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Search results; Over 1,000 homes in Winter Park

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Guest favourite
Apartment in Winter Park
Great Condo right on the Creek License #005702
3 bedrooms, 4 beds, 3 private bathrooms
20–25 Sept
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4.75 out of 5 average rating, 199 reviews
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Guest favourite
Flat in Winter Park
Cozy Winter Park Condo - Heart of Town
1 bedroom, 2 beds, 1 bathroom
29 Sept – 4 Oct
4.95 out of 5 average rating, 22 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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Top guest favourite
Guest suite in Winter Park
Charming Suite in Old Town Winter Park
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 499 reviews
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Guest favourite
Townhouse in Winter Park
Luxury Ski in/Ski out town home, private hot tub
4 bedrooms, 5 beds, 4.5 bathrooms
27 Sept – 2 Oct
4.92 out of 5 average rating, 64 reviews
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Top guest favourite
Apartment in Winter Park
Top Floor Condo Steps From Free Shuttle w/Hot Tub
2 bedrooms, 2 queen beds, 2 bathrooms
20–25 Sept
4.93 out of 5 average rating, 289 reviews
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Top guest favourite
Apartment in Winter Park
Ski-in Ski-out Cozy Condo
1 queen bed, 1 bathroom
14–19 Oct
4.97 out of 5 average rating, 72 reviews
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Guest favourite
Flat in Winter Park
1BR Condo in Winter Park, CO
1 bedroom, 2 beds, 1 bathroom
24–29 Sept
4.98 out of 5 average rating, 51 reviews
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Top guest favourite
Flat in Winter Park
Mountain Condo w/ Hot Tub | Walk to Town | Ski Bus
2 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 22 reviews
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Top guest favourite
Apartment in Winter Park
Cozy DT condo mins from slopes
2 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 106 reviews
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Guest favourite
Apartment in Winter Park
Stylish Studio on Main Street in Winter Park
1 king bed, 1 bathroom
21–26 Sept
4.9 out of 5 average rating, 98 reviews
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Top guest favourite
Apartment in Winter Park
Zephyr Ski In/Out at Winter Park - 1/2 Price Tues!
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 60 reviews
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Guest favourite
Apartment in Winter Park
Cozy mountain retreat in downtown Winter Park
1 bedroom, 3 beds, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 165 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
24–29 Sept
4.9 out of 5 average rating, 20 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
27 Sept – 2 Oct
4.94 out of 5 average rating, 72 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
20–25 Sept
4.96 out of 5 average rating, 114 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
11–16 Oct
4.88 out of 5 average rating, 221 reviews
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Top guest favourite
Apartment in Winter Park
Ski In/Ski Out - Modern Cozy Condo in Winter Park
2 beds, 1 bathroom
20–25 Sept
4.9 out of 5 average rating, 250 reviews
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Guest favourite
Flat in Winter Park
Winter Park 2 bedrooms Corner Unit w outdoor patio
2 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 32 reviews