Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Wow!! The absolutely nicest Fully remodeled 2 bed 2 bath ...

Winter Park
Wow!! The absolutely nicest Fully remodeled 2 bed 2 bath condo at Beaver. WOW!! The absolutely nic...
Condo 2 / 2 / 6

*
Online booking available

$100 - $295
Per Night

$700 - $2065
Per Week

Trailhead Lodges 512: Swim, ski or bike from this great d...

Winter Park
Description: This top-notch condo boasts pristine cleanliness, a brand new, very thick sofa bed, be...
Condo 1 / 1 / 4

$100 - $500
Per Night

$700 - $3500
Per Week

Founders Pointe 4341: Enjoy convenience & comfort at this...

Winter Park
Description: Corner-unit, brand new Founders Pointe condo, faces both Mary Jane and Winter Park Reso...
Condo 2 / 2 / 8

$225 - $798
Per Night

$1575 - $5586
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

Luxurious 3 bed 3 bath home 2 mins from Winter Park with ...

Winter Park
Luxurious 3 bed 3 bath home 2 mins from Winter Park with Private Shuttle. Luxurious and roomy 3 bed...
Home 3 / 4 / 8

*
Online booking available

$195 - $695
Per Night

$1365 - $4865
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

Zephyr 2223: Enjoy restaurants, stores and fun right on y...

Winter Park
Description: Enjoy the convenience of being able to roll out of bed and right onto the slopes in min...
Condo 1 / 1 / 4

$100 - $468
Per Night

$700 - $3276
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

Lakota 307: Stay in luxurious comfort near the slopes in ...

Winter Park
You won't want to leave this three bedroom town home with unobstructed slope views in the coveted La...
Condo 3 / 3 / 10

$217 - $853
Per Night

$1519 - $5971
Per Week

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

This is a Very tastefully remodeled ski in/out five star ...

Winter Park
This is a Very tastefully remodeled ski in/out five star 2 BR 2 bath. This is a VERY tastefully rem...
Condo 2 / 2 / 9

*
Online booking available

$95 - $495
Per Night

$665 - $3465
Per Week

Dreamcatcher 7B Rental

Winter Park
Dream Catcher 7B at Lakota is a luxurious 3 level vacation townhome with spectacular mountain views ...
Home 5 / 5 / 11

*
Online booking available

$400 - $1248
Per Night

$2800 - $8733
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

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

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

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

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

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

Trailhead Lodges 812: Spectacular condo with great locati...

Winter Park
Description: Come stay in this first-floor, high-end condo, conveniently located in the heart of WP,...
Condo 2 / 2 / 6

$130 - $700
Per Night

$910 - $4900
Per Week

Base Village Loft 108: Highly coveted 3 BR Resort Village...

Winter Park
Description: Enjoy staying at one of the new ski-in/ski-out Village Lofts at Winter Park. This beaut...
Condo 3 / 3 / 10

$357 - $1364
Per Night

$2499 - $9548
Per Week

Pine Shadows At Vasquez

Winter Park
This adorable Hide-Away 2 story rental home is located above downtown Winter Park, Colorado and just...
Home 2 / 2 / 6

*
Online booking available

$89 - $223
Per Night

$623 - $1558
Per Week

Trademark I Unit 203

Winter Park
This is a nice 1 bedroom plus a loft, plus a tiny bedroom with 2.5 bathroom vacation condo located i...
Condo 1 / 3 / 8

*
Online booking available

$149 - $373
Per Night

$1043 - $2608
Per Week

Base Camp 494: Enjoy Million Dollar Living At This Amazin...

Winter Park
Description: Enjoy the seclusion and quiet of this beautiful mountain home, while being located just...
Condo 4 / 5 / 14

$361 - $1485
Per Night

$2527 - $10395
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

Nicest one BR at the Iron Horse Resort boasts a recent ta...

Winter Park
Nicest one BR at the Iron Horse Resort boasts a recent tasteful remodel THE CONDO: Our ski-in, ski-...
Condo 1 / 1 / 6

*
Online booking available

$85 - $325
Per Night

$595 - $2275
Per Week

 

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