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Search results; Over 1,000 homes in Winter Park

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Guest favourite
Apartment in Winter Park
Pool Hot Tub Free Garage · Remodeled Studio
1 bedroom, 4 beds, 1 private bathroom
6–11 Sept
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4.87 out of 5 average rating, 93 reviews
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Guest favourite
Apartment in Fraser
Spacious Family Friendly Townhome Retreat
3 bedrooms, 6 beds, 3.5 bathrooms
6–11 Sept
4.97 out of 5 average rating, 30 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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Superhost
Home in Winter Park
Unbeatable Location Downtown Winter Park W/Hot tub
4 bedrooms, 7 beds, 4.5 bathrooms
1–6 Sept
New place to stay
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Superhost
Home in Winter Park
Après Above It All | Rooftop Hot Tub I Walkable
4 bedrooms, 5 beds, 3.5 bathrooms
15–20 Sept
New place to stay
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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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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
Home in Winter Park
Hike. Bike. Raft. Rooftop Fire Pit & Hot Tub
5 bedrooms, 8 beds, 7 bathrooms
1–6 Sept
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Apartment in Fraser
Bright Modern Mountain Getaway | Views + Garage
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 49 reviews
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Apartment in Fraser
WP Shuttle | Condo in Downtown Fraser
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 3 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
Apartment in Fraser
Alpine Luxe Loft- Hot Tub, Fireplace, Views, Ski
3 bedrooms, 4 beds, 2 bathrooms
30 Oct – 4 Nov
4.91 out of 5 average rating, 32 reviews
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Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 13 reviews
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Guest favourite
Townhouse in Winter Park
Row 41 | 4BR, Rooftop Hot Tub, Walk to Town
4 bedrooms, 5 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 22 reviews
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Guest favourite
Cabin in Winter Park
Cabin w/ Deck- Bike & HikeTrails & Downtown- RMNP
5 bedrooms, 5 beds, 3 bathrooms
6–11 Sept
4.86 out of 5 average rating, 21 reviews
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Top guest favourite
Apartment in Fraser
Family friendly retreat w/outdoor pool & hot tubs
3 bedrooms, 6 beds, 2 bathrooms
1–6 Sept
4.97 out of 5 average rating, 35 reviews
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Top guest favourite
Apartment in Winter Park
The Rustic Moose
2 bedrooms, 6 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 70 reviews
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Superhost
Home in Winter Park
Ramble Retreat I Downtown Winter Park w/Hot Tub
4 bedrooms, 7 beds, 4.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 3 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