Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Hi Country Haus Bldg. 21 # 15

Winter Park
BEDS: Queen in Master and Queen Bed in Second Bedroom, Two Twins in Third Bedroom, and a Queen Sofa ...
Condo 3 / 2 / 8

*
Online booking available

$99 - $250
Per Night

$693 - $1750
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

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

Hi Country Haus Bldg 15#13

Winter Park
BEDS: King in Master, Two Twin Beds in Second Bedroom and Queen Sleeper Sofa in the Living Room; UNI...
Condo 2 / 1 / 6

*
Online booking available

$89 - $223
Per Night

$623 - $1558
Per Week

Hi Country Haus Bldg 24#6

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

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

Small Hotel Room with 2 Queen Beds and 1 Twin Bed - Sleeps 5

Winter Park
Small hotel style room with Two Queen Beds and One Twin Bed, private bath. Mini-fridge and small box...
Room/ Suite 1 / 1 / 5

*
Online booking available

$89 - $129
Per Night

$579 - $903
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

Zephyr 2307: Convenient, cozy and inviting: the perfect s...

Winter Park
Description: Look right up the slopes from this 3rd floor condo in the ski in/ski out Zephyr condo. ...
Condo 2 / 2 / 6

$210 - $877
Per Night

$1470 - $6139
Per Week

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

Winter Park
Ski in Ski out riverside building one BR at the Zephyr Mountain Lodge. This is a one bedroom unit w...
Condo 1 / 1 / 4

*
Online booking available

$75 - $325
Per Night

$525 - $2275
Per Week

Red Quill 303: Enjoy this beautiful and spacious three BR...

Winter Park
Description: Beautiful three bedroom townhome, in the heart of downtown Winter Park and only two mil...
Condo 3 / 4 / 8

$179 - $699
Per Night

$1253 - $4893
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

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

4 bed 3.5 bath Lakota home with hot tub 1/2 mile from Win...

Winter Park
4 bed 3.5 bath Lakota home with hot tub 1/2 mile from Winter Park base!! 4 bed 3.5 bath Lakota town...
Condo 4 / 4 / 12

*
Online booking available

$195 - $695
Per Night

$1365 - $4865
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

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

Mary Jane Chalet

Winter Park
Get the real mountain experience staying at the Mary Jane Chalet located on Forest Trail, just 1.5 m...
Home 6 / 3 / 14

*
Online booking available

$229 - $575
Per Night

$1603 - $4025
Per Week

True luxury loft just 1/3 mile from WP resort base!

Winter Park
Located in quiet Old Town, you'll be amazed from the second you walk in the door. This custom built ...
Condo 3 / 2 / 8

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Zephyr 1324: Stay in the Zephyr Mountain Lodge, and you’l...

Winter Park
Description: Stay in the Zephyr Mountain Lodge, and you’ll be in the middle of it all! In the mornin...
Condo 1 / 1 / 4

$95 - $435
Per Night

$665 - $3045
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

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

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

Ultra Luxurious 5 Bedroom Dream Catcher unit at Lakota!!!!!

Winter Park
Thank you for considering our magnificent 5 bedroom 4.5 bath custom home for your vacation. It is l...
Condo 5 / 5 / 12

*
Online booking available

$395 - $1095
Per Night

$3465 - $7665
Per Week

Walk to the slopes from this Founders Point two BR with A...

Winter Park
Walk to the slopes from this Founders Point two BR with Awesome views!! This top floor unit with ca...
Condo 2 / 2 / 8

*
Online booking available

$100 - $550
Per Night

$700 - $3850
Per Week

 

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