Holiday houses in Winter Park
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Top-rated holiday rentals in Winter Park
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Park holiday rentals
Other great holiday rentals in Winter Park
Superhost
Condo in Winter Park
4.8 out of 5 average rating, 273 reviewsMichael’s Dream Views in Winter Park, CO Condo #16
23 – 30 Oct
$1,418 AUD total
Guest favourite
Apartment in Winter Park
4.81 out of 5 average rating, 124 reviewsLovely one bedroom Apartment in an Aspen forest.
16 – 23 Sept
$1,820 AUD total
Superhost
Condo in Winter Park
4.81 out of 5 average rating, 135 reviewsWinter Park 2bd/2ba (Sleeps 6) - Ideal Location!
21 – 28 Oct
$1,615 AUD total
Guest favourite
Condo in Winter Park
4.93 out of 5 average rating, 115 reviewsMinutes from the lifts, seconds from the hot tub.
8 – 15 June
$1,864 AUD total
Guest favourite
Apartment in Winter Park
4.93 out of 5 average rating, 28 reviewsSki-in/Ski-out Studio in WP!
1 – 8 July
$1,673 AUD total
Guest favourite
Condo in Winter Park
4.86 out of 5 average rating, 84 reviewsStudio Condo in the Heart of Winter Park! lic#9602
27 May – 3 June
$1,182 AUD total
Guest favourite
Townhouse in Winter Park
5.0 out of 5 average rating, 20 reviewsBeautiful Condo at Winter Park!
8 – 15 Aug
$1,696 AUD total
Guest favourite
Condo in Fraser
4.94 out of 5 average rating, 47 reviewsMountain Modern Cozyville
8 – 15 May
$976 AUD total
Quick stats about holiday rentals in Winter Park
Total rentals
1.4K properties
Rentals with a pool
570 properties have a pool
Pet-friendly rentals
190 properties allow pets
Family-friendly rentals
1K properties are a good fit for families
Total number of reviews
37K reviews
Nightly prices starting at
$76 AUD before taxes and fees
Destinations to explore
- Aspen Accommodation & holiday rentals
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- Condo rentals Winter Park
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- Rentals with a fire pit Winter Park
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