ...
Condo 2 / 2 / 6

*
Online booking available

$120 - $390
Per Night

$840 - $2730
Per Week

Beaver Village Condominiums #0931R

Winter Park
Nicely furnished one bedroom one bathroom Winter Park condo. Located conveniently close to the town ...
Condo 1 / 1 / 4

*
Online booking available

$100 - $305
Per Night

$700 - $2135
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 - $795
Per Night

$1925 - $5565
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