Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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 - $295
Per Night

$525 - $2065
Per Week

Snowblaze Condominiums 301

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 - $198
Per Night

$553 - $1383
Per Week

Pine Shadows At Vasquez

Winter Park
This 2 story vacation rental town home is located in Hide-A-Way Village, above downtown Winter Park,...
Home 2 / 2 / 6

*
Online booking available

$89 - $223
Per Night

$623 - $1558
Per Week

This Home Has It All! Comfort, space, views and modern co...

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

*
Online booking available

$220 - $645
Per Night

$1540 - $4515
Per Week

Pines

Winter Park
Ski in...Shuttle out at this Winter Park, Colorado rental home. A 9 bedroom home that sleeps 30. Wit...
Home 9 / 9 / 30

*
Online booking available

$499 - $1248
Per Night

$3493 - $8733
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

$155 - $398
Per Night

$1085 - $2783
Per Week

Elk Run Townhome

Winter Park
Located near the town of Winter Park, Colorado, this premier vacation rental home is bright and beau...
Home 2 / 2 / 6

*
Online booking available

$149 - $375
Per Night

$1043 - $2625
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 - $275
Per Night

$560 - $1925
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 / 4 / 18

*
Online booking available

$295 - $995
Per Night

$2065 - $6965
Per Week

1 Bedroom / 1 Bathroom Condominium

Winter Park
1 Bedroom / 1 Bathroom Condominium Unit Description: This 625 sq. ft. Slopeside unit features a ful...
Condo 1 / 1 / 6

*
Online booking available

$118 - $315
Per Night

$826 - $2205
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

$289 - $309
Per Night

$1879 - $2163
Per Week

Very cozy 2 bed/bath condo in Downtown Winter Park. Sleep...

Winter Park
Very cozy 2 bed/bath condo in Downtown Winter Park. Sleeps 6 to 8 Very comfortable and cozy 2 bed 2...
Condo 2 / 2 / 6

*
Online booking available

$90 - $275
Per Night

$670 - $1925
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 - $2765
Per Week

Nice and upgraded 2 BR condo @ Trailhead Lodge. Swimming ...

Winter Park
Nice and upgraded 2 BR condo @ Trailhead Lodge. Swimming Pool!!!! Beautifully upgraded 2 bed 2 bath...
Condo 2 / 2 / 7

*
Online booking available

$110 - $395
Per Night

$1050 - $2765
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 / 4 / 13

*
Online booking available

$200 - $695
Per Night

$1700 - $4865
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

$175 - $550
Per Night

$1365 - $3850
Per Week

Hi Country Haus Bldg 24#3

Winter Park
This lovely 1 bedroom, 1.75 bathroom vacation condo is located in downtown Winter Park, Colorado. . ...
Condo 1 / 2 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
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

$99 - $248
Per Night

$693 - $1733
Per Week

Iron Horse Resort 4063

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

$79 - $198
Per Night

$553 - $1383
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

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 - $198
Per Night

$553 - $1383
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

$120 - $550
Per Night

$1015 - $3850
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

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

$100 - $315
Per Night

$700 - $2065
Per Week

Cozy and beautiful 1 BR ski in/out with a full kitchen!!!

Winter Park
Cozy and comfortable 1 bedroom ski in ski out condo with a full kitchen!!! This units wonderful slo...
Condo 1 / 1 / 4

*
Online booking available

$85 - $325
Per Night

$595 - $2275
Per Week

 

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