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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Home in Winter Park
Pool Access & Mtn View! Luxe WP Cabin, Near Trails
3 bedrooms, 3 beds, 2 private bathrooms
7–12 Aug
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4.99 out of 5 average rating, 150 reviews
Top guest favourite
Flat in Winter Park
Winter Park Getaway w/ Panoramic Mountain Views
4.96 out of 5 average rating, 23 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
Guest favourite
Home in Winter Park
Slopeside Chalet 106 - Hot Tub - Views - Bunk Room
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
14–19 Jul
Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
4.99 out of 5 average rating, 78 reviews, 2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Flat in Winter Park
Trailside Escape With a Private Hot Tub!
5.0 out of 5 average rating, 18 reviews, 2 bedrooms, 5 beds, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
Guest favourite
Home in Winter Park
WP Resort Villa 402 - Hot Tub - Arcade - Views
4.86 out of 5 average rating, 37 reviews, 3 bedrooms, 8 beds, 3.5 bathrooms
16–21 Aug
Guest favourite
Flat in Winter Park
Ski in / Ski out at Winter Park - pool & hot tub
5.0 out of 5 average rating, 12 reviews, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Flat in Winter Park
Beautifully Furnished Modern Condo In Downtown WP
4.98 out of 5 average rating, 289 reviews, 2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Guest favourite
Apartment in Winter Park
Prime location, amazing views, stylish, sleeps 7
4.85 out of 5 average rating, 116 reviews, 2 bedrooms, 5 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Flat in Winter Park
Hip mountain pad • Steps to Summer Festivals
4.81 out of 5 average rating, 31 reviews, 2 beds, 1 bathroom
26–31 Jul
Guest favourite
Home in Winter Park
Downtown WP Penthouse 219 I Private Hot Tub I View
5.0 out of 5 average rating, 17 reviews, 3 bedrooms, 7 beds, 3 bathrooms
27 Jul – 1 Aug
Guest favourite
Home in Winter Park
Downtown WP River Front Villa 236 I Hot Tub I View
4.96 out of 5 average rating, 25 reviews, 4 bedrooms, 9 beds, 5.5 bathrooms
15–20 Jul
Guest favourite
Home in Fraser
Downtown WP Chalet 168 - Hot Tub - Views - Bunks
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 8 beds, 3.5 bathrooms
25–30 Jul
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 3 bathrooms
21–26 Jul
Guest favourite
Apartment in Winter Park
Mtn condo - hot tub, bus line, stocked kitchen
4.97 out of 5 average rating, 102 reviews, 2 bedrooms, 4 beds, 1 bathroom
3–8 Aug
Top guest favourite
Apartment in Fraser
New Luxury Condo Private Hot Tub and Fireplace
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
Top guest favourite
Apartment in Winter Park
The Rustic Moose
5.0 out of 5 average rating, 66 reviews, 2 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
Guest favourite
Home in Winter Park
Chateau Louise • Town Central • Park • Walkable
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
20–25 Jul