Winter Park Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Two Bedroom Condo

Winter Park
Two Bedroom Condo Unit Description: This unit offers all the amenities of home with convenient acce...
Condo 2 / 2 / 8

*
Online booking available

$158 - $403
Per Night

$1106 - $2821
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

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

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

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

Zephyr 2701: Penthouse THREE BR Zephyr condo - one of a k...

Winter Park
Enjoy sleeping for 8, great bunk room for kids, all new living room furnishings, and granite in the ...
Home 3 / 3 / 10

$325 - $1320
Per Night

$2275 - $9240
Per Week

Founders Pointe 4450: This cozy studio in a primo Winter ...

Winter Park
This cozy studio in a primo location is calling your name. You'll be on the slopes in two minutes an...
Condo 0 / 1 / 4

$80 - $363
Per Night

$560 - $2541
Per Week

Zephyr 1603: Premier ski in/ski out condo with spectacula...

Winter Park
Description: Enjoy the comfort and beauty of this ski in/ski out condo with tranquil views of the tr...
Condo 1 / 1 / 4

$100 - $468
Per Night

$700 - $3276
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

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

Sawmill Station 220: Perfect Location in Downtown Winter ...

Winter Park
Description: You’ll love the cozy comfort that this beautiful three–story-home has to offer. Relax i...
Condo 4 / 5 / 12

$231 - $908
Per Night

$1617 - $6356
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

Crestview 501

Winter Park
2 bedroom plus loft vacation condominium rental, located in downtown Winter Park, Colorado. Crestvie...
Condo 2 / 3 / 10

*
Online booking available

$150 - $398
Per Night

$1050 - $2783
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

Walk to the slopes from this Fraser Crossing two bedroom.

Winter Park
This unit has Great slopeside and village views from the balcony. Fraser crossing is a newly cons...
Condo 2 / 2 / 6

*
Online booking available

$100 - $550
Per Night

$700 - $3850
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

Pine Shadows At Vasquez

Winter Park
This 2 story vacation rental town home is located in Hide-A-Way Village, above downtown Winter Park,...
Home 2 / 2 / 6

*
Online booking available

$89 - $223
Per Night

$623 - $1558
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

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

Zephyr 1703: Three BR Zephyr Condo looking over the slope...

Winter Park
Description: This THREE bedroom Zephyr condo sits on the 7th floor in the Slopeside building, just a...
Condo 3 / 3 / 10

$325 - $1320
Per Night

$2275 - $9240
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 1 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
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

Founders Pointe 4345: Two minute walk to the chairlift, w...

Winter Park
Description: This gorgeous studio with fabulous views of Mary Jane is calling your name. You'll be o...
Condo 0 / 1 / 4

$85 - $380
Per Night

$595 - $2660
Per Week

Base Camp 480: Exquisite Base Camp Townhome Below The Tra...

Winter Park
Description: Beautiful ski-in/ski-out property in Winter Park, with 3,000+ square feet of luxury liv...
Condo 4 / 5 / 14

$382 - $1540
Per Night

$2674 - $10780
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

 

More Getaway Locations and Properties