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

Fraser Crossing 3520: Convenient and beautiful condo, 2 m...

Winter Park
Description: Enjoy your stay in this plush studio, just a two minute walk away from the Winter Park ...
Condo 0 / 1 / 4

$80 - $363
Per Night

$560 - $2541
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

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

Founders Pointe 4357: Ski home for lunch at this modern &...

Winter Park
Description: This spacious condo has tons to offer, from the beautiful full kitchen with granite cou...
Condo 2 / 2 / 6

$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

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

Fraser Crossing 3611: Luxurious penthouse condo, located ...

Winter Park
Description: This new top-floor condo offers direct slope views, and is among the best in the buildi...
Condo 2 / 2 / 8

$199 - $721
Per Night

$1393 - $5047
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 4034

Winter Park
A beautiful studio rental unit located at the Iron Horse Resort, just steps from the Winter Park ski...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Zephyr 1520: You'll love the convenience and space provid...

Winter Park
This remodeled, rare, three bedroom Zephyr condo, will provide couples and small families plenty of ...
Condo 3 / 3 / 8

$325 - $1320
Per Night

$2275 - $9240
Per Week

Lakota 200: Rocky Mountain Dream Home, Minutes from Winte...

Winter Park
Description: This huge beautiful home is conveniently located just minutes from the Winter Park Reso...
Condo 5 / 4 / 12

$263 - $1029
Per Night

$1841 - $7203
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

Snowblaze Condominiums 310

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

*
Online booking available

$79 - $198
Per Night

$553 - $1383
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

Very cozy ski in/out 2 bed 3 bath with Lots of room for 6...

Winter Park
Very cozy ski in/out 2 bed 3 bath with Lots of room for 6. Condo sleeps 8 This is a very cozy and c...
Condo 2 / 3 / 6

*
Online booking available

$100 - $450
Per Night

$700 - $3150
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

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

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. This studio underwent ...
Condo 0 / 1 / 4

*
Online booking available

$50 - $245
Per Night

$350 - $1715
Per Week

Zephyr 2701: Penthouse THREE BR Zephyr condo - one of a k...

Winter Park
Enjoy sleeping for 8, great bunk room for kids, all new living room furnishings, and granite in the ...
Home 3 / 3 / 10

$325 - $1320
Per Night

$2275 - $9240
Per Week

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

Winter Park
Ski in Ski out slopeside building two BR at the Zephyr Mountain Lodge. This unit is 40 ft to the el...
Condo 2 / 2 / 10

*
Online booking available

$110 - $675
Per Night

$770 - $4725
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

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

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

Base Camp 456: Luxurious 3-story Ski In/Ski Out Townhome ...

Winter Park
Description: Enjoy the luxury and convenience of this beautiful end-unit townhome tucked in the wood...
Condo 4 / 5 / 12

$361 - $1485
Per Night

$2527 - $10395
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

 

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