Winter Park Vacation Rental Getaways


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  • Property Options
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  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
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  • Online Booking
  • Home/Villa
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  • 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

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 / 3.5 / 10

*
Online booking available

$175 - $395
Per Night

$1225 - $2765
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 - $320
Per Night

$826 - $2240
Per Week

Beaver Village Condominiums #1814R

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

Trademark I Unit 203

Winter Park
This is a nice 1 bedroom plus a loft, plus a tiny bedroom with 2.5 bathroom vacation condo located i...
Condo 1 / 2.5 / 8

*
Online booking available

$140 - $456
Per Night

$980 - $3192
Per Week

Iron Horse Resort 3044

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

$99 - $347
Per Night

$693 - $2429
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 - $383
Per Night

$693 - $2681
Per Week

Beaver Village Condominiums #0834

Winter Park
Tons of space and a lot of light! This four bedroom three bathroom condo is one of our largest units...
Condo 4 / 3 / 10

*
Online booking available

$55 - $535
Per Night

$385 - $3745
Per Week

Beaver Village Condominiums #0712

Winter Park
This first floor condo is located in building 7 and close to the clubhouse that has a pool, hot tubs...
Condo 2 / 2 / 6

*
Online booking available

$45 - $390
Per Night

$315 - $2730
Per Week

Hi Country Haus #09-01

Winter Park
This vacation condo has 2 bedrooms, 1 bathroom and is located in Downtown Winter Park, Colorado. Thi...
Condo 2 / 1 / 4

*
Online booking available

$99 - $361
Per Night

$693 - $2527
Per Week

Iron Horse Resort 3023

Winter Park
A one bedroom vacation condo at the Iron Horse Resort, just steps from the Winter Park ski area. Thi...
Condo 1 / 1 / 6

*
Online booking available

$139 - $491
Per Night

$973 - $3437
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

$99 - $347
Per Night

$693 - $2429
Per Week

Beaver Village Condominiums #0524

Winter Park
This basic two bedroom two bathroom condo has everything you need for your Winter Park getaway. A ki...
Condo 2 / 2 / 8

*
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

Timber Lake 341

Winter Park
This three level town home located in Winter Park Colorado is just delightful! Tons of light and a l...
Home 3 / 3.5 / 8

*
Online booking available

$345 - $620
Per Night

$2415 - $4340
Per Week

Beaver Village Condominiums #1724

Winter Park
This classic Winter Park two bedroom condo has all that you need for your vacation. Full kitchen com...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
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

Beaver Village Condominiums #2013R

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

Fully Remodeled Ski in Ski out Studio at Iron Horse Resort.

Winter Park
Everything has been fully remodeled in this cozy and modern studio. It is located on the fourth flo...
Condo 0 / 1 / 4

*
Online booking available

$65 - $275
Per Night

$455 - $1925
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

$125 - $395
Per Night

$1050 - $2275
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

$145 - $550
Per Night

$1225 - $3850
Per Week

Beaver Village Condominiums #0934

Winter Park
This modern two bedroom two bathroom Winter Park condo is over the top! Visitors will love all of th...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Walk to the slopes from this Founders Point two BR with A...

Winter Park
Walk to the slopes from this Founders Point two BR with Awesome views!! This top-floor unit with ca...
Condo 2 / 2 / 6

*
Online booking available

$145 - $550
Per Night

$1225 - $3850
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 - $89
Per Night

$623 - $623
Per Week

Beaver Village Condominiums #0513

Winter Park
You will enjoy this beautifully updated kitchen with granite counter tops, tile flooring and light w...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #0232R

Winter Park
Calm, soothing and neutral colors grace the walls of this one bedroom one bathroom condo. Modern wes...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

 

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