Vacation Rentals in Winter Park, Colorado

50 Properties Available

$Ski In\/Out Luxury Chalet 277 \/ Hot Tub \/ Game Room \/ Views \/ Best Price - $500 FREE Activities Daily$ Private vacation home

Ski In\/Out Luxury Chalet 277 \/ Hot Tub \/ Game Room \/ Views \/ Best Price - $500 FREE Activities Daily

$2330 / night

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Private vacation home

Spacious & Luxurious 8-Bedroom Retreat in Downtown Winter Park on Vasquez Creek

$1934 / night

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$Located Downtown Winter Park on Bus Route w\/ Hot Tub$ Private vacation home

Located Downtown Winter Park on Bus Route w\/ Hot Tub

$1598 / night

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Private vacation home

Winter Park Resort Villa 510 I Private Hot Tub I Great Views I Game Room I Dscounted Attractions

$1583 / night

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Condo

Ski- in and Ski- out with Gym and Pool at Winter Park Resort

$1421 / night

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Private vacation home

Brand New Luxury Home in Winter Park on Fraser River, 4BR, Hot Tub, Mtn Views

$1344 / night

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$Base Camp-Play hard then rest extravagantly! Ski in\/out 4 BR-secluded-Jane Creek$ Private vacation home

Base Camp-Play hard then rest extravagantly! Ski in\/out 4 BR-secluded-Jane Creek

$1114 / night

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Private vacation home

Winter Park Resort Villa 200 I Private Hot Tub I Great Views I Bunk Room I Discounted Attractions

$1093 / night

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Private vacation home

Downtown WP Leland Creek Home I Private Hot Tub I Great Views I Discounted Attractions

$1037 / night

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Private vacation home

Ski In Out Villa 464 I Private Hot Tub I Great Views I Outdoor Fireplace I Discounted Attractions

$1037 / night

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Private vacation home

Prime Location, Private Hot Tub, Walkable

$966 / night

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$Ski In\/Out Luxury Villa 452 \/ Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily$ Private vacation home

Ski In\/Out Luxury Villa 452 \/ Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily

$966 / night

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Private vacation home

Downtown WP Event Center Loft 92 I Rooftop Hot Tub I Great Views Game Room I Discounted Attractions

$924 / night

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Condo

Charming Winter Park Condo - Steps to Slopes!

$924 / night

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Private vacation home

Home Spa Retreat Downtown WP: Rooftop Hot Tub + Sauna - Walk to Shops & Shuttle

$886 / night

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$New Luxury Villa 403 Next To Resort \/ Hot Tub & Views \/ Best Price - $500 FREE Activities Daily$ Private vacation home

New Luxury Villa 403 Next To Resort \/ Hot Tub & Views \/ Best Price - $500 FREE Activities Daily

$864 / night

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Private vacation home

Winter Park Resort Villa 509 I Private Hot Tub I Great Views I Discounted Attractions

$859 / night

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Condo

Ski home for Lunch at Winter Park Resort

$852 / night

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Private vacation home

VIP Concert Viewing from Private Hot Tub+Walkable+5BR+Sauna+Kids Ski Gear Free

$842 / night

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Private vacation home

New Luxury Home 96 I Rooftop Spa I Great Views I Best Location I FREE Adventures Daily

$821 / night

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Private vacation home

Custom Mtn Home near downtown Winter Park, on Shuttle Route, Hot tub!!

$810 / night

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Condo

Zephyr Mountain Lodge, Condo | Top Floor w/ Views of Ski Slopes and Gondola Access (Premium-Rated Condo 2701)

$809 / night

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Private vacation home

Luxury villa with private hot tub and just minutes to WP Resort

$807 / night

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$Amazing location! TRUE Ski-In\/Out @ Winter Park Slopeside ZML. Sleeps 9, 2BR\/2BA$ Condo

Amazing location! TRUE Ski-In\/Out @ Winter Park Slopeside ZML. Sleeps 9, 2BR\/2BA

$787 / night

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Private vacation home

Downtown WP River Front Villa 242 I Private Hot Tub I Views I Game Room I Discounted Attractions

$729 / night

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$Luxury Log Lodge With Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily$ Private vacation home

Luxury Log Lodge With Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily

$708 / night

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$NEW! Luxury Penthouse 4BR\/3BA Condo In Heart Of Downtown Winter Park$ Condo

NEW! Luxury Penthouse 4BR\/3BA Condo In Heart Of Downtown Winter Park

$700 / night

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$New Luxury Townhome 1 \/ Arcade \/ Hot Tub \/ Views \/ Best Price - $500 FREE Activities Daily$ Private vacation home

New Luxury Townhome 1 \/ Arcade \/ Hot Tub \/ Views \/ Best Price - $500 FREE Activities Daily

$693 / night

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$Ski In\/Out Luxury Villa 456 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily$ Private vacation home

Ski In\/Out Luxury Villa 456 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily

$693 / night

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$Spacious, Modern Penthouse condo w\/access to shared hot tub. Ski in & ski out$ Condo

Spacious, Modern Penthouse condo w\/access to shared hot tub. Ski in & ski out

$692 / night

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Private vacation home

Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub

$687 / night

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Condo

Fraser Crossing/Founders Pointe, Condo | 2 Bedroom (Value-Rated Condo 4281)

$676 / night

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Private vacation home

Winter Park Retreat - In The Heart Of Downtown

$668 / night

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Private vacation home

Downtown WP Villa 709 I Private Hot Tub I Views I Bunk Room I Desk I Discounted Attractions

$664 / night

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Condo

Winter Park Condo w/ Mountain Views + Hot Tub

$651 / night

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Condo

3BR Mountainview penthouse

$650 / night

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$New Luxury River Front Villa 110 \/ Rooftop Lounge & Hot Tub \/ Views - $500 FREE Activities Daily$ Private vacation home

New Luxury River Front Villa 110 \/ Rooftop Lounge & Hot Tub \/ Views - $500 FREE Activities Daily

$626 / night

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Private vacation home

Arrow on the Creek | Private Hot Tub | Colorful & Modern Downtown Townhome

$626 / night

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Condo

Zephyr Mountain Lodge, Condo | 2 Bedroom (Value-Rated Condo 1309)

$618 / night

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Lodge

Moose Drool Lodge | Pet Friendly | Luxury Mountain Lodge | Private Hot Tub

$602 / night

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$New Luxury Condo 1308 \/ Hot Tub \/ AC \/ Great Views \/ Best Price - $500 FREE Activities Daily$ Private vacation home

New Luxury Condo 1308 \/ Hot Tub \/ AC \/ Great Views \/ Best Price - $500 FREE Activities Daily

$600 / night

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Private vacation home

Slope side Single Family Home at the base of Winter Park!

$599 / night

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Private vacation home

Location and amenities for that perfect family getaway.

$595 / night

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Condo

Premium Unit 1403 - 2 Bedrooms - Zephyr Mountain

$591 / night

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Condo

Ski In-Out 2bd/3ba Condo - Sleeps Like a 3 Bedroom

$589 / night

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Condo

Ski Condo with Private Garage and Washer Dryer - Parry Peak Loft Premium-Rated 105

$579 / night

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Private vacation home

Arrow at Winter Park Unit 248 Downtown 4 bedroom private hot tub & mountain view

$578 / night

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Condo

Zephyr Mountain Lodge, Condo | 2 Bedroom (Select-Rated Condo 1316)

$576 / night

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Condo

Zephyr Mountain Lodge, Condo | Ski Slope View (Select-Rated Condo 2405)

$576 / night

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Condo

Mountain condo with access to skiing and mountain biking/hiking

$576 / night

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