Winter Park Vacation Rental Getaways


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  • Beach Front
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  • Golf nearby
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  • Lake View
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  • Walk to Slopes
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Sort by: Type BR/BA/Sleeps Price

Tastefully remodeled 2 bed 2 bath in Old Town Winter Park!!

Winter Park
This is a very spacious and tastefully remodeled 2 Bedroom 2 Bath in Old Town Winter Park. Enjoy th...
Condo 2 / 2 / 6

*
Online booking available

$100 - $295
Per Night

$700 - $2065
Per Week

Modern and Cozy 2 BR 2 BA in Downtown Winter Park with gr...

Winter Park
Modern and Cozy 2 BR 2 BA in Downtown Winter Park with great view Beautifully upgraded 2 bed 2 bath...
Condo 2 / 2 / 6

*
Online booking available

$120 - $395
Per Night

$840 - $2310
Per Week

Beaver Village Condominiums #1814

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

$120 - $390
Per Night

$840 - $2730
Per Week

Beaver Village Condominiums #0124

Winter Park
Light and bright condo! You will enjoy this two bedroom two bathroom Winter Park condo located in th...
Condo 2 / 2 / 7

*
Online booking available

$120 - $390
Per Night

$840 - $2730
Per Week

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 / 4 / 8

*
Online booking available

$265 - $620
Per Night

$1855 - $4340
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

$65 - $195
Per Night

$455 - $1365
Per Week

Iron Horse Resort 3094

Winter Park
2 bedroom vacation condo at the Iron Horse Resort, just steps from the Winter Park ski area. This un...
Condo 2 / 2 / 8

*
Online booking available

$159 - $380
Per Night

$1113 - $2660
Per Week

Dreamcatcher South 190

Winter Park
Be prepared for stunning views of Winter Park Resort that will take your breath away when you rent t...
Home 5 / 5 / 13

*
Online booking available

$710 - $1470
Per Night

$4970 - $10290
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

$395 - $895
Per Night

$3465 - $6265
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 - $139
Per Night

$579 - $973
Per Week

Beaver Village Condominiums #0131

Winter Park
Gorgeous updated kitchen with stainless steal appliances, open floor plan with views if dining and l...
Condo 3 / 2 / 8

*
Online booking available

$145 - $465
Per Night

$1015 - $3255
Per Week

Beaver Village Condominiums #1822

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

*
Online booking available

$120 - $390
Per Night

$840 - $2730
Per Week

Beaver Village Condominiums #1923R

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

$100 - $305
Per Night

$700 - $2135
Per Week

1 bedroom + loft condo only 8 minutes from the slopes

Winter Park
Crestview is a cozy complex of 75 units at the edge of Winter Park. It is located within walking di...
Condo 2 / 2 / 8

*
Online booking available

$80 - $250
Per Night

$560 - $1750
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

$100 - $305
Per Night

$700 - $2135
Per Week

Beaver Village Condominiums #1113R

Winter Park
Unique and colorful Winter Park condominium close to downtown and minutes from Winter Park Resort. T...
Condo 1 / 1 / 4

*
Online booking available

$100 - $305
Per Night

$700 - $2135
Per Week

Sundance West 5

Winter Park
Sundance West #5 is a 3 bedroom- 2 level rental home that is a great place to bring the family. Loca...
Home 3 / 3 / 10

*
Online booking available

$159 - $433
Per Night

$1113 - $3031
Per Week

Snowblaze Condominiums 310

Winter Park
This studio condo rental is located at SnowBlaze in downtown Winter Park, just 2 miles from the Wint...
Condo 0 / 1 / 4

*
Online booking available

$79 - $207
Per Night

$553 - $1449
Per Week

Zephyr Mountain Lodge One Bedroom.

Winter Park
This is a one bedroom unit with awesome views of the continental divide. Its close proximity to the...
Condo 1 / 1 / 4

*
Online booking available

$95 - $325
Per Night

$665 - $2275
Per Week

Beaver Village Condominiums #0222R

Winter Park
Bright new lighting and an updated kitchen really make this condo stand out. The one bedroom one bat...
Condo 1 / 1 / 4

*
Online booking available

$100 - $305
Per Night

$700 - $2135
Per Week

Beaver Village Condominiums #0623

Winter Park
You will have everything you need in this two bedroom two bath condo close to The Winter Park Resort...
Condo 2 / 2 / 6

*
Online booking available

$120 - $390
Per Night

$840 - $2730
Per Week

Beaver Village Condominiums #0221R

Winter Park
Updated Winter Park one bedroom one bathroom condo located close to town and Winter Park Resort. New...
Condo 1 / 1 / 4

*
Online booking available

$100 - $305
Per Night

$700 - $2135
Per Week

Nicest one BR at the Iron Horse Resort boasts a recent ta...

Winter Park
Nicest one BR at the Iron Horse Resort boasts a recent tasteful remodel THE CONDO: Our ski-in, ski-...
Condo 1 / 1 / 6

*
Online booking available

$85 - $325
Per Night

$595 - $2275
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

$120 - $390
Per Night

$840 - $2730
Per Week

1 Bedroom / 1 Bathroom Condominium

Winter Park
1 Bedroom / 1 Bathroom Condominium Unit Description: These Beaver Village Condominiums one bedroom ...
Condo 1 / 1 / 4

*
Online booking available

$95 - $290
Per Night

$665 - $2030
Per Week

 

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