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Search results; Over 1,000 homes in Winter Park

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Guest favourite
Apartment in Winter Park
Cozy mountain retreat in downtown Winter Park
1 bedroom, 3 beds, 1 private bathroom
9–14 Sept
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4.94 out of 5 average rating, 164 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, 35 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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Guest favourite
Townhouse in Winter Park
Luxury Ski in/Ski out town home, private hot tub
4 bedrooms, 5 beds, 4.5 bathrooms
13–18 Sept
4.92 out of 5 average rating, 63 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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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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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
Mountain Retreat | Private Hot Tub | Sleeps Eight
2 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.92 out of 5 average rating, 13 reviews
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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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Top guest favourite
Guest suite in Fraser
The Mountains are calling!
1 queen bed, 1 bathroom
13–18 Sept
4.93 out of 5 average rating, 701 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
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Top guest favourite
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
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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Guest favourite
Cabin in Fraser
Peaceful 4 Bedroom Cabin in Fraser
4 bedrooms, 6 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Winter Park
Duplex In town! Views! PrvtHottub,2Cgarage,Sleeps9
3 bedrooms, 6 beds, 3.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 18 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
2–7 Sept
5.0 out of 5 average rating, 22 reviews
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Guest favourite
Townhouse in Winter Park
Beautiful Townhome in Downtown Winter Park!
4 bedrooms, 7 beds, 4 bathrooms
8–13 Oct
4.9 out of 5 average rating, 234 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
Chalet Apres | Amazing Location | Hot Tub & Sauna
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.75 out of 5 average rating, 24 reviews