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Search results; Over 1,000 homes in Winter Park

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Top guest favourite
Home in Winter Park
Pool Access & Mtn View! Luxe WP Cabin, Near Trails
3 bedrooms, 6 beds, 2 private bathrooms
1–6 Oct
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4.99 out of 5 average rating, 156 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
4–9 Oct
4.88 out of 5 average rating, 221 reviews
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Guest favourite
Cabin in Winter Park
Cabin w/ Deck- Bike & HikeTrails & Downtown- RMNP
5 bedrooms, 5 beds, 3 bathrooms
1–6 Oct
4.86 out of 5 average rating, 22 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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Guest favourite
Flat in Winter Park
Ski in / Ski out at Winter Park - pool & hot tub
2 beds, 1 bathroom
1–6 Oct
4.9 out of 5 average rating, 20 reviews
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Superhost
Apartment in Winter Park
WP Mountain Retreat • 3BR/2BA • 3 Hot Tubs & Pool
3 bedrooms, 7 beds, 2 bathrooms
5–10 Oct
4.87 out of 5 average rating, 124 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
4–9 Oct
4.78 out of 5 average rating, 23 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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Top guest favourite
Apartment in Fraser
Walk to Restaurants! Enjoy Cool Fall Days!
1 bedroom, 3 beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 150 reviews
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Top guest favourite
Townhouse in Winter Park
The Camping Bear
4 bedrooms, 7 beds, 3 bathrooms
13–18 Oct
4.92 out of 5 average rating, 79 reviews
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Top guest favourite
Apartment in Winter Park
The Rustic Moose
2 bedrooms, 6 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 71 reviews
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Top guest favourite
Guest suite in Fraser
The Mountains are calling!
1 queen bed, 1 bathroom
9–14 Oct
4.92 out of 5 average rating, 704 reviews
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Top guest favourite
Flat in Winter Park
Hip Ski Pad • Hot Tub • Steps to Downtown
2 beds, 1 bathroom
4–9 Oct
4.85 out of 5 average rating, 40 reviews
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Superhost
Home in Winter Park
WP Resort Villa 509 - Hot Tub - Views - Theatre
4 bedrooms, 6 beds, 4.5 bathrooms
1–6 Oct
New place to stay
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Guest favourite
Cabin in Winter Park
Cozy Cabin in Perfect Location
2 beds, 1 bathroom
7–12 Oct
4.84 out of 5 average rating, 659 reviews
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Top guest favourite
Flat in Winter Park
Beautifully Furnished Modern Condo In Downtown WP
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.98 out of 5 average rating, 296 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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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
Apartment in Winter Park
Close to everything, AC in Downtown with Views!
2 bedrooms, 3 beds, 2.5 bathrooms
1–6 Oct
4.92 out of 5 average rating, 13 reviews