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

Snowblaze Condominiums C11

Winter Park
BEDS: Queen in Master, Two Twin Beds in Second Bedroom and Queen Sleeper Sofa in the Living Room; UN...
Condo 2 / 2 / 6

*
Online booking available

$99 - $248
Per Night

$693 - $1733
Per Week

Telemark 516: Cozy & modern condo in the Telemark neighbo...

Winter Park
Description: Fantastic location, pristine views, stunning condo! You can relax in this cozy home aft...
Condo 1 / 1 / 4

$115 - $395
Per Night

$805 - $2765
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

Downtown Winter Park Condo With Mountain Views

Winter Park
Our 1200 sq. ft. 3BR, 3Bath condo is available to rent for your mountain getaway to meet everyone's ...
Condo 3 / 3 / 11

*
Online booking available

$289 - $309
Per Night

$1879 - $2163
Per Week

Bear Crossing 1415

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

*
Online booking available

$199 - $498
Per Night

$1393 - $3483
Per Week

Small hotel style room with two twin beds

Winter Park
Two twin beds for singles traveling together. Private bath, mini-fridge and small box style TV. Inte...
Room/ Suite 1 / 1 / 2

*
Online booking available

$69 - $119
Per Night

$449 - $833
Per Week

Trailhead Lodges 512: Swim, ski or bike from this great d...

Winter Park
Description: This top-notch condo boasts pristine cleanliness, a brand new, very thick sofa bed, be...
Condo 1 / 1 / 4

$100 - $500
Per Night

$700 - $3500
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

Iron Horse Resort 4208

Winter Park
Spoil yourself slopeside in this 2 bedroom vacation rental sleeping up to 10 people. A 1525 sq. ft. ...
Condo 2 / 3 / 10

*
Online booking available

$165 - $473
Per Night

$1155 - $3308
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

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

Fully Remodeled Ski in Ski out Studio at the full service...

Winter Park
Fully Remodeled Ski in Ski out Studio at the full service Iron Horse Resort. Everything has been fu...
Condo 0 / 1 / 4

*
Online booking available

$50 - $245
Per Night

$350 - $1715
Per Week

Iron Horse Resort 3044

Winter Park
Ski-in/ski-out access to Winter Park Resort accompanies this roomy 455 sq. ft. floor studio rental. ...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
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

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

Fraser Crossing 3418: Modern studio at Winter Park Resort

Winter Park
Description: This spacious studio is perfect for small families or friends. You’ll love the brand ne...
Condo 0 / 1 / 4

$80 - $363
Per Night

$560 - $2541
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

Trailhead Lodges 724: Incredible two-BR condo right on Hi...

Winter Park
Everyone wants to stay right on Hideaway Park in downtown Winter Park but only 12 condos look over t...
Condo 2 / 2 / 6

$130 - $800
Per Night

$910 - $5600
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

Snowblaze Condominiums C14

Winter Park
BEDS: King in Master, One Twin Bed and a Queen in Second Bedroom and Queen Sleeper Sofa and Futon in...
Condo 2 / 2 / 7

*
Online booking available

$99 - $248
Per Night

$693 - $1733
Per Week

Base Village Loft 106: Top of the line Luxury Loft in the...

Winter Park
Description: Come enjoy the brand new village at Winter Park and all it has to offer. With granite c...
Condo 3 / 3 / 11

$357 - $1364
Per Night

$2499 - $9548
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 / 6

*
Online booking available

$100 - $550
Per Night

$700 - $3850
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

Bridgers Cache Chambers House

Winter Park
Enjoy this spectacular, custom built, vacation rental home at the base of Mary Jane. From the moment...
Home 5 / 5 / 17

*
Online booking available

$1569 - $1883
Per Night

$10983 - $13180
Per Week

Slopeside 202: Townhome in Old Town, just 1/4 mile from t...

Winter Park
Enjoy this townhome that sits close to the slopes and downtown Winter Park! Jump on the bus shuttle ...
Condo 3 / 3 / 11

$231 - $908
Per Night

$1617 - $6356
Per Week

 

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