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Search results; Over 1,000 homes in Winter Park

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Superhost
Cabin in Winter Park
Charming Log Cabin w/hot tub in Winter Park CO!
2 bedrooms, 4 beds, 1.5 private bathrooms
27 Sept – 2 Oct
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4.8 out of 5 average rating, 324 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
27 Sept – 2 Oct
5.0 out of 5 average rating, 28 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
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
20–25 Sept
4.93 out of 5 average rating, 289 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
20–25 Sept
4.98 out of 5 average rating, 499 reviews
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Guest favourite
Flat in Winter Park
Ski in / Ski out at Winter Park - pool & hot tub
2 beds
24–29 Sept
4.9 out of 5 average rating, 20 reviews
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Guest favourite
Apartment in Winter Park
Cozy mountain retreat in downtown Winter Park
1 bedroom, 3 beds
20–25 Sept
4.94 out of 5 average rating, 165 reviews
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Luxe
Home in Winter Park
Ski In Out Chalet 277 - Hot Tub - Great Views
4 bedrooms, 13 beds
27 Sept – 2 Oct
4.94 out of 5 average rating, 72 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
11–16 Oct
4.88 out of 5 average rating, 221 reviews
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Guest favourite
Flat in Winter Park
Cozy Winter Park Condo - Heart of Town
1 bedroom, 2 beds
29 Sept – 4 Oct
4.95 out of 5 average rating, 22 reviews
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Top guest favourite
Apartment in Winter Park
Downtown Mtn Oasis + Hot Tubs | Steps to Events
2 bedrooms, 5 beds
20–25 Sept
4.96 out of 5 average rating, 114 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
20–25 Sept
5.0 out of 5 average rating, 60 reviews
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Top guest favourite
Apartment in Winter Park
Cozy Winter Park Riverfront Studio~ Walk Downtown
2 beds
4–9 Oct
5.0 out of 5 average rating, 121 reviews
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Guest favourite
Apartment in Winter Park
Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg
1 bedroom, 2 beds
27 Sept – 2 Oct
4.91 out of 5 average rating, 187 reviews
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Top guest favourite
Apartment in Winter Park
Ski-in Ski-out Cozy Condo
1 queen bed
14–19 Oct
4.97 out of 5 average rating, 72 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
4–9 Oct
5.0 out of 5 average rating, 22 reviews
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Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
2 bedrooms, 4 beds
27 Sept – 2 Oct
4.99 out of 5 average rating, 82 reviews
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Top guest favourite
Guest suite in Fraser
Madge’s Studio Pets welcome!
1 bedroom, 1 king bed
30 Oct – 4 Nov
4.97 out of 5 average rating, 506 reviews
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Guest favourite
Home in Winter Park
Winter Park Pond Chalet 13 - Hot Tub - Views
4 bedrooms, 5 beds
11–16 Oct
4.78 out of 5 average rating, 23 reviews