Find Vacation Rentals in Winter Park, Grand County

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Winter Park
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Winter Park
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Popular Winter Park Vacation Rentals

Find the perfect Winter Park vacation rental

House Winter Park
$279 per night
House ∙ 14 guests ∙ 3 bedrooms
Winter Park, Grand County, Colorado, United States
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HomeToGo
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Accommodation Winter Park
$939 per night
Accommodation ∙ 14 guests ∙ 5 bedrooms
5.0
Outstanding (17 ratings)
Winter Park, Grand County, Colorado, United States
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HomeToGo
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House Winter Park
$441 per night
House ∙ 16 guests ∙ 5 bedrooms
5.0
Outstanding (134 ratings)
Winter Park, Grand County, Colorado, United States
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Vrbo
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Condo Winter Park
$93 per night
Condo ∙ 4 guests ∙ 1 bedroom
4.9
Outstanding (55 ratings)
Winter Park, Grand County, Colorado, United States
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Vrbo
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Condo Winter Park
$101 per night
Condo ∙ 4 guests ∙ 1 bedroom
4.3
Very good (32 ratings)
Winter Park, Grand County, Colorado, United States
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Vrbo
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House Winter Park
$286 per night
House ∙ 12 guests ∙ 4 bedrooms
4.8
Outstanding (74 ratings)
Winter Park, Grand County, Colorado, United States
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Vrbo
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House Winter Park
$139 per night
House ∙ 5 guests ∙ 2 bedrooms
5.0
Outstanding (8 ratings)
Winter Park, Grand County, Colorado, United States
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Vrbo
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House Winter Park
$348 per night
House ∙ 15 guests ∙ 5 bedrooms
4.8
Outstanding (15 ratings)
Winter Park, Grand County, Colorado, United States
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Vrbo
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House Winter Park
$261 per night
House ∙ 9 guests ∙ 3 bedrooms
5.0
Outstanding (103 ratings)
Winter Park, Grand County, Colorado, United States
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Vrbo
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Vacation rentals with Wi-Fi

House  Winter Park
$695 per night
House ∙ 13 guests ∙ 5 bedrooms
4.9
Outstanding (91 ratings)
Winter Park, Grand County, Colorado, United States
Internet
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HomeToGo
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House  Winter Park
-10%
$375
$337 per night
House ∙ 14 guests ∙ 4 bedrooms
4.8
Outstanding (51 ratings)
Winter Park, Grand County, Colorado, United States
Internet
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HomeToGo
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House  Winter Park
$309 per night
House ∙ 14 guests ∙ 4 bedrooms
4.6
Excellent (36 ratings)
Winter Park, Grand County, Colorado, United States
Internet
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Vrbo
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Cabins and Homes With Fireplaces

Condo  Winter Park
$183 per night
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (25 ratings)
Winter Park, Grand County, Colorado, United States
Fireplace
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Vrbo
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Cabin  Winter Park
$183 per night
Cabin ∙ 8 guests ∙ 2 bedrooms
4.7
Excellent (12 ratings)
Winter Park, Grand County, Colorado, United States
Fireplace
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Vrbo
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Condo  Winter Park
$83 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.3
Very good (9 ratings)
Winter Park, Grand County, Colorado, United States
Fireplace
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Vrbo
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Apartments and vacation rentals with a kitchen

Condo  Winter Park
$97 per night
Condo ∙ 4 guests ∙ 1 bedroom
4.4
Very good (19 ratings)
Winter Park, Grand County, Colorado, United States
Kitchen
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Vrbo
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House  Winter Park
$222 per night
House ∙ 9 guests ∙ 3 bedrooms
4.4
Very good (26 ratings)
Winter Park, Grand County, Colorado, United States
Kitchen
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Vrbo
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Condo  Winter Park
$162 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.6
Excellent (12 ratings)
Winter Park, Grand County, Colorado, United States
Kitchen
Details
Vrbo
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Frequently Asked Questions

How much does it cost to book a vacation rental in Winter Park?

Accommodation in Winter Park cost from $83 per night.

Is it possible to find vacation rentals in Winter Park?

Tripping.com offers great selection on vacation rentals with 3,251 offers currently available in Winter Park.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Winter Park

Looking for the perfect vacation rental for your Winter Park getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Winter Park offers 3827 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 3426 properties with high-speed WiFi Internet, 1254 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home rental that best matches your accommodation style and budget. For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $11119 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Winter Park has 3827 gorgeous homes with 299 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com. Search properties from 11 vacation rental sites in Winter Park where the top providers in that area are HomeAway, Expedia, and RedAwning. There are 1710 HomeAway rentals, 564 Expedia short term rentals and 516 RedAwning vacation rentals.

Popular Day Trips Near Winter Park

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