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

Lakota 200: Rocky Mountain Dream Home, Minutes from Winte...

Winter Park
Description: This huge beautiful home is conveniently located just minutes from the Winter Park Reso...
Condo 5 / 4 / 12

$263 - $1029
Per Night

$1841 - $7203
Per Week

Beautiful 3 bed / 3.5 bath @ Sawmill Station (located in ...

Winter Park
Beautiful 3 bed / 3.5 bath @ Sawmill Station (located in the heart of Wp) Located right next to Hid...
Condo 3 / 4 / 10

*
Online booking available

$200 - $425
Per Night

$1400 - $1750
Per Week

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

Iron Horse Resort 5064

Winter Park
Enjoy the view from this roomy 455 sq. ft. studio rental located just steps from the Winter Park ski...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Lakota 301: Stunning townhome in coveted Lakota neighborh...

Winter Park
It would be hard to find a property in Grand County that has better views than this brand new town h...
Condo 3 / 4 / 10

$231 - $908
Per Night

$1617 - $6356
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

$320 - $1364
Per Night

$2240 - $9548
Per Week

Sawmill Station 104: Spacious & Classy townhome opposite ...

Winter Park
Description: This brand new townhome is located right in the middle of town! You have three private ...
Condo 3 / 4 / 10

$179 - $725
Per Night

$1253 - $5075
Per Week

Founders Pointe 4362: Quietest 1 BR in Founders Pointe, w...

Winter Park
Description: You’re close to everything here! You can walk right out to the hot tub and common grill...
Condo 1 / 1 / 4

$90 - $402
Per Night

$630 - $2814
Per Week

Snowblaze Condominiums 301

Winter Park
This vacation studio condo is located in downtown Winter Park, Colorado. This unit sleeps four with ...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Zephyr Mountain Lodge - Z2411

Winter Park
Slope side views from this 4th floor vacation condo rental at Winter Park Resort's premier ski-in/sk...
Condo 2 / 2 / 6

*
Online booking available

$168 - $420
Per Night

$1176 - $2940
Per Week

Fraser Crossing 3611: Luxurious penthouse condo, located ...

Winter Park
Description: This new top-floor condo offers direct slope views, and is among the best in the buildi...
Condo 2 / 2 / 8

$170 - $721
Per Night

$1190 - $5047
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

Small hotel style room with two twin beds

Winter Park
Two twin beds for singles traveling together. Private bath, mini-fridge and small box style TV. Inte...
Room/ Suite 1 / 1 / 2

*
Online booking available

$69 - $103
Per Night

$449 - $579
Per Week

Vasquez Retreat: Beautiful, spacious mountain home, close...

Winter Park
This beautiful, peaceful mountain home with five bedrooms and amazing forest views will feel like yo...
Home 5 / 3 / 14

$295 - $1166
Per Night

$2065 - $8162
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

$170 - $721
Per Night

$1190 - $5047
Per Week

Downtown Winter Park - Sleeps 3 - Full Kitchen

Winter Park
Full kitchen included in the Nordic Suite for 3. This room has an outside entrance on the second lev...
Condo 1 / 1 / 3

*
Online booking available

$89 - $109
Per Night

$552 - $659
Per Week

Ponderosa Penthouse

Winter Park
This magnificent 3 bedroom / 3 bathroom Penthouse is located at the Ponderosa Trail Condominiums, in...
Home 3 / 3 / 10

*
Online booking available

$155 - $498
Per Night

$1085 - $3483
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

$75 - $200
Per Night

$525 - $560
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

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

$375 - $1485
Per Night

$2625 - $10395
Per Week

Trademark 62: Spacious Old Town townhome with unbeatable ...

Winter Park
Description: Picture windows offer unbeatable views of the divide and ski slopes in this spacious to...
Condo 4 / 4 / 10

$231 - $908
Per Night

$1617 - $6356
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

Winter Park Place

Winter Park
This very simple 2 bedroom 2 bathroom vacation condo is located in Old Town Winter Park, Colorado. T...
Condo 2 / 2 / 6

*
Online booking available

$109 - $273
Per Night

$763 - $1908
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

Aspen Lodge: Aspen Lodge in Winter Park, has everything f...

Winter Park
This is the spot for you if you're looking for luxury private accommodations in Winter Park, Colorad...
Home 4 / 4 / 18

$298 - $1166
Per Night

$2086 - $8162
Per Week

 

More Getaway Locations and Properties