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Search results; Over 1,000 homes in Winter Park

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Superhost
Apartment in Winter Park
Perfect ski Condo
Studio, 1 bed, 1 private bathroom
19–24 Sept
,
4.74 out of 5 average rating, 156 reviews
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Top guest favourite
Home in Winter Park
Winter Park Ski House
10 beds
21–26 Sept
5.0 out of 5 average rating, 30 reviews
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Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
7 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 28 reviews
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Guest favourite
Home in Winter Park
Slopeside Villa 125 - Hot Tub - Views - Arcade
6 beds
20–25 Sept
4.94 out of 5 average rating, 16 reviews
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Guest favourite
Home in Idaho Springs
St. Mary's Glacier Lake Front Property
18–23 Oct
4.81 out of 5 average rating, 32 reviews
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Luxe
Home in Winter Park
Ski In Out Chalet 277 - Hot Tub - Great Views
13 beds
18–23 Sept
4.94 out of 5 average rating, 72 reviews
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Guest favourite
Home in Winter Park
Luxury Home - Winter Park Resort Views w/ Hot Tub
8 beds
27 Sept – 2 Oct
4.88 out of 5 average rating, 57 reviews
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Superhost
Home in Winter Park
WP Resort Villa 610 - Hot Tub - Views - Game Room
8 beds
18–23 Sept
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Luxe
Home in Winter Park
Fish, Raft, Hike. Then Home to a Rooftop Soak
8 beds
24–29 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
2 beds
11–16 Oct
4.88 out of 5 average rating, 221 reviews
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Top guest favourite
Apartment in Winter Park
Downtown Mtn Oasis + Hot Tubs | Steps to Events
5 beds
18–23 Sept
4.96 out of 5 average rating, 114 reviews
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Flat in Winter Park
Riverside Condo with Pool & Hot Tub Access!
4 beds
18–23 Sept
New place to stay
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Top guest favourite
Guest suite in Winter Park
Charming Suite in Old Town Winter Park
1 queen bed
20–25 Sept
4.98 out of 5 average rating, 499 reviews
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Superhost
Home in Winter Park
WP Resort Villa 509 - Hot Tub - Views - Theatre
6 beds
18–23 Sept
New place to stay
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Superhost
Home in Winter Park
Après Above It All | Rooftop Hot Tub I Walkable
5 beds
18–23 Sept
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Guest favourite
Apartment in Winter Park
10 Minute Walk to the Winter Park Gondola 6 beds.
6 beds
15–20 Oct
4.94 out of 5 average rating, 69 reviews
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Top guest favourite
Townhouse in Winter Park
Winter Park Townhome w/ Stunning Slope Views!
6 beds
13–18 Oct
4.94 out of 5 average rating, 163 reviews
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Guest favourite
Home in Winter Park
WP Resort Villa 510 - Hot Tub - Views - Game Room
12 beds
12–17 Oct
4.94 out of 5 average rating, 50 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
4.95 out of 5 average rating, 19 reviews