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
4.81 out of 5 average rating, 135 reviewsWinter Park 2bd/2ba (Sleeps 6) - Ideal Location!
7–14 May
₹9,201 per night
Guest favourite
Apartment in Granby
4.93 out of 5 average rating, 121 reviewsMountain Escape Condo-Pool/Hot Tub RMNP WinterPark
15–22 May
₹7,467 per night
Guest favourite
Flat in Winter Park
4.81 out of 5 average rating, 124 reviewsLovely one bedroom Apartment in an Aspen forest.
28 Sep – 5 Oct
₹12,350 per night
Guest favourite
Flat in Winter Park
4.85 out of 5 average rating, 288 reviewsVillage of Winter Park Condo
8–15 May
₹9,841 per night
Guest favourite
Cabin in Winter Park
4.84 out of 5 average rating, 512 reviewsLOG CABIN IN PERFECT LOCATION!
14–21 Aug
₹12,496 per night
Guest favourite
Flat in Winter Park
4.92 out of 5 average rating, 26 reviewsSki-in/Ski-out Studio in WP!
22–29 Oct
₹8,796 per night
Guest favourite
Apartment in Winter Park
5.0 out of 5 average rating, 30 reviewsSki in Ski Out Cozy Condo
21–28 Aug
₹8,715 per night
Guest favourite
Apartment in Winter Park
4.95 out of 5 average rating, 73 reviewsCozy mountain retreat in downtown Winter Park
1–8 Oct
₹8,144 per night
Quick stats about holiday rentals in Winter Park
Total rentals
1.4T properties
Rentals with a pool
570 properties have a pool
Pet-friendly rentals
190 properties allow pets
Family-friendly rentals
1T properties are a good fit for families
Total number of reviews
37T reviews
Nightly prices starting at
₹4,164 before taxes and fees
Destinations to explore
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- Rentals with an EV charger Winter Park
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- Pet-friendly rentals Winter Park
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- Rentals with a washing machine and dryer Winter Park
- Family-friendly rentals Winter Park
- Rentals with a patio Winter Park
- Rentals with pools Winter Park
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