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Search results; Over 1,000 homes in Winter Park

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Guest favourite
Apartment in Winter Park
Walk to town! Indoor pool, sauna, hot tubs.
2 bedrooms, 3 beds, 2 private bathrooms
1–6 Oct
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4.92 out of 5 average rating, 122 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
1–6 Oct
4.92 out of 5 average rating, 64 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
1–6 Oct
5.0 out of 5 average rating, 60 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
4–9 Oct
5.0 out of 5 average rating, 28 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
4.78 out of 5 average rating, 23 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
18–23 Oct
4.97 out of 5 average rating, 37 reviews
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Guest favourite
Apartment in Winter Park
10 Minute Walk to the Winter Park Gondola 6 beds.
3 bedrooms, 6 beds, 2.5 bathrooms
15–20 Oct
4.94 out of 5 average rating, 69 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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Guest favourite
Apartment in Winter Park
Cozy mountain retreat in downtown Winter Park
1 bedroom, 3 beds, 1 bathroom
1–6 Oct
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, 4.5 bathrooms
19–24 Oct
4.94 out of 5 average rating, 72 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
1–6 Oct
4.98 out of 5 average rating, 499 reviews
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Top guest favourite
Flat in Winter Park
NEW Ski In/Out Condo w/ Hot Tub & Balcony
2 bedrooms, 4 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 54 reviews
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Guest favourite
Apartment in Winter Park
Winter Park Ski Resort - Top Floor
1 bedroom, 1 sofa bed, 1 bathroom
1–6 Oct
4.98 out of 5 average rating, 42 reviews
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Guest favourite
Home in Winter Park
Downtown WP Penthouse 221 I Private Hot Tub I View
3 bedrooms, 7 beds, 3 bathrooms
1–6 Oct
4.91 out of 5 average rating, 11 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
4–9 Oct
4.93 out of 5 average rating, 290 reviews
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Top guest favourite
Guest suite in Fraser
The Mountains are calling!
1 queen bed, 1 bathroom
11–16 Oct
4.92 out of 5 average rating, 704 reviews
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Top guest favourite
Flat in Fraser
3 BD/3 BA + BunkRoom + Top Floor Spa + MTN Views
4 bedrooms, 6 beds, 3 bathrooms
18–23 Oct
4.96 out of 5 average rating, 106 reviews
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Flat in Winter Park
Riverside Condo with Pool & Hot Tub Access!
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
New place to stay
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Guest favourite
Home in Winter Park
The Owl's Nest | Private Hot Tub | Game Room
4 bedrooms, 9 beds, 4.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 10 reviews