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

Winter Park Vacation Rentals

Browse 3,885 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

Condo Winter Park
Renovated Condo near the Slopes and Trails
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House Winter Park
Vacation home with patio, grill & hot tub | Mountain view
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House Winter Park
Luxury 5br 4.5 Bath, 2 Primary Bedrooms! Across from Ski Resort. License 005650
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House Winter Park
Child-friendly wonderful vacation home with barbeque, patio & hot tub | Mountain view | Suitable for remote work
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House Winter Park
Extraordinary Colorado mountain home
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House Winter Park
House with terrace, grill & jacuzzi
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House Winter Park
Family-oriented lovely vacation home with BBQ, patio & hot tub | City view
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Condo Winter Park
Views! 3 family rooms, 2 master suites, Hot Tub!
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House Winter Park
Mountain house near World Class Ski Resort and Rocky Mountain National Park
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House Winter Park
House with barbeque, terrace & garden | Mountain view
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House Winter Park
House with heated pool, barbeque & jacuzzi | Mountain view | Good for workation
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Cabin Winter Park
Amazing Cabin Just Above Downtown Winter Park. Private Hot Tub!
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House Winter Park
Family-oriented wonderful vacation home with terrace, BBQ & hot tub | Mountain view
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House Winter Park
Downtown WP Villa 54 I Peloton Bike I Private Hot Tub I Great Views I Desk I Discounted Attractions
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House Winter Park
Slopeside Chalet 113D I Hot Tub I Great Views I Bunk Room I Work Station I Discounted Attractions
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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 3,885 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Cabin Winter Park
Cabin ∙ 4 guests ∙ 1 bedroom

Cabin with hot tub | Mountain view

Winter Park, Grand County, Colorado, United States
Cozy cabin in Winter Park accommodates 4 guests and features a inviting fireplace for a warm, relaxing atmosphere.
from $102
per night
(11)
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House Winter Park
House ∙ 12 guests ∙ 3 bedrooms

House with jacuzzi, patio & barbeque | Mountain view

Winter Park, Grand County, Colorado, United States
This house rental in Winter Park accommodates 12 guests and features a cozy fireplace for warm gatherings.
from $371
per night
(96)
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House Winter Park
House ∙ 12 guests ∙ 5 bedrooms

Children-friendly charming vacation home with hot tub & barbeque | River view

Winter Park, Grand County, Colorado, United States
This spacious house rental in Winter Park accommodates 12 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $541
per night
(50)
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House Winter Park
House ∙ 16 guests ∙ 8 bedrooms

Child-friendly spacious vacation home with barbeque, terrace & garden | Mountain view | Pet-friendly

Winter Park, Grand County, Colorado, United States
Spacious house rental in Granby accommodating 16 guests, featuring a cozy fireplace for warm gatherings after outdoor adventures.
from $532
per night
(23)
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House Winter Park
House ∙ 14 guests ∙ 5 bedrooms

House with hot tub, barbeque & patio | Mountain view | Perfect for remote work

Winter Park, Grand County, Colorado, United States
This house rental in Fraser accommodates 14 guests and features a hot tub for relaxation after a day of outdoor adventures.
from $437
per night
(126)
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House Winter Park
House ∙ 6 guests ∙ 1 bedroom

Vacation home with private pool, sauna & hot tub

Winter Park, Grand County, Colorado, United States
This house rental in Winter Park accommodates 6 guests and features a private pool for relaxation and enjoyment.
from $108
per night
(31)
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House Winter Park
House ∙ 16 guests ∙ 7 bedrooms

Children-friendly charming vacation home with BBQ, jacuzzi & yard | Mountain view | Dogs allowed

Winter Park, Grand County, Colorado, United States
This house rental in Fraser accommodates 16 guests and features a hot tub for relaxation after a day of mountain adventures.
from $572
per night
(144)
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House Winter Park
House ∙ 16 guests ∙ 6 bedrooms

Child-friendly charming house with jacuzzi, patio & barbecue | Mountain view | Pets allowed

Winter Park, Grand County, Colorado, United States
This house rental in Granby accommodates 16 guests and features a hot tub for relaxation after a day of outdoor adventures.
from $458
per night
(100)
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House Winter Park
House ∙ 18 guests ∙ 5 bedrooms

House with BBQ & hot tub | Lake view | Perfect for remote work

Winter Park, Grand County, Colorado, United States
This house rental in Fraser accommodates 18 guests and features a hot tub for relaxation after a day of outdoor adventures.
from $400
per night
(41)
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