Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Sawmill Station 300: Modern townhome in quiet downtown Wi...

Winter Park
Description: This rare end-unit town home is surrounded by open space. Enjoy the amenities such as t...
Condo 3 / 3 / 8

$179 - $725
Per Night

$1253 - $5075
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

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

Founders Pointe 4457: Convenient and Cozy Two BR Condo Ri...

Winter Park
Description: Amazing Views, convenience and comfort all in one with this spectacular condo. Enjoy th...
Condo 2 / 2 / 6

$180 - $655
Per Night

$1260 - $4585
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

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

Base Village Loft 106: Top of the line Luxury Loft in the...

Winter Park
Description: Come enjoy the brand new village at Winter Park and all it has to offer. With granite c...
Condo 3 / 3 / 11

$357 - $1364
Per Night

$2499 - $9548
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

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

Fraser Crossing 3517: Fantastic location at the base of W...

Winter Park
Description: Located in the Winter Park Resort Village, you’ll love the convenience of this condo! Y...
Condo 1 / 1 / 4

$95 - $435
Per Night

$665 - $3045
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

Base Camp 472: Live your vacation dream in this large, lu...

Winter Park
Description: True mountain elegance is this beautifully isolated ski-in/ski-out condo backed up in t...
Condo 4 / 5 / 11

$382 - $1540
Per Night

$2674 - $10780
Per Week

Timber Lake Way 491

Winter Park
This luxurious 3 level rental townhome is located 1.5 miles from downtown Winter Park, Colorado. Thi...
Home 3 / 4 / 6

*
Online booking available

$125 - $373
Per Night

$875 - $2608
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

Founders Pointe 4357: Ski home for lunch at this modern &...

Winter Park
Description: This spacious condo has tons to offer, from the beautiful full kitchen with granite cou...
Condo 2 / 2 / 6

$199 - $721
Per Night

$1393 - $5047
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

2 bedroom/2 bathroom condo

Winter Park
2 bedroom/2 bathroom condo Unit Description: Two bedroom fully equipped condos in Winter Park accom...
Condo 2 / 2 / 6

*
Online booking available

$115 - $370
Per Night

$805 - $2590
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

Ski in Ski out slopeside building two BR at the Zephyr Mo...

Winter Park
Ski in Ski out slopeside building two BR at the Zephyr Mountain Lodge. This unit is 40 ft to the el...
Condo 2 / 2 / 10

*
Online booking available

$110 - $675
Per Night

$770 - $4725
Per Week

 

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