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Search results; Over 1,000 homes in Winter Park

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Loft in Winter Park
Chic Winter Park Studio w/ Community Hot Tub
Studio, 2 beds, 1 shared bathroom
10–15 Nov
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4.55 out of 5 average rating, 44 reviews
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Guest favourite
Home in Winter Park
Downtown WP Condo 2404 - Hot Tub - Views - Firepit
2 bedrooms, 3 king beds, 2 bathrooms
21–26 Sept
4.95 out of 5 average rating, 39 reviews
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Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds, 3.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 28 reviews
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Guest favourite
Apartment in Winter Park
Cozy mountain retreat in downtown Winter Park
1 bedroom, 3 beds, 1 bathroom
26 Sept – 1 Oct
4.94 out of 5 average rating, 164 reviews
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Superhost
Home in Winter Park
Luxury Emerald Escape | Hot Tub | Ski Shuttle
3 bedrooms, 5 beds, 3 bathrooms
16–21 Sept
New place to stay
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Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds, 3 bathrooms
16–21 Sept
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Home in Winter Park
Luxury Winter Park HomeHotTub*Majestic View*Resort
4 bedrooms, 9 beds, 4 bathrooms
11–16 Oct
4.97 out of 5 average rating, 36 reviews
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Top guest favourite
Home in Fraser
Mountain Retreat | New Condo | Private Hot Tub
2 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
4.97 out of 5 average rating, 87 reviews
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Top guest favourite
Apartment in Winter Park
Downtown Mtn Oasis + Hot Tubs | Steps to Events
2 bedrooms, 5 beds, 3 bathrooms
16–21 Sept
4.96 out of 5 average rating, 114 reviews
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Top guest favourite
Apartment in Fraser
Bright Modern Mountain Getaway | Views + Garage
2 bedrooms, 4 beds, 2 bathrooms
16–21 Sept
5.0 out of 5 average rating, 50 reviews
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Guest favourite
Flat in Winter Park
1BR Condo in Winter Park, CO
1 bedroom, 2 beds, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 50 reviews
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Guest favourite
Apartment in Winter Park
Winter Park Ski Resort - Top Floor
1 bedroom, 1 sofa bed, 1 bathroom
16–21 Sept
4.98 out of 5 average rating, 41 reviews
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Top guest favourite
Apartment in Winter Park
Best Views In WinterPark | FamilyFriendly | Garage
3 bedrooms, 6 beds, 3 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 131 reviews
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Guest favourite
Apartment in Fraser
Alpine Luxe Loft- Hot Tub, Fireplace, Views, Ski
3 bedrooms, 4 beds, 2 bathrooms
1–6 Nov
4.91 out of 5 average rating, 33 reviews
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Top guest favourite
Apartment in Winter Park
Winter Park Studio: On the River~ Walk Downtown!
2 beds, 1 bathroom
21–26 Sept
4.98 out of 5 average rating, 435 reviews
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Guest favourite
Home in Winter Park
Winter Park Pond Chalet 13 - Hot Tub - Views
4 bedrooms, 5 beds, 4 bathrooms
11–16 Oct
4.77 out of 5 average rating, 22 reviews
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Luxe
Home in Winter Park
Ski In Out Chalet 277 - Hot Tub - Great Views
4 bedrooms, 13 beds, 4.5 bathrooms
16–21 Sept
4.94 out of 5 average rating, 72 reviews
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Superhost
Home in Winter Park
Après Above It All | Rooftop Hot Tub I Walkable
4 bedrooms, 5 beds, 3.5 bathrooms
16–21 Sept
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Guest favourite
Flat in Winter Park
Sleeper@SnowBlaze! Great Location! Hot Tubs/Pool!
1 queen bed, 1 bathroom
16–21 Sept
4.93 out of 5 average rating, 135 reviews