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

Winter Park Vacation Rentals

Find the best deals on 1,055 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
8.8
$255
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Quaint, Adorable, Mountain Getaway
Quaint, Adorable, Mountain Getaway
9.4
$144
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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
10.0
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House
House
9.8
$159
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Hideaway Mountain Lodge
Hideaway Mountain Lodge
9.2
$116
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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
$396
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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
$178
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Remodeled Home Located On The Free Shuttle Route - Wapiti
Remodeled Home Located On The Free Shuttle Route - Wapiti
$202
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1 Bed/1 Bath Founders Pointe Top Floor Condo W/ Awesome Views Of The Mountain
1 Bed/1 Bath Founders Pointe Top Floor Condo W/ Awesome Views Of The Mountain
9.7
$182
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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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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
8.8
$131
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Beaver Village Condos By Staywinterpark
Beaver Village Condos By Staywinterpark
9.3
$157
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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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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
$904
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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
9.8
$244
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Timber Lake Way 491 - 3 Br House
Timber Lake Way 491 - 3 Br House
$356
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Ski Dream Studio
Ski Dream Studio
6.7
$158
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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
February
High Season
April

cheapest month to stay

48%

expected price decrease

most expensive time to stay

70%

expected price increase

Price
$149 - $934
Highest day of week
Friday
Cheapest day of week
Wednesday

av. price over the last two weeks

Average price (weeknight)

$379

av. price over the last two weeks

av. price over the last two weeks

Average price (weekend night)

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
Beaver Village Condos By Staywinterpark
Beaver Village Condos By Staywinterpark
9.3
$157
Fraser Crossing #3301 - 2 Br Condo
Fraser Crossing #3301 - 2 Br Condo
8.8
$255

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 $233 per night.

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

February is typically when Winter Park vacation apartment and rental property prices are at their lowest, with prices around 48% lower than the Winter Park peak season.

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