Winter Park Vacation Rental Getaways


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  • Beach Front
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  • Ski in/out
  • Walk to Slopes
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Sort by: Type BR/BA/Sleeps Price

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

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

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

Winter Park
Four BR 3 Bath Luxury Trademark Townhome in the heart of old town. Four Bed 3 Bath Luxury Trademark...
Condo 4 / 3 / 11

*
Online booking available

$275 - $895
Per Night

$1925 - $6265
Per Week

Ski in Ski out slopeside building one BR at the Zephyr Mo...

Winter Park
Ski in Ski out slopeside building one BR at the Zephyr Mountain Lodge. Zephyr Mountain Lodge is abo...
Condo 1 / 1 / 4

*
Online booking available

$75 - $295
Per Night

$525 - $2065
Per Week

Founders Pointe 4341: Enjoy convenience & comfort at this...

Winter Park
Description: Corner-unit, brand new Founders Pointe condo, faces both Mary Jane and Winter Park Reso...
Condo 2 / 2 / 8

$225 - $798
Per Night

$1575 - $5586
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

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 - $375
Per Night

$1043 - $2625
Per Week

Very nice 2 bed / 2 bath condo at the new Trailhead prope...

Winter Park
Very nice 2 bed / 2 bath condo at the new Trailhead property in Winter Park Very nice 2 bedroom / 2...
Condo 2 / 2 / 8

*
Online booking available

$125 - $220
Per Night

$875 - $875
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

Zephyr 2413: Ski-In/Ski-Out Stop Messing About! Gorgeous...

Winter Park
Eager to hit the slopes? You'll be able to don your boots & hop on the lift in minutes from this co...
Condo 1 / 1 / 5

$100 - $468
Per Night

$700 - $3276
Per Week

Lakota 106: Get swept off your feet in this stunning thre...

Winter Park
Comfort and beauty are seamlessly sewn together in this three bedroom townhome located in the scenic...
Condo 3 / 3 / 9

$179 - $699
Per Night

$1253 - $4893
Per Week

Snowblaze Condominiums 213

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

*
Online booking available

$79 - $198
Per Night

$553 - $1383
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

This Home Has It All!! Comfort, space, views and modern c...

Winter Park
This Home Has It All!! Comfort, space, views and modern convenience!!!!! This home HAS IT ALL!!!! ...
Condo 3 / 4 / 10

*
Online booking available

$200 - $695
Per Night

$1400 - $4865
Per Week

Hi Country Haus 1903: Comfort & Convenience In One Neat P...

Winter Park
Description: Beautifully remodeled condo, complete with granite countertops, a brand new kitchen, an...
Condo 2 / 1 / 6

$102 - $396
Per Night

$714 - $2772
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

Zephyr 1603: Premier ski in/ski out condo with spectacula...

Winter Park
Description: Enjoy the comfort and beauty of this ski in/ski out condo with tranquil views of the tr...
Condo 1 / 1 / 4

$100 - $468
Per Night

$700 - $3276
Per Week

Iron Horse Resort 5064

Winter Park
Enjoy the view from this roomy 455 sq. ft. studio rental located just steps from the Winter Park ski...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
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

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

Sawmill Station 104: Spacious & Classy townhome opposite ...

Winter Park
Description: This brand new townhome is located right in the middle of town! You have three private ...
Condo 3 / 4 / 10

$179 - $725
Per Night

$1253 - $5075
Per Week

Hi Country Haus Bldg 24#3

Winter Park
BEDS: Queen in Master and Queen Sofa Sleeper in the Living Room; UNIT FEATURES: 32 Inch Flat Screen ...
Condo 1 / 2 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Founders Pointe 4575: Spectacular corner unit condo with ...

Winter Park
Description: As a front corner unit, this condo has spectacular panoramic views of the mountains. Yo...
Condo 2 / 2 / 8

$199 - $721
Per Night

$1393 - $5047
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

Iron Horse Resort 5023

Winter Park
This nicely laid-out rental condo is located at the Iron Horse Resort, just steps from the Winter Pa...
Condo 1 / 1 / 6

*
Online booking available

$110 - $298
Per Night

$770 - $2083
Per Week

 

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