Winter Park Vacation Rentals - HolidayHomes base64Hash Winter Park Vacation Rentals - HolidayHomes

Winter Park Vacation Rentals

Browse 3,762 available vacation homes and compared across 13 trusted partners

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Top-Rated Vacation rentals in Winter Park

Book the highest-rated Winter Park vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Winter Park
Sprawling Fraser Cabin w/ Private Hot Tub & Deck!
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House Winter Park
Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub.
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House Winter Park
House with barbecue & jacuzzi
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House Winter Park
Family-friendly nice house with hot tub, patio & grill | Mountain view | Pet-friendly
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House Winter Park
Beautiful home in Fraser with great breathtaking views and private hot tub
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House Winter Park
Family-oriented house with barbeque, patio & garden | Mountain view | Pets allowed
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House Winter Park
Child-friendly vacation home with heated pool, hot tub & barbecue | Mountain view
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Condo Winter Park
Children-friendly lovely condo with patio, hot tub & barbeque | Mountain view | Good for workation
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House Winter Park
Custom Mtn Home near downtown Winter Park, on Shuttle Route, Hot tub!
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House Winter Park
Walk to downtown Winter Park with views of Parry Peak
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House Winter Park
Beautiful Ski-In Home, with Hot Tub!
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House Winter Park
Luxury 4 bedroom Townhome in Lakota, across from resort, with stunning views!
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House Winter Park
Large Home, 11 beds, 2 Family Rooms, Hot Tub!
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House Winter Park
Dreamcatcher at Lakota
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House Winter Park
Bear Trail
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Top 15 most Recommended Vacation Rentals in Winter Park

Discover your ideal Winter Park vacation rental with real-time comparisons of 3,762 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Apartment Winter Park
Apartment ∙ 12 guests ∙ 4 bedrooms

165 m² Apartment

Winter Park, Grand County, Colorado, United States
Spacious apartment rental in Winter Park accommodating 12 guests, featuring a cozy fireplace for warm gatherings.
from $296
per night
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Apartment Winter Park
Apartment ∙ 8 guests ∙ 3 bedrooms

120 m² Apartment

Winter Park, Grand County, Colorado, United States
This spacious 8-person apartment rental in Winter Park features a cozy fireplace and is perfect for family-friendly getaways.
from $266
per night
(8)
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Cabin Winter Park
Cabin ∙ 16 guests ∙ 6 bedrooms

2750 m² Cabin

Winter Park, Grand County, Colorado, United States
This spacious cabin in Fraser accommodates 16 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $618
per night
(152)
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House Winter Park
House ∙ 10 guests ∙ 4 bedrooms

178 m² House

Winter Park, Grand County, Colorado, United States
This house rental in Winter Park accommodates 10 guests and features a hot tub for relaxation after a day of adventure.
from $643
per night
(68)
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House Winter Park
House ∙ 12 guests ∙ 6 bedrooms

274 m² House

Winter Park, Grand County, Colorado, United States
This house rental in Fraser accommodates 12 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $754
per night
(26)
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House Winter Park
12 guests ∙ 4 bedrooms

House

Winter Park, Grand County, Colorado, United States
This house rental in Winter Park accommodates 12 guests and features a cozy fireplace for a warm, inviting atmosphere.
from $348
per night
(119)
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Cabin Winter Park
Cabin ∙ 8 guests ∙ 2 bedrooms

132 m² Cabin

Winter Park, Grand County, Colorado, United States
This cozy cabin in Winter Park accommodates 8 guests and features a welcoming fireplace for cozy gatherings.
from $195
per night
(90)
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House Winter Park
House ∙ 11 guests ∙ 4 bedrooms

251 m² House

Winter Park, Grand County, Colorado, United States
This house rental in Winter Park accommodates 11 guests and features a cozy fireplace for a warm, inviting atmosphere.
from $428
per night
(91)
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House Winter Park
House ∙ 12 guests ∙ 4 bedrooms

193 m² House

Winter Park, Grand County, Colorado, United States
Spacious house rental in Fraser accommodates 12 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $412
per night
(40)
View deal

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