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Search results; Over 1,000 homes in Winter Park

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Top guest favourite
Townhouse in Winter park
Modern Cabin w/ Hot Tub & Garage - Minutes to Mtn
2 bedrooms, 3 beds, 2 private bathrooms
15–20 Sept
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4.98 out of 5 average rating, 132 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
12–17 Sept
5.0 out of 5 average rating, 26 reviews
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Top guest favourite
Townhouse in Winter Park
The Camping Bear
4 bedrooms, 7 beds, 3 bathrooms
14–19 Sept
4.92 out of 5 average rating, 78 reviews
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Guest favourite
Home in Winter Park
Luxury Winter Park HomeHotTub*Majestic View*Resort
4 bedrooms, 9 beds, 4 bathrooms
13–18 Sept
4.97 out of 5 average rating, 34 reviews
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Top guest favourite
Flat in Winter Park
The real Winter Park/Alpine experience condo
1 bedroom, 2 beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Apartment in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.88 out of 5 average rating, 220 reviews
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Top guest favourite
Apartment in Winter Park
Winter Park Studio: On the River~ Walk Downtown!
2 beds, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 432 reviews
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Top guest favourite
Flat in Winter Park
Beautifully Furnished Modern Condo In Downtown WP
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.98 out of 5 average rating, 294 reviews
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Guest favourite
Home in Fraser
New Winter Park Townhouse with Great Views!
4 bedrooms, 5 beds, 3.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Flat in Winter Park
1BR Condo in Winter Park, CO
1 bedroom, 2 beds, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 49 reviews
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Superhost
Apartment in Winter Park
WP Mountain Retreat • 3BR/2BA • 3 Hot Tubs & Pool
3 bedrooms, 7 beds, 2 bathrooms
12–17 Sept
4.87 out of 5 average rating, 122 reviews
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Top guest favourite
Flat in Winter Park
New Hike or Ski in/out Modern Condo-Quiet w/ Views
2 bedrooms, 4 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 42 reviews
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Guest favourite
Home in Winter Park
Downtown WP Loft 206 - Large Hot Tub - Great Views
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 17 reviews
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Top guest favourite
Flat in Winter Park
Hip mountain pad • Steps to Summer Festivals
2 beds, 1 bathroom
28 Sept – 4 Oct
4.84 out of 5 average rating, 38 reviews
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Top guest favourite
Guest suite in Winter Park
Charming Suite in Old Town Winter Park
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
4.98 out of 5 average rating, 498 reviews
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Superhost
Flat in Winter Park
The Little Palace-Full Amenities
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
4.88 out of 5 average rating, 52 reviews
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Top guest favourite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
1 bedroom, 1 bathroom
8–13 Sept
4.94 out of 5 average rating, 105 reviews
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Guest favourite
Flat in Winter Park
Ski in / Ski out at Winter Park - pool & hot tub
2 beds, 1 bathroom
12–17 Sept
4.94 out of 5 average rating, 18 reviews
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Top guest favourite
Townhouse in Winter Park
Winter Park Townhome w/ Stunning Slope Views!
3 bedrooms, 6 beds, 2.5 bathrooms
14–19 Sept
4.95 out of 5 average rating, 164 reviews