Holiday rentals 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
Apartment in Winter Park
4.8 out of 5 average rating, 273 reviewsMichael’s Dream Views in Winter Park, CO Condo #16
23–30 Oct
£108 per night
Guest favourite
Flat in Winter Park
4.81 out of 5 average rating, 124 reviewsLovely one bedroom Apartment in an Aspen forest.
16–23 Sept
£139 per night
Superhost
Apartment in Winter Park
4.81 out of 5 average rating, 135 reviewsWinter Park 2bd/2ba (Sleeps 6) - Ideal Location!
21–28 Oct
£123 per night
Guest favourite
Apartment in Winter Park
4.93 out of 5 average rating, 115 reviewsMinutes from the lifts, seconds from the hot tub.
8–15 Jun
£142 per night
Guest favourite
Flat in Winter Park
4.93 out of 5 average rating, 28 reviewsSki-in/Ski-out Studio in WP!
1–8 Jul
£128 per night
Guest favourite
Apartment in Winter Park
4.86 out of 5 average rating, 84 reviewsStudio Condo in the Heart of Winter Park! lic#9602
27 May – 3 Jun
£90 per night
Guest favourite
Townhouse in Winter Park
5.0 out of 5 average rating, 20 reviewsBeautiful Condo at Winter Park!
8–15 Aug
£129 per night
Guest favourite
Apartment in Fraser
4.94 out of 5 average rating, 47 reviewsMountain Modern Cozyville
8–15 May
£75 per night
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
£40 before taxes and fees
Destinations to explore
- Aspen Holiday rentals
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- Steamboat Springs Holiday rentals
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- Apartment rentals Winter Park
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- Fitness-friendly rentals Winter Park
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- Rentals with a sauna Winter Park
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- Rentals with a firepit Winter Park
- Rentals with an EV charger Winter Park
- House rentals Winter Park
- Rentals with a washing machine and dryer Winter Park
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