Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Walk to the slopes from this Fraser Crossing two bedroom.

Winter Park
This unit has Great slope side and village views from the balcony. Fraser crossing is a newly con...
Condo 2 / 2 / 8

*
Online booking available

$100 - $600
Per Night

$700 - $4165
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

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 492: Huge, elegant townhome in the exclusive Ba...

Winter Park
Description: Brand new 3-story townhome, right on the Winter Park/Mary Jane ski slopes. With plush l...
Condo 4 / 5 / 10

$361 - $1485
Per Night

$2527 - $10395
Per Week

Zephyr 2700: This top floor Zephyr condo offers sophistic...

Winter Park
Description: You’ll love this convenient ski in/ski out condo with a full kitchen, gas fireplace and...
Condo 2 / 2 / 7

$200 - $798
Per Night

$1400 - $5586
Per Week

Moose Crossing Cabin: The Vacation Home of your Dreams, l...

Winter Park
Description: Great location, beautiful private home, you’ve found it all with Moose Crossing Cabin. ...
Cabin 4 / 4 / 16

$263 - $1029
Per Night

$1841 - $7203
Per Week

Iron Horse Resort 3044

Winter Park
Studio vacation condo at the Iron Horse, just steps from the Winter Park ski area. A 455 square foot...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Iron Horse Resort 3084

Winter Park
Studio vacation condo at the Iron Horse, just steps from the Winter Park ski area. A 455 square foot...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
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

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

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

Snowshoe House: PET FRIENDLY, spacious mountain cabin in ...

Winter Park
Description: An open floor plan with floor-to-ceiling windows encompasses the kitchen, dining room, ...
Cabin 2 / 2 / 8

$116 - $457
Per Night

$812 - $3199
Per Week

Trademark 70: Immaculate PET FRIENDLY townhome, just 1/3 ...

Winter Park
Description: This unique trademark unit offers huge windows, displaying great views of the mountains...
Condo 3 / 3 / 8

$179 - $699
Per Night

$1253 - $4893
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

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 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

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 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Ski in Ski out Riverside building three BR at the Zephyr ...

Winter Park
Ski in Ski out Riverside building three BR at the Zephyr Mountain Lodge. This spacious over sized 3...
Condo 3 / 3 / 11

*
Online booking available

$200 - $495
Per Night

$1400 - $2065
Per Week

Ski in Ski Out One Bedroom at Zephyr Mountain Lodge

Winter Park
This is a one bedroom unit with awesome views overlooking the base area. Only steps away from the el...
Condo 1 / 1 / 4

*
Online booking available

$60 - $325
Per Night

$420 - $2275
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

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

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

Ski in Ski out slope side building one BR at the Zephyr M...

Winter Park
Ski in Ski out slope side building one BR at the Zephyr Mountain Lodge. Zephyr Mountain Lodge is ab...
Condo 1 / 1 / 4

*
Online booking available

$75 - $295
Per Night

$525 - $2065
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

Snowblaze Condominiums 213

Winter Park
This studio condo rental is located at SnowBlaze in downtown Winter Park, just 2 miles from the Wint...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

 

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