Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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 - $500
Per Night

$700 - $3500
Per Week

Base Camp 480: Exquisite Base Camp Townhome Below The Tra...

Winter Park
Description: Beautiful ski-in/ski-out property in Winter Park, with 3,000+ square feet of luxury liv...
Condo 4 / 5 / 14

$382 - $1540
Per Night

$2674 - $10780
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

$50 - $245
Per Night

$350 - $1715
Per Week

Fraser Crossing 3611: Luxurious penthouse condo, located ...

Winter Park
Description: This new top-floor condo offers direct slope views, and is among the best in the buildi...
Condo 2 / 2 / 8

$199 - $721
Per Night

$1393 - $5047
Per Week

Sawmill Station 300: Modern townhome in quiet downtown Wi...

Winter Park
Description: This rare end-unit town home is surrounded by open space. Enjoy the amenities such as t...
Condo 3 / 3 / 8

$179 - $725
Per Night

$1253 - $5075
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

$275 - $895
Per Night

$1925 - $6265
Per Week

Lakota 106: Get swept off your feet in this stunning thre...

Winter Park
Comfort and beauty are seamlessly sewn together in this three bedroom townhome located in the scenic...
Condo 3 / 3 / 9

$165 - $1050
Per Night

$1155 - $7350
Per Week

Trailhead Lodges 724: Incredible two-BR condo right on Hi...

Winter Park
Everyone wants to stay right on Hideaway Park in downtown Winter Park but only 12 condos look over t...
Condo 2 / 2 / 6

$130 - $800
Per Night

$910 - $5600
Per Week

Zephyr 1703: Three BR Zephyr Condo looking over the slope...

Winter Park
Description: This THREE bedroom Zephyr condo sits on the 7th floor in the Slopeside building, just a...
Condo 3 / 3 / 10

$325 - $1320
Per Night

$2275 - $9240
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 / 3 / 8

*
Online booking available

$149 - $373
Per Night

$1043 - $2608
Per Week

Vasquez Retreat: Beautiful, spacious mountain home, close...

Winter Park
This beautiful, peaceful mountain home with five bedrooms and amazing forest views will feel like yo...
Home 5 / 3 / 14

$295 - $1166
Per Night

$2065 - $8162
Per Week

Cozy and beautiful 1 BR ski in/out with a full kitchen!!!

Winter Park
Cozy and comfortable 1 bedroom ski in ski out condo with a full kitchen!!! This units wonderful slo...
Condo 1 / 1 / 4

*
Online booking available

$55 - $325
Per Night

$385 - $2275
Per Week

Iron Horse Resort 4208

Winter Park
2 bedroom vacation condo, just steps from the Winter Park ski area. This condo provides a gas firepl...
Condo 2 / 3 / 10

*
Online booking available

$165 - $473
Per Night

$1155 - $3308
Per Week

1 BR ski-in/ski-out condo with king bed @ Zephyr Mountain...

Winter Park
1 BR ski-in/ski-out condo with king bed @ Zephyr Mountain Lodge Zephyr Mountain Lodge is about as c...
Condo 1 / 1 / 4

*
Online booking available

$75 - $295
Per Night

$525 - $2065
Per Week

Red Quill 305: Conveniently located high-end town home i...

Winter Park
Description: This high-end town home is located right in downtown Winter Park, within easy walking d...
Condo 3 / 4 / 8

$179 - $699
Per Night

$1253 - $4893
Per Week

Red Quill 509: Relax in elegant comfort in this modern Do...

Winter Park
Description: You’ll love your stay in this gorgeous end unit, conveniently located in the heart of d...
Condo 4 / 4 / 10

$295 - $908
Per Night

$2065 - $6356
Per Week

Founders Pointe 4541: Best views in Founders Pointe, plus...

Winter Park
Description: New luxurious condo is located at the very front of the new complex with phenomenal vie...
Condo 2 / 2 / 8

$199 - $721
Per Night

$1393 - $5047
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 - $548
Per Night

$1533 - $3833
Per Week

Snowblaze Condominiums C14

Winter Park
This 2 bedroom, 2 bathroom condo rental is located at SnowBlaze in downtown Winter Park, Colorado. T...
Condo 2 / 2 / 7

*
Online booking available

$99 - $248
Per Night

$693 - $1733
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

$150 - $395
Per Night

$1050 - $2765
Per Week

Fraser Crossing 3623: Beautiful penthouse with vaulted ce...

Winter Park
Description: The rare vaulted ceilings give this condo an open feel and are a constant reminder that...
Condo 1 / 1 / 4

$95 - $435
Per Night

$665 - $3045
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

$50 - $195
Per Night

$350 - $1365
Per Week

Sport Studio

Winter Park
Sport Studio Unit Description: This sport studio condo unit is ideal for a couple or small family. ...
Condo 0 / 1 / 4

*
Online booking available

$103 - $259
Per Night

$721 - $1813
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

Base Village Loft 101: Enjoy the utmost comfort at Winter...

Winter Park
This is the best location and largest property in the heart of The Village at Winter Park Resort, ju...
Condo 4 / 4 / 12

$385 - $1705
Per Night

$2695 - $11935
Per Week

 

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