Winter Park Vacation Rental Getaways


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  • Bath
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  • Elevator
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  • 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

Beaver Village Condominiums #0714

Winter Park
Beautifully updated Winter Park condo located close to town and minutes from Winter Park Resort. Thi...
Condo 2 / 2 / 8

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Antlers At Lakota #104

Winter Park
Enjoy this three level, vacation town home at Lakota in Winter Park, Colorado. Antlers @ Lakota is j...
Home 3 / 2.5 / 7

*
Online booking available

$265 - $719
Per Night

$1855 - $5033
Per Week

Ski in Ski out slopeside two BR at the Zephyr Mountain Lo...

Winter Park
Ski in Ski out slopeside two BR at the Zephyr Mountain Lodge. Sleeps 8!! This is one of the larger ...
Condo 2 / 2 / 8

*
Online booking available

$145 - $500
Per Night

$1015 - $3500
Per Week

Hi Country Haus Bldg 16#3

Winter Park
This vacation condo is a 1 bedroom, 1 bathroom located in the Hi Country Haus Condominiums, in downt...
Condo 1 / 1 / 4

*
Online booking available

$79 - $208
Per Night

$553 - $1453
Per Week

Beaver Village Condominiums #1014

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

Beaver Village Condominiums #1111

Winter Park
Cozy and comfortable three bedroom two bathroom condo located in Winter Park Colorado. This delightf...
Condo 3 / 2 / 8

*
Online booking available

$175 - $465
Per Night

$1225 - $3255
Per Week

Beautiful 2 BR condo at the base of the mountain (sleeps ...

Winter Park
Beautiful 2 BR condo at the base of the mountain (sleeps 8!!) Founders Point is a newly constructed...
Condo 2 / 2 / 8

*
Online booking available

$155 - $550
Per Night

$1085 - $3850
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

$65 - $245
Per Night

$455 - $1715
Per Week

4 bed 3.5 bath Lakota home with hot tub 1/2 mile from Win...

Winter Park
4 bed 3.5 bath Lakota home with hot tub 1/2 mile from Winter Park base!! 4 bed 3.5 bath Lakota town...
Condo 4 / 3.5 / 13

*
Online booking available

$195 - $695
Per Night

$1365 - $4865
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 - $359
Per Night

$805 - $2513
Per Week

Large and spacious 4 BR. Backs to forest land. Sleeps 9!!!

Winter Park
Large and spacious 4 bedroom. Backs to forest land. Sleeps 9!!! Room enough to sleep 2 more in th...
Home 4 / 3.5 / 10

*
Online booking available

$175 - $295
Per Night

$1225 - $2065
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

$159 - $520
Per Night

$1113 - $3640
Per Week

Beaver Village Condominiums #0224R

Winter Park
This one bedroom one bathroom Winter Park condo is located on the end of the building which means ad...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
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 #1921R

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

$120 - $305
Per Night

$840 - $2135
Per Week

Antlers At Lakota 103

Winter Park
If you are looking for convenience plus luxury, then lodging in the Antler’s complex is for you! Thi...
Home 3 / 3.5 / 8

*
Online booking available

$315 - $725
Per Night

$2205 - $5075
Per Week

Wow!! The absolutely nicest Fully remodeled 2 bed 2 bath ...

Winter Park
Wow!! The absolutely nicest Fully remodeled 2 bed 2 bath condo at Beaver. WOW!! The absolutely nic...
Condo 2 / 2 / 6

*
Online booking available

$85 - $225
Per Night

$595 - $1575
Per Week

3600 sq ft luxurious private home in Winter Park sleeps u...

Winter Park
3600 sq ft luxurious private home in Winter Park sleeps up to 18 Luxurious and very roomy (3600 sq...
Home 4 / 3.5 / 18

*
Online booking available

$295 - $695
Per Night

$2065 - $4865
Per Week

Beaver Village Condominiums #0721

Winter Park
This Winter Park condo has it all with a complete remodel and new furnishings. The vacation rental h...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #0724

Winter Park
This Winter Park condo is ideal for families! Extra bedding can be found in the master bedroom with ...
Condo 2 / 2 / 8

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #1014R

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

$120 - $305
Per Night

$840 - $2135
Per Week

Beaver Village Condominiums #1622

Winter Park
Beautifully updated two bedroom condo. The kitchen has been upgraded with stainless steel appliances...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Fully Remodeled Ski in Ski out Studio at Iron Horse Resort.

Winter Park
Everything has been fully remodeled in this cozy and modern studio. It is located on the fourth flo...
Condo 0 / 1 / 4

*
Online booking available

$65 - $175
Per Night

$455 - $1225
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

$360 - $686
Per Night

$2520 - $4802
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

 

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