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

Walk to the slopes from this Founders Point two BR with A...

Winter Park
Walk to the slopes from this Founders Point two BR with Awesome views!! This top-floor unit with ca...
Condo 2 / 2 / 6

*
Online booking available

$100 - $395
Per Night

$700 - $875
Per Week

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 - $999
Per Night

$1106 - $6993
Per Week

Silverado II Condominiums #213

Winter Park
This Silverado II vacation condo rental is located in Downtown Winter Park, Colorado. This unit has ...
Condo 2 / 2 / 6

*
Online booking available

$99 - $248
Per Night

$693 - $1733
Per Week

Zephyr 1601: Larger, family friendly, 2 BR Zephyr Condo I...

Winter Park
Description: This updated ski-in/ski-out condo faces the slopes and is right next to the lifts. Extr...
Condo 2 / 2 / 8

$210 - $877
Per Night

$1470 - $6139
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

$329 - $823
Per Night

$2303 - $5758
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 - $95
Per Night

$350 - $560
Per Week

Base Village Loft 109: Coveted Base Village Loft in the h...

Winter Park
Description: This luxurious one-level loft is located right in the new Village at Winter Park. This ...
Condo 3 / 2 / 10

$320 - $1364
Per Night

$2240 - $9548
Per Week

Zephyr 2507: Look right up the slopes in this Zephyr Ski ...

Winter Park
If you want the best views of the slopes at Winter Park Resort, this is the spot for you. Located hi...
Condo 2 / 2 / 7

$210 - $877
Per Night

$1470 - $6139
Per Week

Snowblaze Condominiums C11

Winter Park
This 2 bedroom,2 bathroom condo rental is located in downton Winter Park, Colorado. This vacation co...
Condo 2 / 2 / 6

*
Online booking available

$99 - $248
Per Night

$693 - $1733
Per Week

Trademark 70: Immaculate PET FRIENDLY townhome, just 1/3 ...

Winter Park
Description: This unique trademark unit offers huge windows, displaying great views of the mountains...
Condo 3 / 3 / 8

$189 - $743
Per Night

$1323 - $5201
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 - $200
Per Night

$700 - $1050
Per Week

Zephyr 2307: Convenient, cozy and inviting: the perfect s...

Winter Park
Description: Look right up the slopes from this 3rd floor condo in the ski in/ski out Zephyr condo. ...
Home 2 / 2 / 6

$210 - $877
Per Night

$1470 - $6139
Per Week

Luxurious and roomy 4 bed/bath home on Trails End Way up ...

Winter Park
Luxurious and roomy 4 bed/bath home on Trails End Way up Rendezvous Rd. Luxurious and roomy 4 bedro...
Home 4 / 4 / 10

*
Online booking available

$250 - $425
Per Night

$1750 - $2100
Per Week

Ultra Luxurious 5 Bedroom Dream Catcher unit at Lakota!!!!!

Winter Park
Thank you for considering our magnificent 5 bedroom 4.5 bath custom home for your vacation. It is l...
Condo 5 / 5 / 12

*
Online booking available

$895 - $895
Per Night

$6265 - $6265
Per Week

Fraser Crossing 3326: Perfect pet-friendly family ski con...

Winter Park
Description: Stunning corner unit condo, overlooks the village and the skating pond. Has its own 120...
Condo 2 / 2 / 8

$190 - $798
Per Night

$1330 - $5586
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 / 8

*
Online booking available

$100 - $395
Per Night

$700 - $875
Per Week

Downtown Winter Park Condo With Mountain Views

Winter Park
Our 1200 sq. ft. 3BR, 3Bath condo is available to rent for your mountain getaway to meet everyone's ...
Condo 3 / 3 / 11

*
Online booking available

$275 - $299
Per Night

$1788 - $1939
Per Week

Zephyr 2502: Fun, bright decor & vaulted ceilings sets th...

Winter Park
Description: Enjoy your ski in/ski out location with vaulted ceilings and extra windows above the li...
Condo 2 / 2 / 7

$190 - $798
Per Night

$1330 - $5586
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

$375 - $1485
Per Night

$2625 - $10395
Per Week

Iron Horse Resort 3084

Winter Park
A perfect mountain vacation rental @ the Iron Horse Resort, just steps from the Winter Park ski area...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
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 - $200
Per Night

$665 - $1050
Per Week

Hi Country Haus 1909: Great downtown location with swimmi...

Winter Park
Description: Located in the center of downtown Winter Park, you’re just a short 100 yard walk to res...
Condo 2 / 2 / 6

$102 - $396
Per Night

$714 - $2772
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

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

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

Winter Park
Description: This condo is updated with newer furniture, a brand new home theater, plus has a privat...
Condo 2 / 2 / 8

$190 - $798
Per Night

$1330 - $5586
Per Week

 

More Getaway Locations and Properties