Winter Park Vacation Rental Getaways


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  • Walk to Slopes
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Sort by: Type BR/BA/Sleeps Price

Pine Cone Cabin: A Rocky Mountain Dream Getaway In The Wi...

Winter Park
Description: Surrounded by pristine forest, nestled in a quiet neighborhood, this custom built cabin...
Cabin 5 / 3 / 13

$298 - $1166
Per Night

$2086 - $8162
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

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 1 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Telemark 588: Picture perfect townhome close to all the c...

Winter Park
Feel instantly at home in this newly built and beautifully furnished Winter Park townhome. The loca...
Condo 2 / 2 / 6

$137 - $534
Per Night

$959 - $3738
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

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

Very cozy 2 bed/bath condo in Downtown Winter Park. Sleep...

Winter Park
Very cozy 2 bed/bath condo in Downtown Winter Park. Sleeps 6 to 8 Very comfortable and cozy 2 bed 2...
Condo 2 / 2 / 6

*
Online booking available

$100 - $275
Per Night

$700 - $1925
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

Zephyr 1606: Open & airy top floor Zephyr condo at WPR wi...

Winter Park
Description: Brand New king Bed! This condo is updated with newer furniture, a brand new home theate...
Condo 2 / 2 / 8

$200 - $798
Per Night

$1400 - $5586
Per Week

Cozy Studio at Snowblaze Condominiums.

Winter Park
This is a very nicely furnished studio located in Downtown Winter Park. It is steps away from great...
Condo 0 / 1 / 4

*
Online booking available

$50 - $195
Per Night

$350 - $1365
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

Hi Country Haus 1016: Stay in this inviting, updated cond...

Winter Park
Description: Inviting, cozy and updated, this condo is a perfect fit for a couple or family of four....
Condo 1 / 1 / 4

$85 - $264
Per Night

$595 - $1848
Per Week

Snowblaze Condominiums C11

Winter Park
This 2 bedroom, 2 bathroom condo rental is located at SnowBlaze, in downtown Winter Park, Colorado. ...
Condo 2 / 2 / 6

*
Online booking available

$99 - $248
Per Night

$693 - $1733
Per Week

Elk Run Townhome

Winter Park
Located near the town of Winter Park, Colorado, this premier vacation rental home is bright and beau...
Home 2 / 2 / 6

*
Online booking available

$149 - $375
Per Night

$1043 - $2625
Per Week

Red Quill 509: Relax in elegant comfort in this modern Do...

Winter Park
Description: You’ll love your stay in this gorgeous end unit, conveniently located in the heart of d...
Condo 4 / 4 / 10

$295 - $908
Per Night

$2065 - $6356
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

Fraser Crossing 3506: Hop, skip & a jump to the lifts fro...

Winter Park
Description: This 1,200 square foot condo offers extra sleeping room, cozy mountain décor, and conve...
Condo 2 / 2 / 8

$180 - $655
Per Night

$1260 - $4585
Per Week

Base Village Loft 110: Highly sought after Resort Village...

Winter Park
Description: This luxurious and convenient loft offers high-end furnishings, flat screen TV’s, a gas...
Condo 3 / 3 / 10

$357 - $1364
Per Night

$2499 - $9548
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

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

Trailhead Lodges 723: Luxurious condo in downtown Winter ...

Winter Park
Description: Conveniently located in downtown Winter Park, you’re just a quick walk away from the sh...
Condo 3 / 3 / 8

$165 - $1050
Per Night

$1155 - $7350
Per Week

Snowblaze Condominiums A13

Winter Park
This 2 bedroom vacation condo is located at SnowBlaze, in downtown Winter Park, Colorado. This unit ...
Condo 2 / 2 / 6

*
Online booking available

$99 - $248
Per Night

$693 - $1733
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

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

Bear Crossing 1415

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

*
Online booking available

$199 - $498
Per Night

$1393 - $3483
Per Week

 

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