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

Iron Horse Resort 3033

Winter Park
A great vacation destination located at the Iron Horse Resort, just steps from the Winter Park ski a...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
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

Fraser Crossing 3301: Modern, two BR Fraser Crossing cond...

Winter Park
Description: Brand-new ski-in/ski-out condo offers a fabulous view of the slopes, classic mountain d...
Condo 2 / 2 / 6

$199 - $721
Per Night

$1393 - $5047
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

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

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

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

1 bedroom/1 bathroom condo

Winter Park
1 bedroom/1 bathroom condo Unit Description: Beaver Village Condominiums offers one bedroom condos ...
Condo 1 / 1 / 4

*
Online booking available

$95 - $290
Per Night

$665 - $2030
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

Snowblaze Condominiums B34

Winter Park
BEDS: Queen in Master, Two Twin Beds in Second Bedroom and Bunk Bed and a futon in Loft; UNIT FEATUR...
Condo 3 / 3 / 8

*
Online booking available

$119 - $298
Per Night

$833 - $2083
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

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. Very comfortable and tastefully ...
Condo 4 / 3 / 10

*
Online booking available

$275 - $895
Per Night

$1925 - $6265
Per Week

Iron Horse Resort 4063

Winter Park
This roomy 455 sq. ft. studio is a perfect vacation condo located at the Iron Horse Resort, just ste...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Trailhead Lodges 812: Spectacular condo with great locati...

Winter Park
Description: Come stay in this first-floor, high-end condo, conveniently located in the heart of WP,...
Condo 2 / 2 / 6

$130 - $700
Per Night

$910 - $4900
Per Week

Cozy Studio at Snowblaze Condominiums.

Winter Park
This is a very nicely furnished studio located in Downtown Winter Park. It is steps away from great...
Condo 0 / 1 / 4

*
Online booking available

$50 - $195
Per Night

$350 - $1365
Per Week

Walk to the slopes from this Fraser Crossing two bedroom.

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

*
Online booking available

$100 - $595
Per Night

$700 - $4165
Per Week

Base Camp 492: Huge, elegant townhome in the exclusive Ba...

Winter Park
Description: Brand new 3-story townhome, right on the Winter Park/Mary Jane ski slopes. With plush l...
Condo 4 / 5 / 10

$361 - $1485
Per Night

$2527 - $10395
Per Week

Walk to the slopes from this Founders Point one bedroom.

Winter Park
Founders Point is a newly constructed luxury condominium complex located at the base of Winter Park....
Condo 1 / 1 / 4

*
Online booking available

$55 - $295
Per Night

$385 - $2065
Per Week

Lakota 307: Stay in luxurious comfort near the slopes in ...

Winter Park
You won't want to leave this three bedroom town home with unobstructed slope views in the coveted La...
Condo 3 / 3 / 10

$217 - $853
Per Night

$1519 - $5971
Per Week

True luxury loft just 1/3 mile from WP resort base!

Winter Park
Located in quiet Old Town, you'll be amazed from the second you walk in the door. This custom built ...
Condo 3 / 2 / 8

Contact
Owner
Directly
For Rates

Zephyr 1703: Three BR Zephyr Condo looking over the slope...

Winter Park
Description: This THREE bedroom Zephyr condo sits on the 7th floor in the Slopeside building, just a...
Condo 3 / 3 / 10

$325 - $1320
Per Night

$2275 - $9240
Per Week

Very cozy 2 bed/bath condo in Downtown Winter Park. Sleep...

Winter Park
Very cozy 2 bed/bath condo in Downtown Winter Park. Sleeps 6 to 8 Very comfortable and cozy 2 bed 2...
Condo 2 / 2 / 6

*
Online booking available

$100 - $275
Per Night

$700 - $1925
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

Hi Country Haus Bldg. 21 # 15

Winter Park
BEDS: Queen in Master and Queen Bed in Second Bedroom, Two Twins in Third Bedroom, and a Queen Sofa ...
Condo 3 / 2 / 8

*
Online booking available

$99 - $250
Per Night

$693 - $1750
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