Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Ski in Ski out Zephyr Slopeside Bldg w/views. 2 BR sleeps...

Winter Park
Ski in Ski out Zephyr Slopeside Bldg w/views. 2 BR sleeps 10!!! This unit is 40 ft to the elevator....
Condo 2 / 2 / 10

*
Online booking available

$120 - $595
Per Night

$840 - $4165
Per Week

Silverado II Condominiums #213

Winter Park
This 2 bedroom, 2 bathroom vacation condo is located in the Silverado II Condominiums, in downtown W...
Condo 2 / 2 / 6

*
Online booking available

$99 - $250
Per Night

$693 - $1750
Per Week

Cozy and comfortable 1 BR ski in ski out condo with a ful...

Winter Park
Cozy and comfortable 1 BR ski in ski out condo with a full kitchen!!! Cozy and comfortable 1 bedroo...
Condo 1 / 1 / 4

*
Online booking available

$75 - $325
Per Night

$525 - $2275
Per Week

This Home Has It All! Comfort, space, views and modern co...

Winter Park
This Home Has It All! Comfort, space, views and modern convenience! Sleeps 11 This home HAS IT ALL!...
Condo 4 / 4 / 11

*
Online booking available

$175 - $645
Per Night

$1225 - $4515
Per Week

1 Bedroom / 1 Bathroom Condominium

Winter Park
1 Bedroom / 1 Bathroom Condominium Unit Description: This 625 sq. ft. Slopeside unit features a ful...
Condo 1 / 1 / 6

*
Online booking available

$118 - $315
Per Night

$826 - $2205
Per Week

Timber Run Vista #2

Winter Park
This comfortable vacation studio is tucked in the trees, located approximately 1 mile off the main r...
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

$75 - $295
Per Night

$525 - $2065
Per Week

1 BR ski-in/ski-out condo with king bed @ Zephyr Mountain...

Winter Park
1 BR ski-in/ski-out condo with king bed @ Zephyr Mountain Lodge Zephyr Mountain Lodge is about as c...
Condo 1 / 1 / 4

*
Online booking available

$75 - $295
Per Night

$525 - $2065
Per Week

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 - $595
Per Night

$700 - $4165
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

Snowblaze Condominiums 301

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

Beautiful 2 BR condo at the base of the mountain (sleeps ...

Winter Park
Beautiful 2 BR condo at the base of the mountain (sleeps 8!!) Founders Point is a newly constructed...
Condo 2 / 2 / 8

*
Online booking available

$100 - $550
Per Night

$700 - $3850
Per Week

Iron Horse Resort 3033

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

Newly built, high end one BR with garage in the heart of ...

Winter Park
Newly built, high end one BR with garage in the heart of Winter Park!!!! Newly built, high end one ...
Condo 1 / 1 / 4

*
Online booking available

$75 - $295
Per Night

$525 - $2065
Per Week

Tastefully remodeled 2 bed 2 bath in Old Town Winter Park!!

Winter Park
This is a very spacious and tastefully remodeled 2 Bedroom 2 Bath in Old Town Winter Park. Enjoy th...
Condo 2 / 2 / 6

*
Online booking available

$90 - $500
Per Night

$630 - $3500
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

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

Large and spacious 4 BR. Backs to forest land. Sleeps 9!!!

Winter Park
Large and spacious 4 bedroom. Backs to forest land. Sleeps 9!!! Room enough to sleep 2 more in th...
Home 4 / 4 / 10

*
Online booking available

$170 - $550
Per Night

$1190 - $3850
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

$75 - $325
Per Night

$525 - $2275
Per Week

Iron Horse Resort 3094

Winter Park
2 bedroom vacation condo at the Iron Horse Resort, just steps from the Winter Park ski area. This un...
Condo 2 / 2 / 8

*
Online booking available

$155 - $398
Per Night

$1085 - $2783
Per Week

Iron Horse Resort 4063

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

Cozy and beautiful 1 BR ski in/out with a full kitchen!!!

Winter Park
Cozy and comfortable 1 bedroom ski in ski out condo with a full kitchen!!! This units wonderful slo...
Condo 1 / 1 / 4

*
Online booking available

$75 - $325
Per Night

$525 - $2275
Per Week

Small Hotel Room with King Bed - Sleeps 2

Winter Park
Small hotel style room with King bed private bath. Mini-fridge and small box style TV. Internal entr...
Room/ Suite 1 / 1 / 2

*
Online booking available

$69 - $119
Per Night

$449 - $833
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 / 10

*
Online booking available

$200 - $995
Per Night

$1400 - $6965
Per Week

 

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