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

Hi Country Haus Bldg. 21 # 15

Winter Park
This beautiful, remodeled 3 bedroom condo is located in the Hi Country Haus Condominiums, in downtow...
Condo 3 / 2 / 8

*
Online booking available

$99 - $250
Per Night

$693 - $1750
Per Week

Beautiful and Roomy 3 bed 3.5 bath. Sleeps 12 in five sle...

Winter Park
Beautiful and Roomy 3 bed 3.5 bath. Sleeps 12 in five sleeping areas Beautiful and Roomy 3 bed 3.5 ...
Condo 3 / 4 / 12

*
Online booking available

$250 - $550
Per Night

$1750 - $3850
Per Week

Antlers At Lakota #102

Winter Park
Enjoy this three level, vacation town home at Lakota in Winter Park, Colorado. Antlers @ Lakota is j...
Home 3 / 3 / 9

*
Online booking available

$199 - $450
Per Night

$1393 - $3150
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

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 - $550
Per Night

$1015 - $3850
Per Week

Iron Horse Resort 3033

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 - $155
Per Night

$553 - $1085
Per Week

Ski in Ski out Riverside building three BR at the Zephyr ...

Winter Park
Ski in Ski out Riverside building three BR at the Zephyr Mountain Lodge. This spacious 3 bedroom 3 ...
Condo 3 / 3 / 10

*
Online booking available

$295 - $1000
Per Night

$2065 - $7000
Per Week

4 BR 3 Bath Luxury Trademark Town Home only 1/4 mile from...

Winter Park
4 BR 3 Bath Luxury Trademark Town Home only 1/4 mile from the slopes Four Bed 3 Bath Luxury Tradema...
Condo 4 / 3 / 11

*
Online booking available

$220 - $895
Per Night

$1925 - $6265
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 / 4 / 10

*
Online booking available

$250 - $550
Per Night

$1925 - $3850
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

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 - $798
Per Night

$3493 - $5589
Per Week

Remodeled Ski in Ski out Studio at the full service Iron ...

Winter Park
Remodeled Ski in Ski out Studio at the full service Iron Horse Resort. Everything has been fully re...
Condo 0 / 1 / 4

*
Online booking available

$65 - $250
Per Night

$455 - $1750
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 - $200
Per Night

$623 - $1400
Per Week

Walk to the slopes. 2 bedroom condo @ Fraser Crossing

Winter Park
This unit has Great slope side and village views from the balcony. Fraser crossing is a newly con...
Condo 2 / 2 / 6

*
Online booking available

$120 - $550
Per Night

$1015 - $3850
Per Week

Snowblaze Condominiums A13

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

*
Online booking available

$99 - $225
Per Night

$693 - $1575
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

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

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

$150 - $325
Per Night

$1050 - $2275
Per Week

Four Bed 3 Bath Luxury Trademark Townhome in the heart of...

Winter Park
Four Bed 3 Bath Luxury Trademark Townhome in the heart of old town. Four Bed 3 Bath Luxury Trademar...
Condo 4 / 3 / 10

*
Online booking available

$220 - $895
Per Night

$1925 - $6265
Per Week

2 Bedroom / 2 Bathroom Condominium

Winter Park
2 Bedroom / 2 Bathroom Condominium Unit Description: This spacious 850 sq. ft. Slopeside unit featu...
Condo 2 / 2 / 8

*
Online booking available

$158 - $403
Per Night

$1106 - $2821
Per Week

2 Bedroom / 2 Bathroom Condominium

Winter Park
2 Bedroom / 2 Bathroom Condominium Unit Description: These Beaver Village Condominiums two bedroom ...
Condo 2 / 2 / 6

*
Online booking available

$115 - $370
Per Night

$805 - $2590
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

Luxury Condo at Standard Pricing. 2 Bed 2 Bath with Divid...

Winter Park
Luxury Condo at Standard Pricing. 2 Bed 2 Bath with Divide and River Views! You won?t beat this bea...
Condo 2 / 2 / 8

*
Online booking available

$120 - $395
Per Night

$1050 - $2765
Per Week

Dreamcatcher 7B Rental

Winter Park
Dream Catcher 7B at Lakota is a luxurious 3 level vacation townhome with spectacular mountain views ...
Home 5 / 5 / 11

*
Online booking available

$400 - $900
Per Night

$2800 - $6300
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 - $155
Per Night

$553 - $1085
Per Week

 

More Getaway Locations and Properties