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

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

$85 - $275
Per Night

$595 - $1925
Per Week

Beaver Village Condominiums #0521R

Winter Park
This Winter Park one bedroom one bath condo is perfect for families or visitors looking for a homey ...
Condo 1 / 1 / 4

*
Online booking available

$35 - $305
Per Night

$245 - $2135
Per Week

Rogers Home At Beaver Village

Winter Park
Beautifully updated four bedroom three bathroom home located in Winter Park Colorado across from the...
Home 4 / 3 / 11

*
Online booking available

$420 - $830
Per Night

$2940 - $5810
Per Week

Mary Jane Chalet

Winter Park
Get the real mountain experience staying at the Mary Jane Chalet located on Forest Trail, just 1.5 m...
Home 6 / 3 / 14

*
Online booking available

$220 - $918
Per Night

$1540 - $6426
Per Week

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

$95 - $325
Per Night

$665 - $2065
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

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

$75 - $325
Per Night

$525 - $2065
Per Week

Luxurious and roomy 4 bed/bath home on Trails End Way up ...

Winter Park
Luxurious and roomy 4 bed/bath home on Trails End Way up Rendezvous Rd. Luxurious and roomy 4 bedro...
Home 4 / 4 / 10

*
Online booking available

$195 - $695
Per Night

$1365 - $4865
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 - $795
Per Night

$1365 - $5565
Per Week

Beaver Village Condominiums #0524R

Winter Park
This basic one bedroom one bathroom condo has everything you need for your Winter Park getaway. A ki...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
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 / 1.5 / 6

*
Online booking available

$89 - $320
Per Night

$623 - $2240
Per Week

Beaver Village Condomimiums #0934R

Winter Park
This modern one bedroom one bathroom Winter Park condo is over the top! Visitors will love all of th...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
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

$100 - $595
Per Night

$700 - $4165
Per Week

Sport Studio

Winter Park
Sport Studio Unit Description: This 455 sq. ft. studio is perfect for a couple or small family. Eac...
Condo 0 / 1 / 4

*
Online booking available

$103 - $259
Per Night

$721 - $1813
Per Week

Snowblaze Condominiums 213

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 - $295
Per Night

$553 - $2065
Per Week

Beaver Village Condominiums #1022

Winter Park
This vacation rental has so much bedding that you can sleep up to 10 people in this condo. Now you c...
Condo 2 / 2 / 10

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
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

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 / 4.5 / 13

*
Online booking available

$685 - $1470
Per Night

$4795 - $10290
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 #1113

Winter Park
Unique and colorful Winter Park condominium close to downtown and minutes from Winter Park Resort. T...
Condo 2 / 2 / 6

*
Online booking available

$45 - $390
Per Night

$315 - $2730
Per Week

1 BR ski-in/ski-out condo with king bed @ Zephyr Mountain...

Winter Park
1 BR ski-in/ski-out condo with king bed @ Zephyr Mountain Lodge Zephyr Mountain Lodge is about as c...
Condo 1 / 1 / 4

*
Online booking available

$75 - $325
Per Night

$525 - $2275
Per Week

Snowblaze Condominiums C11

Winter Park
This 2 bedroom, 2 bathroom condo rental is located at SnowBlaze, in downtown Winter Park, Colorado. ...
Condo 2 / 2 / 6

*
Online booking available

$99 - $361
Per Night

$693 - $2527
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

$120 - $395
Per Night

$840 - $2275
Per Week

Beaver Village Condominiums #0424R

Winter Park
Nice and basic one bedroom one bathroom condo located in Winter Park CO. Updated kitchen with light ...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Beaver Village Condominums #0824

Winter Park
A warm interior will greet you as you enter this lovely updated two bedroom two bathroom condo. Gues...
Condo 2 / 2 / 7

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

 

More Getaway Locations and Properties