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

Timber Lake 341

Winter Park
This three level town home located in Winter Park Colorado is just delightful! Tons of light and a l...
Home 3 / 3.5 / 8

*
Online booking available

$345 - $620
Per Night

$2415 - $4340
Per Week

Hi Country Haus #05-09

Winter Park
Hi Country Haus Building 05 unit 09 is a comfy one bedroom, one bathroom condominium rental, that is...
Condo 1 / 1 / 4

*
Online booking available

$105 - $295
Per Night

$735 - $2065
Per Week

Beaver Village Condominiums #0721R

Winter Park
 This Winter Park condo has it all with a complete remodel and new furnishings. The vacation rental ...
Condo 1 / 1 / 4

*
Online booking available

$125 - $305
Per Night

$875 - $2135
Per Week

Beaver Village Condominiums #1533

Winter Park
This classic Winter Park two bedroom condo has all that you need for your vacation. Full kitchen com...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
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

$650 - $1132
Per Night

$4550 - $7924
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

Ponderosa Penthouse

Winter Park
This magnificent 3 bedroom plus loft area / 3.5 bathroom Penthouse is located at the Ponderosa Trail...
Condo 3 / 3.5 / 8

*
Online booking available

$359 - $686
Per Night

$2513 - $4802
Per Week

Timber Lake Way 491

Winter Park
This 3 bedroom, 3.5 bathroom is located 1.5 miles from downtown Winter Park, Colorado.The master bed...
Home 3 / 3.5 / 6

*
Online booking available

$159 - $877
Per Night

$1113 - $6139
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 / 8

*
Online booking available

$125 - $600
Per Night

$875 - $4165
Per Week

Iron Horse Resort 5064

Winter Park
Studio vacation condo at the Iron Horse, just steps from the Winter Park ski area. A 455 square foot...
Condo 0 / 1 / 4

*
Online booking available

$153 - $295
Per Night

$1071 - $2065
Per Week

Cozy 3 bed/bath townhome in Winter Park. Sleeps 6 to 8

Winter Park
Spacious 3 bedroom + 3 bathroom town home. Sleeps 6 in beds (1 king + 2 queen beds) and 2 additional...
Condo 3 / 3 / 8

*
Online booking available

$95 - $325
Per Night

$700 - $2275
Per Week

Fully Remodeled Ski in Ski out Studio at the full service...

Winter Park
Fully Remodeled Ski in Ski out Studio at the full service Iron Horse Resort. This studio underwent ...
Condo 0 / 1 / 4

*
Online booking available

$55 - $295
Per Night

$385 - $2065
Per Week

Snowblaze Condominiums C14

Winter Park
This 2 bedroom, 2 bathroom condo rental is located at SnowBlaze in downtown Winter Park, Colorado. T...
Condo 2 / 2 / 7

*
Online booking available

$132 - $361
Per Night

$924 - $2527
Per Week

Beaver Village Condominiums #0333R

Winter Park
Vaulted ceilings in this one bedroom one bathroom condo let in a lot of natural light and add the fe...
Condo 1 / 1 / 4

*
Online booking available

$125 - $305
Per Night

$875 - $2135
Per Week

Beaver Village Condominiums #1934R

Winter Park
This classic Winter Park one bedroom condo has all that you need for your vacation. Full kitchen com...
Condo 1 / 1 / 4

*
Online booking available

$125 - $305
Per Night

$875 - $2135
Per Week

Beaver Village Condominiums #2014R

Winter Park
This classic Winter Park one bedroom condo has all that you need for your vacation. Full kitchen com...
Condo 1 / 1 / 4

*
Online booking available

$125 - $305
Per Night

$875 - $2135
Per Week

Remodeled Ski in Ski out two BR at the full service Iron ...

Winter Park
Remodeled Ski in Ski out two BR at the full service Iron Horse Resort. Everything has been fully re...
Condo 2 / 3 / 6

*
Online booking available

$125 - $645
Per Night

$875 - $4515
Per Week

Beaver Village Condominiums #1523

Winter Park
Basic two bedroom two bathroom condominium in cul de sac 15 - 20. Full kitchen, living room and dini...
Condo 2 / 2 / 8

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #1734

Winter Park
Beautifully updated Winter Park two bedroom condo has all that you need for your vacation. Full kitc...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beautiful 2 BR Fraser Crossing unit at base of Winter Par...

Winter Park
Beautiful 2 BR Fraser Crossing unit at base of Winter Park Resort!!!! 2 bedroom condo with sleeping...
Condo 2 / 2 / 8

*
Online booking available

$115 - $645
Per Night

$805 - $4515
Per Week

2 Bedroom / 2 Bathroom Condominium

Winter Park
2 Bedroom / 2 Bathroom Condominium Unit Description: This spacious 850 sq. ft. Slopeside unit featu...
Condo 2 / 2 / 8

*
Online booking available

$155 - $999
Per Night

$1085 - $6993
Per Week

This Home Has It All! Comfort, space and views! Sleeps 9 ...

Winter Park
This Home Has It All! Comfort, space and views! Sleeps 9 to 11 This home HAS IT ALL!!!! Sleeps 9 t...
Condo 4 / 4 / 11

*
Online booking available

$250 - $795
Per Night

$1925 - $5565
Per Week

Beaver Village Condominiums #2032R

Winter Park
This large and spacious Winter Park one bedroom condo has all that you need for your vacation. Vault...
Condo 1 / 1 / 4

*
Online booking available

$125 - $305
Per Night

$875 - $2135
Per Week

Very Nice Four BR multi level Town Home w/Private Hot tub

Winter Park
This nice 4 bedroom multi level town home at Telemark is located off the main street in downtown Win...
Condo 4 / 3 / 12

*
Online booking available

$195 - $800
Per Night

$1365 - $5565
Per Week

Iron Horse Resort 4034

Winter Park
Studio vacation condo at the Iron Horse, just steps from the Winter Park ski area. A 455 square foot...
Condo 0 / 1 / 3

*
Online booking available

$109 - $295
Per Night

$1260 - $1260
Per Week

 

More Getaway Locations and Properties