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

Cozy and comfortable 1 BR ski in ski out condo with a ful...

Winter Park
Cozy and comfortable 1 BR ski in ski out condo with a full kitchen!!! Cozy and comfortable 1 bedroo...
Condo 1 / 1 / 4

*
Online booking available

$95 - $325
Per Night

$875 - $2275
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

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #1622R

Winter Park
Beautifully updated one bedroom condo. The kitchen has been upgraded with stainless steel appliances...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
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

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

$125 - $395
Per Night

$1050 - $2275
Per Week

Beaver Village Condominiums #0631

Winter Park
Nice and bright three bedroom three bathroom Winter Park condo. Loaded with amenities from fireplace...
Condo 3 / 2 / 8

*
Online booking available

$175 - $465
Per Night

$1225 - $3255
Per Week

Beaver Village Condominiums #0922R

Winter Park
Warm and inviting this Winter Park condo is sure to please. Colorado vacationers will enjoy the soot...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
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 #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

$120 - $305
Per Night

$840 - $2135
Per Week

Deluxe 2 Bedroom/3 Bathroom Condominium

Winter Park
Deluxe 2 Bedroom/3 Bathroom Condominium Unit Description: This 1525 sq. ft. Slopeside unit is ideal...
Condo 2 / 3 / 8

*
Online booking available

$258 - $509
Per Night

$1806 - $3563
Per Week

Slopeside Village 113D

Winter Park
We think you will love the location of this beautiful new two bedroom two bath town home within walk...
Condo 2 / 2 / 8

*
Online booking available

$160 - $500
Per Night

$1120 - $3500
Per Week

Small Hotel Room with 2 Queen Beds and 1 Twin Bed - Sleeps 5

Winter Park
Small hotel style room with Two Queen Beds and One Twin Bed, private bath. Mini-fridge and small box...
Room/ Suite 1 / 1 / 5

*
Online booking available

$89 - $159
Per Night

$903 - $923
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 / 6

*
Online booking available

$95 - $295
Per Night

$700 - $2065
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

$120 - $305
Per Night

$840 - $2135
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

$85 - $275
Per Night

$665 - $1925
Per Week

Beaver Village Condominiums #1713R

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 #1813

Winter Park
Updated Winter Park condo close to everything! Walk to town or take the complimentary (winter) shutt...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #1022R

Winter Park
This vacation rental has so much bedding that you can sleep up to 8 people in this condo. Now you ca...
Condo 1 / 1 / 8

*
Online booking available

$120 - $305
Per Night

$840 - $2135
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

Beaver Village Condominiums #0711R

Winter Park
Bright one bedroom first floor condominium located in building 7 and on the 1st floor. This updated ...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Beaver Village Condominiums #1824

Winter Park
We think you will enjoy this completely remodeled condo located conveniently in the town of Winter P...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Red Quill 503

Winter Park
This 4 bedroom/ 4 bathrooms, top of the line townhouse sleeps up to 9 people and is located in the h...
Home 4 / 4.5 / 10

*
Online booking available

$339 - $1108
Per Night

$2373 - $7753
Per Week

Beaver Village Condominiums #0614

Winter Park
Nice and bright two bedroom, two bathroom condominium located in Winter Park Colorado. Gorgeous gran...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #0923R

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 #0312

Winter Park
We are sure you will enjoy this beautifully updated two bedroom two bathroom Winter Park condo. From...
Condo 2 / 2 / 7

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

 

More Getaway Locations and Properties