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
Guest favourite
Condo in Winter Park
4.93 out of 5 average rating, 171 reviewsMountain retreat | Top Floor | WP Base Village
Guest favourite
Condo in Fraser
4.9 out of 5 average rating, 134 reviewsComfortable Mountain Retreat
Guest favourite
Condo in Winter Park
4.95 out of 5 average rating, 154 reviewsCozy Peak studio: pool, spa, games in Winter Park!
Guest favourite
Cabin in Grand Lake
4.92 out of 5 average rating, 248 reviewsGolden Lily Cabin at Wild Acre Cabins
Superhost
Condo in Winter Park
4.8 out of 5 average rating, 274 reviewsMichael’s Dream Views in Winter Park, CO Condo #16
Guest favourite
Condo in Granby
4.93 out of 5 average rating, 179 reviewsPine in the Sky Condo, Cozy & Contemporary + Views
Guest favourite
Condo in Winter Park
4.86 out of 5 average rating, 236 reviewsWalk to Downtown | Hot Tub | Near River | Private
Guest favourite
Condo in Winter Park
5.0 out of 5 average rating, 305 reviewsWinter Park Studio: On the River~ Walk Downtown!
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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- Rentals with a kayak Winter Park
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- Rentals with lake access Winter Park
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- Rentals with a washing machine and dryer Winter Park
- Monthly Rentals Winter Park
- Fitness-friendly rentals Winter Park
- Waterfront rentals Winter Park
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