Hotel deals North America United States Colorado Winter Park Vacation Rentals in Winter Park

Winter Park Vacation Rentals

Find the best deals on 1,025 vacation rentals in Winter Park

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Top rentals in Winter Park

Find the perfect Winter Park vacation rental for your needs
Fraser Crossing #3301 - 2 Br Condo
Fraser Crossing #3301 - 2 Br Condo
8.7
$364
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Hideaway Mountain Lodge
Hideaway Mountain Lodge
9.2
$127
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Old Town Loft 1 3 Bedroom Holiday Home by Winter Park Lodging Company
Old Town Loft 1 3 Bedroom Holiday Home by Winter Park Lodging Company
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Quaint, Adorable, Mountain Getaway
Quaint, Adorable, Mountain Getaway
9.4
$150
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House
House
9.8
$201
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Iron Horse Resort 5064 - Studio Room Condo
Iron Horse Resort 5064 - Studio Room Condo
$227
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Bright, Updated Top Floor Unit With Great Views
Bright, Updated Top Floor Unit With Great Views
10.0
$221
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Mountain Home Steam Shower, Hot Tub, Ski Bus Route, Heated Garage Tesla Charger.
Mountain Home Steam Shower, Hot Tub, Ski Bus Route, Heated Garage Tesla Charger.
9.9
$671
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Antlers at Lakota 3 Bedroom, 2.5 baths
Antlers at Lakota 3 Bedroom, 2.5 baths
9.7
$533
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Gorgeous Newer Home in Grand Park
Gorgeous Newer Home in Grand Park
10.0
$776
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Timber Lake Way 491 - 3 Br House
Timber Lake Way 491 - 3 Br House
$356
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Come Stay At This Very Nice 2 Bed 2 Bath Top Floor Condo With Vaulted Ceilings
Come Stay At This Very Nice 2 Bed 2 Bath Top Floor Condo With Vaulted Ceilings
8.4
$133
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Family-Friendly Condo W/ Fireplace & Balcony Close To Ski Resort
Family-Friendly Condo W/ Fireplace & Balcony Close To Ski Resort
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Mountain-View Family Condo With Jetted Tub, & Wood-Burning Fireplace
Mountain-View Family Condo With Jetted Tub, & Wood-Burning Fireplace
9.5
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Beaver Village Condos By Staywinterpark
Beaver Village Condos By Staywinterpark
$204
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Top Floor - Ski In / Ski Out - Condo W/ Awesome Views. Hot Tub, Fire Place
Top Floor - Ski In / Ski Out - Condo W/ Awesome Views. Hot Tub, Fire Place
9.7
$161
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Gorgeous Downtown Home That's Pet Friendly Walk To Everything Hot Tub W/ Views
Gorgeous Downtown Home That's Pet Friendly Walk To Everything Hot Tub W/ Views
10.0
$521
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Ski-In/Out Studio, Catwalk To Gondola, & Free Shuttle To Downtown
Ski-In/Out Studio, Catwalk To Gondola, & Free Shuttle To Downtown
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Family friendly condo w/ mountain views, gas fireplace, & a shared hot tub
Family friendly condo w/ mountain views, gas fireplace, & a shared hot tub
9.8
$308
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Fraser Home Located On The Free Shuttle Route - Wapiti
Fraser Home Located On The Free Shuttle Route - Wapiti
$396
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Ski Dream Studio
Ski Dream Studio
6.7
$315
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When to book a vacation apartment in Winter Park

Check out the tips below to find the best deal on a Winter Park vacation rental property
Low Season
May
High Season
April

cheapest month to stay

37%

expected price decrease

most expensive time to stay

70%

expected price increase

Price
$181 - $934
Highest day of week
Saturday
Cheapest day of week
Sunday

av. price over the last two weeks

Average price (weeknight)

$270

av. price over the last two weeks

av. price over the last two weeks

Average price (weekend night)

$336

av. price over the last two weeks


Cheapest vacation rentals in Winter Park

Our lowest priced vacation apartments and property rentals for a cheaper way to stay in Winter Park
Old Town Loft 1 3 Bedroom Holiday Home by Winter Park Lodging Company
Old Town Loft 1 3 Bedroom Holiday Home by Winter Park Lodging Company
Beaver Village Condos By Staywinterpark
Beaver Village Condos By Staywinterpark
$204
Fraser Crossing #3301 - 2 Br Condo
Fraser Crossing #3301 - 2 Br Condo
8.7
$364

Winter Park vacation apartments & rental properties FAQ

How long do people typically book vacation apartments for in Winter Park?

On average, people book vacation rentals in Winter Park for stays of around 2 nights.

How much does a vacation rental apartment in Winter Park cost?

The price of a vacation apartment in Winter Park depends on the number of guests, locations and required amenities - for a standard apartment in Winter Park you can expect to pay around $251 per night.

When is the best time to book a vacation rental in Winter Park?

May is typically when Winter Park vacation apartment and rental property prices are at their lowest, with prices around 37% lower than the Winter Park peak season.

Hotel deals North America United States Colorado Winter Park Vacation Rentals in Winter Park