Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Ski in Ski out Studio at the full service Iron Horse Resort.

Winter Park
This fouth floor unit has great peaceful views from the balcony. You can watch skiers make their wa...
Condo 0 / 1 / 4

*
Online booking available

$50 - $225
Per Night

$350 - $1575
Per Week

Ski in Ski out slopeside two BR at the Zephyr Mountain Lo...

Winter Park
Ski in Ski out slopeside two BR at the Zephyr Mountain Lodge. Sleeps 8!! This is one of the larger ...
Condo 2 / 2 / 8

*
Online booking available

$100 - $550
Per Night

$700 - $3850
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

The House On Elk Trail

Winter Park
The House on Elk Trail is a beautiful, ranch-style vacation home located in the exclusive Elk Run su...
Home 3 / 2 / 8

*
Online booking available

$219 - $548
Per Night

$1533 - $3833
Per Week

Trademark 70: Immaculate PET FRIENDLY townhome, just 1/3 ...

Winter Park
Description: This unique trademark unit offers huge windows, displaying great views of the mountains...
Condo 3 / 3 / 8

$179 - $699
Per Night

$1253 - $4893
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

Zephyr 1215: Only TRUE ski in/ski out in Winter Park; ste...

Winter Park
Description: Stay here, and be spoiled by the luxury of skiing from your private back porch straight...
Condo 1 / 1 / 4

$100 - $468
Per Night

$700 - $3276
Per Week

Iron Horse Resort 3023

Winter Park
A perfect vacation rental at the Iron Horse Resort, just steps from the Winter Park ski area. A nice...
Condo 1 / 1 / 6

*
Online booking available

$110 - $298
Per Night

$770 - $2083
Per Week

Hi Country Haus 1909: Great downtown location with swimmi...

Winter Park
Description: Located in the center of downtown Winter Park, you’re just a short 100 yard walk to res...
Condo 2 / 2 / 6

$102 - $396
Per Night

$714 - $2772
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

Base Camp 450: Beautiful Base Camp Home Right Below The T...

Winter Park
Description: Live like the kings of elegance and style in this 3-story townhome, and enjoy the three...
Condo 4 / 5 / 13

$361 - $1485
Per Night

$2527 - $10395
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

Sawmill Station 220: Perfect Location in Downtown Winter ...

Winter Park
Description: You’ll love the cozy comfort that this beautiful three–story-home has to offer. Relax i...
Condo 4 / 5 / 12

$231 - $908
Per Night

$1617 - $6356
Per Week

This is a Very tastefully remodeled ski in/out five star ...

Winter Park
This is a Very tastefully remodeled ski in/out five star 2 BR 2 bath. This is a VERY tastefully rem...
Condo 2 / 2 / 9

*
Online booking available

$95 - $495
Per Night

$665 - $3465
Per Week

2 bedroom/2 bathroom condo

Winter Park
2 bedroom/2 bathroom condo Unit Description: Two bedroom fully equipped condos in Winter Park accom...
Condo 2 / 2 / 6

*
Online booking available

$115 - $370
Per Night

$805 - $2590
Per Week

Base Village Loft 108: Highly coveted 3 BR Resort Village...

Winter Park
Description: Enjoy staying at one of the new ski-in/ski-out Village Lofts at Winter Park. This beaut...
Condo 3 / 3 / 10

$357 - $1364
Per Night

$2499 - $9548
Per Week

Iron Horse Resort 3094

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

*
Online booking available

$155 - $398
Per Night

$1085 - $2783
Per Week

Snowblaze Condominiums 301

Winter Park
BEDS: Queen Murphy bed and a Queen Sofa Sleeper; UNIT FEATURES: Flatscreen TV with a DVD player and ...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

2 BR 2 Bath in the town of Winter Park 5 minutes to the s...

Winter Park
2 BR 2 Bath in the town of Winter Park 5 minutes to the ski area. Crestview is a cozy complex of 75...
Condo 2 / 2 / 6

*
Online booking available

$80 - $275
Per Night

$560 - $1925
Per Week

Crestview 501

Winter Park
A 1,452 square foot condominium rental located in downtown Winter Park, Colorado. Crestview 501 offe...
Condo 2 / 3 / 10

*
Online booking available

$150 - $398
Per Night

$1050 - $2783
Per Week

Lakota 502: Relax in sheer luxury in this Lakota townhome...

Winter Park
Lakota 502 is situated just across the highway from Winter Park Ski Resort in an exclusive neighborh...
Condo 3 / 3 / 10

$217 - $853
Per Night

$1519 - $5971
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

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

Zephyr 1606: Open & airy top floor Zephyr condo at WPR wi...

Winter Park
Description: This condo is updated with newer furniture, a brand new home theater, plus has a privat...
Condo 2 / 2 / 8

$200 - $798
Per Night

$1400 - $5586
Per Week

Timber Lake Way 491

Winter Park
This luxurious 3 level rental townhome is located 1.5 miles from downtown Winter Park, Colorado. Thi...
Home 3 / 4 / 6

*
Online booking available

$125 - $373
Per Night

$875 - $2608
Per Week

 

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