Winter Park Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Beaver Village Unit #1622R

Winter Park
Beautifully updated one bedroom condo. The kitchen has been upgraded with stainless steel appliances...
Condo 1 / 1 / 4

*
Online booking available

$117 - $320
Per Night

$819 - $2240
Per Week

Beaver Village Unit #0131

Winter Park
Gorgeous updated kitchen with stainless steal appliances, open floor plan with views if dining and l...
Condo 3 / 2 / 8

*
Online booking available

$167 - $620
Per Night

$1169 - $4340
Per Week

Ponderosa Penthouse

Winter Park
This magnificent 3 bedroom plus loft area / 3.5 bathroom Penthouse is located at the Ponderosa Trail...
Condo 3 / 3.5 / 8

*
Online booking available

$325 - $900
Per Night

$2275 - $6300
Per Week

Beaver Village Unit #0623

Winter Park
You will have everything you need in this two bedroom two bath condo close to The Winter Park Resort...
Condo 2 / 2 / 6

*
Online booking available

$137 - $475
Per Night

$959 - $3325
Per Week

Hi Country Haus Unit 1607

Winter Park
This newly renovated vacation rental is the perfect place to unwind from it all. High end touches th...
Condo 1 / 1 / 5

*
Online booking available

$100 - $310
Per Night

$700 - $2170
Per Week

Hi Country Haus Unit 315

Winter Park
This unit has 495 square feet on the 3rd floor of the building and is a non-smoking and no pets allo...
Condo 1 / 1 / 4

*
Online booking available

$100 - $310
Per Night

$700 - $2170
Per Week

Village Center Condos 2nd Level #6

Winter Park
You will love the location of this beautiful new two bedroom one bath condominium within walking dis...
Condo 2 / 1 / 8

*
Online booking available

$137 - $600
Per Night

$959 - $4200
Per Week

Leland Creek Home

Winter Park
The Leland Creek home is a luxuriously decorated and furnished private five bedroom house with three...
Home 5 / 4.5 / 12

*
Online booking available

$305 - $1975
Per Night

$2135 - $13825
Per Week

Beaver Village Unit #0424

Winter Park
Nice and basic two bedroom two bathroom condo located in Winter Park CO. Updated kitchen with light ...
Condo 2 / 2 / 6

*
Online booking available

$135 - $475
Per Night

$945 - $3325
Per Week

Hi Country Haus Unit 2007

Winter Park
A Colorado vacation condo rental with a living room area offering access to a private deck, wood bur...
Condo 2 / 2 / 6

*
Online booking available

$130 - $470
Per Night

$910 - $3290
Per Week

D4084 Iron Horse

Winter Park
Iron Horse is located at the base of the mountain between Winter Park and Mary Jane ski areas. Our g...
Condo 0 / 1 / 4

*
Online booking available

$145 - $210
Per Night

$1155 - $1470
Per Week

Braidwood Unit 304

Winter Park
The Braidwood Condominiums are a popular choice for those requiring in-town, comfortable accommodati...
Condo 3 / 3 / 8

*
Online booking available

$145 - $575
Per Night

$1015 - $4025
Per Week

Timber Run Vista Unit 103

Winter Park
This studio unit offers 405 square feet of living space and is a non smoking and has a no pet policy...
Condo 0 / 1 / 4

*
Online booking available

$90 - $270
Per Night

$630 - $1890
Per Week

Beaver Village Unit #1531

Winter Park
Newly renovated and gorgeous two bedroom two bathroom condominium at one of the largest on our compl...
Condo 2 / 2 / 6

*
Online booking available

$137 - $475
Per Night

$959 - $3325
Per Week

Beaver Village Unit #1621

Winter Park
This recently remodeled and beautifully decorated condominium is a real hit! When you walk in the fr...
Condo 2 / 2 / 6

*
Online booking available

$137 - $475
Per Night

$959 - $3325
Per Week

Founders 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

$150 - $535
Per Night

$1050 - $3745
Per Week

Beaver Village Unit #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

$117 - $320
Per Night

$819 - $2240
Per Week

Hi Country Haus Unit 1907

Winter Park
This Winter Park Colorado condo offers 899 square feet and is on the second floor and has a modern i...
Condo 2 / 2 / 6

*
Online booking available

$130 - $470
Per Night

$910 - $3290
Per Week

Hi Country Haus Unit 615

Winter Park
This unit has 495 square feet with a modern decor and is an end unit on the third floor, so there is...
Condo 1 / 1 / 4

*
Online booking available

$100 - $310
Per Night

$700 - $2170
Per Week

Hideaway Village Columbine 7

Winter Park
An updated 2 bedroom town home has a spacious 880 square feet on two interior levels and is a non sm...
Home 2 / 1 / 4

*
Online booking available

$100 - $176
Per Night

$700 - $1232
Per Week

Beaver Village Unit #1934

Winter Park
This classic Winter Park two bedroom condo has all that you need for your vacation. If you are looki...
Condo 2 / 2 / 6

*
Online booking available

$137 - $475
Per Night

$959 - $3325
Per Week

Lodge-Style 2Br w/ Private Deck - Drive Minutes to Ski Re...

Winter Park
Lodge-Style 2Br w/ Private Deck - Drive Minutes to Ski Resort & Downtown This inviting 2BR/2BA Vasq...
Condo 3 / 2 / 8

*
Online booking available

$110 - $436
Per Night

$760 - $2623
Per Week

Beaver Village Unit #1622

Winter Park
Beautifully updated two bedroom condo. The kitchen has been upgraded with stainless steel appliances...
Condo 2 / 2 / 6

*
Online booking available

$137 - $475
Per Night

$959 - $3325
Per Week

Beaver Village Unit #0824R

Winter Park
A warm interior will greet you as you enter this lovely updated one bedroom one bathroom condo. Gues...
Condo 1 / 1 / 5

*
Online booking available

$117 - $320
Per Night

$819 - $2240
Per Week

Beaver Village Unit #1934R

Winter Park
This classic Winter Park one bedroom condo has all that you need for your vacation. The unit is loca...
Condo 1 / 1 / 4

*
Online booking available

$117 - $320
Per Night

$819 - $2240
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