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.
Holiday rentals for every style
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Popular amenities for Winter Park holiday rentals
Other great holiday rentals in Winter Park
Apartment in Winter Park
4.81 out of 5 average rating, 124 reviewsLovely one bedroom Apartment in an Aspen forest.
3–10 Aug
Condo in Winter Park
4.92 out of 5 average rating, 110 reviewsSki In/Ski Out - Modern Cozy Condo in Winter Park
15–22 May
Condo in Winter Park
4.88 out of 5 average rating, 100 reviewsTop-Floor Condo | On Ski Bus Route | Pool, Hot Tub
6–13 Aug
Condo in Granby
4.94 out of 5 average rating, 166 reviewsModern Condo in the heart of Grand County
11–18 May
Apartment in Winter Park
4.94 out of 5 average rating, 100 reviewsCalm vibes and a great view the at the Alpen Rose
5–12 Aug
Townhouse in Fraser
4.87 out of 5 average rating, 202 reviewsResort Condo w/ Clubhouse in Fraser-sleeps 6! RMNP
3–10 May
Condo in Winter Park
4.86 out of 5 average rating, 83 reviewsStudio Condo in the Heart of Winter Park! lic#9602
25 May – 1 Jun
Apartment in Winter Park
4.93 out of 5 average rating, 28 reviewsSki-in/Ski-out Studio in WP!
7–14 Dec
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
$84 NZD before taxes and fees
Destinations to explore
- Aspen Holiday rentals
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- Steamboat Springs Holiday rentals
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- Monthly Rentals Winter Park
- Rentals with a hot tub Winter Park
- Waterfront rentals Winter Park
- Condo rentals Winter Park
- Cabin rentals Winter Park
- Rentals with pools Winter Park
- Rentals with a fire pit Winter Park
- Rentals with a patio Winter Park
- Family-friendly rentals Winter Park
- Townhouse rentals Winter Park
- Rentals with a kayak Winter Park
- Pet-friendly rentals Winter Park
- Rentals with an EV charger Winter Park
- Apartment rentals Winter Park
- Rentals with outdoor seating Winter Park
- Fitness-friendly rentals Winter Park
- Rentals with a fireplace Winter Park
- Rentals with lake access Winter Park
- House rentals Winter Park
- Rentals with a sauna Winter Park
- Kid-friendly rentals Winter Park
- Rentals with a washing machine and dryer Winter Park
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