Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Bear Crossing 1415

Winter Park
This vacation rental home in Bear Crossing leaves nothing to be desired by any who visit Winter Park...
Home 3 / 4 / 12

*
Online booking available

$199 - $498
Per Night

$1393 - $3483
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

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

$470 - $970
Per Night

$2150 - $6490
Per Week

Base Camp 480: Exquisite Base Camp Townhome Below The Tra...

Winter Park
Description: Beautiful ski-in/ski-out property in Winter Park, with 3,000+ square feet of luxury liv...
Condo 4 / 5 / 14

$382 - $1540
Per Night

$2674 - $10780
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

Sawmill Station 115: Huge, luxurious townhome in heart of...

Winter Park
You'll love the room this 4-bedroom town home at Sawmill Station provides for the whole family and e...
Condo 4 / 4 / 10

$231 - $908
Per Night

$1617 - $6356
Per Week

Winter Park Place 5: You'll love the great location this ...

Winter Park
Stay away from it all but only 1/3 of a mile from the base area and main lifts at Winter Park Resort...
Condo 1 / 1 / 4

$85 - $264
Per Night

$595 - $1848
Per Week

Snowblaze Condominiums B34

Winter Park
This 2 bedroom (plus loft), 3 bathroom vacation condo is located at SnowBlaze, in downtown Winter Pa...
Condo 3 / 3 / 8

*
Online booking available

$119 - $298
Per Night

$833 - $2083
Per Week

Telemark 698:modern town home on a lake yet only minutes ...

Winter Park
Description: This bright and roomy townhome is set on a peaceful lake, and only moments away from do...
Condo 3 / 3 / 8

$179 - $699
Per Night

$1253 - $4893
Per Week

Hi Country Haus 1016: Stay in this inviting, updated cond...

Winter Park
Description: Inviting, cozy and updated, this condo is a perfect fit for a couple or family of four....
Condo 1 / 1 / 4

$85 - $264
Per Night

$595 - $1848
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

Elk Trail: Spoil yourself in this beautiful, three BR tow...

Winter Park
Enjoy being minutes away from downtown Winter Park, Colorado in this 10 year old town home in the pr...
Condo 3 / 3 / 11

$165 - $644
Per Night

$1155 - $4508
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

Founders Pointe 4457: Convenient and Cozy Two BR Condo Ri...

Winter Park
Description: Amazing Views, convenience and comfort all in one with this spectacular condo. Enjoy th...
Condo 2 / 2 / 6

$180 - $655
Per Night

$1260 - $4585
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

$165 - $1050
Per Night

$1155 - $7350
Per Week

Iron Horse Resort 2054

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

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Founders Pointe 4569: This walk in/out Resort studio has ...

Winter Park
Description: This primo studio sits steps from the Village at Winter Park Resort and a two minute wa...
Condo 0 / 1 / 4

$80 - $363
Per Night

$560 - $2541
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 - $288
Per Night

$805 - $2013
Per Week

Base Camp 494: Enjoy Million Dollar Living At This Amazin...

Winter Park
Description: Enjoy the seclusion and quiet of this beautiful mountain home, while being located just...
Condo 4 / 5 / 14

$361 - $1485
Per Night

$2527 - $10395
Per Week

Luxurious 3 bed 3 bath home 2 mins from Winter Park with ...

Winter Park
Luxurious 3 bed 3 bath home 2 mins from Winter Park with Private Shuttle. Luxurious and roomy 3 bed...
Home 3 / 4 / 8

*
Online booking available

$195 - $695
Per Night

$1365 - $4865
Per Week

Fraser Crossing 3506: Hop, skip & a jump to the lifts fro...

Winter Park
Description: This 1,200 square foot condo offers extra sleeping room, cozy mountain décor, and conve...
Condo 2 / 2 / 8

$180 - $655
Per Night

$1260 - $4585
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

$400 - $1248
Per Night

$2800 - $8733
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

Iron Horse Resort 3023

Winter Park
A one bedroom vacation condo at the Iron Horse Resort, just steps from the Winter Park ski area. Thi...
Condo 1 / 1 / 6

*
Online booking available

$110 - $298
Per Night

$770 - $2083
Per Week

Founders Pointe 4541: Best views in Founders Pointe, plus...

Winter Park
Description: New luxurious condo is located at the very front of the new complex with phenomenal vie...
Condo 2 / 2 / 8

$199 - $721
Per Night

$1393 - $5047
Per Week

 

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