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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Home in Winter Park
Pool Access & Mtn View! Luxe WP Cabin, Near Trails
3 bedrooms, 3 beds, 2 private bathrooms
7–12 Aug
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4.99 out of 5 average rating, 150 reviews
Top guest favourite
Flat in Winter Park
Winter Park Getaway w/ Panoramic Mountain Views
2 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Apartment in Fraser
Luxury Condo w Private Hot Tub - Fraser, CO
2 bedrooms, 3 beds, 1 bathroom
20–25 Aug
5.0 out of 5 average rating, 28 reviews
Guest favourite
Home in Winter Park
Slopeside Chalet 106 - Hot Tub - Views - Bunk Room
3 bedrooms, 5 beds, 3.5 bathrooms
15–20 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
4.99 out of 5 average rating, 78 reviews
Guest favourite
Apartment in Winter Park
Prime location, amazing views, stylish, sleeps 7
2 bedrooms, 5 beds, 2 bathrooms
26–31 Jul
4.85 out of 5 average rating, 116 reviews
Top guest favourite
Flat in Winter Park
Hip mountain pad • Steps to Summer Festivals
2 beds, 1 bathroom
26–31 Jul
4.81 out of 5 average rating, 31 reviews
Guest favourite
Flat in Winter Park
Ski in / Ski out at Winter Park - pool & hot tub
2 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 12 reviews
Guest favourite
Apartment in Winter Park
Top Floor Condo Steps From Free Shuttle w/Hot Tub
2 bedrooms, 2 queen beds, 2 bathrooms
19–24 Jul
4.93 out of 5 average rating, 281 reviews
Top guest favourite
Apartment in Fraser
Fresh Modern Mountain Getaway | Views + Garage
2 bedrooms, 4 beds, 2 bathrooms
25–30 Jul
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Flat in Winter Park
Trailside Escape With a Private Hot Tub!
2 bedrooms, 5 beds, 2 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Flat in Winter Park
Beautifully Furnished Modern Condo In Downtown WP
2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
4.98 out of 5 average rating, 289 reviews
Guest favourite
Apartment in Winter Park
Mtn condo - hot tub, bus line, stocked kitchen
2 bedrooms, 4 beds, 1 bathroom
3–8 Aug
4.97 out of 5 average rating, 102 reviews
Top guest favourite
Flat in Fraser
Brand new luxury condo.
3 bedrooms, 5 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Townhouse in Winter Park
3BR Mountain Retreat in the Heart of Winter Park
3 bedrooms, 5 beds, 3.5 bathrooms
20–25 Jul
5.0 out of 5 average rating, 8 reviews
Apartment in Winter Park
3 miles to WP! 3BR3BA Condo - Winter Park Oasis
3 bedrooms, 4 beds, 3 bathrooms
26–31 Jul
Guest favourite
Flat in Winter Park
The Coop: Trestle Bike Park +Ski In Ski Out Studio
2 queen beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 12 reviews
Guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
3 bedrooms, 4 beds, 4 bathrooms
2–7 Aug
5.0 out of 5 average rating, 22 reviews