Winter Park Vacation Rental Getaways


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  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
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  • 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 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

$145 - $395
Per Night

$1225 - $2450
Per Week

This is a Very tastefully remodeled ski in/out five star ...

Winter Park
This is a Very tastefully remodeled ski in/out five star 2 BR 2 bath. This is a VERY tastefully rem...
Condo 2 / 2 / 9

*
Online booking available

$145 - $550
Per Night

$1015 - $3850
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 #0514

Winter Park
This two bedroom two bathroom Winter Park condo exemplifies true mountain living from the solid wood...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
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

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

Beaver Village Condominiums #0721R

Winter Park
 This Winter Park condo has it all with a complete remodel and new furnishings. The vacation rental ...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
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

Beaver Village Condominiums #1014R

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

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

Hi Country Haus Building 7, Unit # 3

Winter Park
Hi Country Haus Building 07 unit 03 is a lovely one bedroom, one bathroom condominium rental, that i...
Condo 1 / 1 / 4

*
Online booking available

$99 - $361
Per Night

$693 - $2527
Per Week

Small Hotel Room with King Bed - Sleeps 2

Winter Park
Small hotel style room with King bed private bath. Mini-fridge and small box style TV. Internal entr...
Room/ Suite 1 / 1 / 2

*
Online booking available

$69 - $139
Per Night

$533 - $973
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 / 3.5 / 10

*
Online booking available

$175 - $395
Per Night

$1225 - $2765
Per Week

Beaver Village Condominiums #0222

Winter Park
Bright new lighting and an updated kitchen really make this condo stand out. The two bedroom two bat...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
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

Iron Horse Resort 3094

Winter Park
2 bedroom vacation condo at the Iron Horse Resort, just steps from the Winter Park ski area. This un...
Condo 2 / 2 / 8

*
Online booking available

$179 - $647
Per Night

$1253 - $4529
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

Beaver Village Condominiums #0714R

Winter Park
Beautifully updated Winter Park condo located close to town and minutes from Winter Park Resort. Thi...
Condo 1 / 1 / 5

*
Online booking available

$120 - $305
Per Night

$840 - $2135
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

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

Beaver Village Condominiums #0224R

Winter Park
This one bedroom one bathroom Winter Park condo is located on the end of the building which means ad...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
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

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

$499 - $1248
Per Night

$3493 - $8733
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

$99 - $347
Per Night

$693 - $2429
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

 

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