Winter Park Vacation Rental Getaways


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  • Bath
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Max Price Per Week $
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  • Pets Allowed
  • Private Pool
  • Pool Access
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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

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

$79 - $114
Per Night

$579 - $659
Per Week

Two Bedroom Deluxe Condo

Winter Park
Two Bedroom Deluxe Condo Unit Description: This unit offers all the amenities of home with convenie...
Condo 2 / 3 / 8

*
Online booking available

$255 - $509
Per Night

$1785 - $3563
Per Week

Base Village Loft 110: Highly sought after Resort Village...

Winter Park
Description: This luxurious and convenient loft offers high-end furnishings, flat screen TV’s, a gas...
Condo 3 / 3 / 10

$320 - $1364
Per Night

$2240 - $9548
Per Week

Iron Horse Resort 4208

Winter Park
Spoil yourself slopeside in this 2 bedroom vacation rental sleeping up to 10 people. A 1525 sq. ft. ...
Condo 2 / 3 / 10

*
Online booking available

$189 - $473
Per Night

$1323 - $3308
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

$75 - $225
Per Night

$525 - $560
Per Week

Downtown Winter Park Condo With Mountain Views

Winter Park
Our 1200 sq. ft. 3BR, 3Bath condo is available to rent for your mountain getaway to meet everyone's ...
Condo 3 / 3 / 11

*
Online booking available

$275 - $299
Per Night

$1788 - $1939
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

$231 - $908
Per Night

$1617 - $6356
Per Week

Bridgers Cache Chambers House

Winter Park
Enjoy this spectacular, custom built, vacation rental home at the base of Mary Jane. From the moment...
Home 5 / 5 / 17

*
Online booking available

$1569 - $2275
Per Night

$10983 - $15925
Per Week

Founders Pointe 4341: Enjoy convenience & comfort at this...

Winter Park
Description: Corner-unit, brand new Founders Pointe condo, faces both Mary Jane and Winter Park Reso...
Condo 2 / 2 / 8

$190 - $798
Per Night

$1330 - $5586
Per Week

Hi Country Haus Bldg 24#6

Winter Park
This 1 bedroom, 1.5 bathroom vacation rental is located in downtown Winter Park, Colorado. This cond...
Condo 1 / 2 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Zephyr 2307: Convenient, cozy and inviting: the perfect s...

Winter Park
Description: Look right up the slopes from this 3rd floor condo in the ski in/ski out Zephyr condo. ...
Condo 2 / 2 / 6

$210 - $877
Per Night

$1470 - $6139
Per Week

Founders Pointe 4340: Spacious 2 BR Founders Point condo,...

Winter Park
Description: This fabulous lodge is located just 2 minutes from the chairlifts! Enjoy a huge outdoor...
Condo 2 / 2 / 8

$190 - $798
Per Night

$1330 - $5586
Per Week

Zephyr 2507: Look right up the slopes in this Zephyr Ski ...

Winter Park
If you want the best views of the slopes at Winter Park Resort, this is the spot for you. Located hi...
Condo 2 / 2 / 7

$210 - $877
Per Night

$1470 - $6139
Per Week

Winter Park Place 18: Luxurious & convenient mtn getaway ...

Winter Park
Description: You’ll feel spoiled with a brand new high-end kitchen, flat screen TV, and spacious liv...
Condo 2 / 2 / 6

$116 - $457
Per Night

$812 - $3199
Per Week

Walk to the slopes from this Fraser Crossing two bedroom.

Winter Park
This unit has Great slopeside and village views from the balcony. Fraser crossing is a newly cons...
Condo 2 / 2 / 8

*
Online booking available

$100 - $395
Per Night

$700 - $875
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

$170 - $721
Per Night

$1190 - $5047
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

Snowblaze Condominiums B34

Winter Park
This economical vacation condo is located in downtown Winter Park, Colorado. This is a 2 bedroom plu...
Condo 3 / 3 / 8

*
Online booking available

$119 - $298
Per Night

$833 - $2083
Per Week

Founders Pointe 4345: Two minute walk to the chairlift, w...

Winter Park
Description: This gorgeous studio with fabulous views of Mary Jane is calling your name. You'll be o...
Condo 0 / 1 / 4

$85 - $380
Per Night

$595 - $2660
Per Week

Ski in Ski out iverside building three BR at the Zephyr M...

Winter Park
Ski in Ski out iverside building three BR at the Zephyr Mountain Lodge. This spacious 3 bedroom 3 b...
Condo 3 / 3 / 8

*
Online booking available

$200 - $600
Per Night

$1400 - $2100
Per Week

Iron Horse Resort 2054

Winter Park
Perfect vacation condo at Iron Horse Resort, just steps from the Winter Park ski area. A roomy 455 s...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Fraser Crossing 3418: Rare pet-friendly studio at Winter ...

Winter Park
Description: This pet friendly, spacious studio is perfect for small families or friends. You’ll lov...
Condo 0 / 1 / 4

$80 - $363
Per Night

$560 - $2541
Per Week

$275 /ngt + clning and fees in Feb (excludes Pres weekend...

Winter Park
$275 /ngt + clning and fees in Feb (excludes Pres weekend) 2 Bed ski-in/out This unit is located on...
Condo 2 / 2 / 8

*
Online booking available

$100 - $200
Per Night

$700 - $840
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 / 8

*
Online booking available

$100 - $200
Per Night

$700 - $1400
Per Week

Zephyr 1520: You'll love the convenience and space provid...

Winter Park
This remodeled, rare, three bedroom Zephyr condo, will provide couples and small families plenty of ...
Condo 3 / 3 / 8

$299 - $1320
Per Night

$2093 - $9240
Per Week

 

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