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
4.88 out of 5 average rating, 100 reviewsTop-Floor Condo | On Ski Bus Route | Pool, Hot Tub
12 – 19 June
$1,605 AUD total
Guest favourite
Condo in Winter Park
4.91 out of 5 average rating, 111 reviewsSki In/Ski Out - Modern Cozy Condo in Winter Park
7 – 14 June
$2,167 AUD total
Superhost
Condo in Winter Park
4.8 out of 5 average rating, 273 reviewsMichael’s Dream Views in Winter Park, CO Condo #16
22 – 29 Aug
$1,350 AUD total
Guest favourite
Condo in Winter Park
4.93 out of 5 average rating, 124 reviewsPeaceful place on river with great views
5 – 12 Oct
$1,430 AUD total
Superhost
Condo in Winter Park
4.91 out of 5 average rating, 256 reviewsOne Bedroom - Winter Park Base
30 Aug – 6 Sept
$1,958 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.
12 – 19 June
$1,873 AUD total
Guest favourite
Apartment in Winter Park
4.93 out of 5 average rating, 28 reviewsSki-in/Ski-out Studio in WP!
19 – 26 May
$1,320 AUD total
Guest favourite
Condo in Winter Park
5.0 out of 5 average rating, 31 reviewsSki in Ski Out Cozy Condo
7 – 14 Sept
$1,275 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
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- House rentals Winter Park
- Family-friendly rentals Winter Park
- Rentals with a fire pit Winter Park
- Rentals with a kayak Winter Park
- Ski-in/ski-out rentals Winter Park
- Townhouse rentals Winter Park
- Rentals with pools Winter Park
- Rentals with an EV charger Winter Park
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- Monthly Rentals Winter Park
- Rentals with a fireplace Winter Park
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- Rentals with a washing machine and dryer Winter Park
- Cabin rentals Winter Park
- Kid-friendly rentals Winter Park
- Condo rentals Winter Park
- Rentals with a hot tub Winter Park
- Pet-friendly rentals Winter Park
- Rentals with lake access Winter Park
- Rentals with a sauna Winter Park
- Rentals with a patio Winter Park
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