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

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

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

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 - $155
Per Night

$553 - $1085
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 - $129
Per Night

$579 - $903
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

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

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

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

$150 - $325
Per Night

$1050 - $2275
Per Week

The House On Elk Trail

Winter Park
The House on Elk Trail is a beautiful, ranch-style vacation home located in the exclusive Elk Run su...
Home 3 / 2 / 8

*
Online booking available

$219 - $525
Per Night

$1533 - $3675
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

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 - $4165
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

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

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

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

Newly built, high end one BR with garage in the heart of ...

Winter Park
Newly built, high end one BR with garage in the heart of Winter Park!!!! Newly built, high end one ...
Condo 1 / 1 / 4

*
Online booking available

$85 - $295
Per Night

$595 - $2065
Per Week

Very nice 3 BR / 3 BA condo at the new property in the he...

Winter Park
Very nice 3 BR / 3 BA condo at the new property in the heart of Wp Very nice 3 bedroom / 3 bathroom...
Condo 3 / 3 / 8

*
Online booking available

$150 - $495
Per Night

$1225 - $3465
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

Founder's Pointe 4447

Winter Park
This newly built, contemporary vacation rental property is located near The Village of Winter Park R...
Condo 1 / 1 / 4

*
Online booking available

$115 - $275
Per Night

$805 - $1925
Per Week

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 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 - $155
Per Night

$553 - $1085
Per Week

Silverado I A202

Winter Park
Located in the town of Winter Park, Colorado, this premier vacation rental condo is bright and beaut...
Condo 2 / 2 / 4

*
Online booking available

$129 - $325
Per Night

$903 - $2275
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

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

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

 

More Getaway Locations and Properties