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Search results; Over 1,000 homes in Winter Park

Superhost
Townhouse in Winter Park
Spacious Mountain Townhome | Private Hot Tub
3 bedrooms, 5 beds, 3 private bathrooms
28 Sept – 3 Oct
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4.9 out of 5 average rating, 185 reviews
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds
13–18 Sept
5.0 out of 5 average rating, 28 reviews
Superhost
Apartment in Winter Park
WP Mountain Retreat • 3BR/2BA • 3 Hot Tubs & Pool
3 bedrooms, 7 beds
13–18 Sept
4.87 out of 5 average rating, 123 reviews
Guest favourite
Cabin in Winter Park
Cabin w/ Deck- Bike & HikeTrails & Downtown- RMNP
5 bedrooms, 5 beds
13–18 Sept
4.86 out of 5 average rating, 22 reviews
Top guest favourite
Home in Winter Park
Luxury Winter Park HomeHotTub*Majestic View*Resort
4 bedrooms, 9 beds
11–16 Oct
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4 bedrooms, 7 beds
14–19 Sept
4.92 out of 5 average rating, 78 reviews
Top guest favourite
Home in Fraser
Mountain Retreat | New Condo | Private Hot Tub
2 bedrooms, 4 beds
19–24 Sept
4.97 out of 5 average rating, 87 reviews
Top guest favourite
Apartment in Fraser
Updated Fraser Condo | Trails, Shuttle & W/D
1 bedroom, 2 beds
3–8 Oct
4.98 out of 5 average rating, 172 reviews
Guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
3 bedrooms, 4 beds
10–15 Oct
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds
13–18 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Apartment in Winter Park
Luxe 4BR Winter Park Retreat w/ Private Hot Tub
4 bedrooms, 5 beds
5–10 Oct
4.91 out of 5 average rating, 67 reviews
Top guest favourite
Flat in Winter Park
Modern New build ski in/out. 1br + den.
1 bedroom, 4 beds
13–18 Sept
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Home in Winter Park
Winter Park Home | Hot Tub Sauna Walk to Downtown
4 bedrooms, 5 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Apartment in Winter Park
Winter Park Studio: On the River~ Walk Downtown!
2 beds
15–20 Sept
4.98 out of 5 average rating, 435 reviews
Guest favourite
Apartment in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
1 bedroom, 2 beds
11–16 Oct
4.88 out of 5 average rating, 221 reviews
Top guest favourite
Flat in Winter Park
Hip Ski Pad • Hot Tub • Steps to Downtown
2 beds
20–25 Sept
4.85 out of 5 average rating, 39 reviews
Top guest favourite
Apartment in Fraser
Walk to Restaurants! Peak Leaf Peeping!
1 bedroom, 3 beds
20–25 Sept
4.97 out of 5 average rating, 148 reviews
Top guest favourite
Apartment in Winter Park
Private Hot Tub + Free Shuttle | Walk Downtown
2 bedrooms, 3 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Home in Fraser
Spacious Cabin with Views • Location • Hot Tub
3 bedrooms, 7 beds
13–18 Sept
4.95 out of 5 average rating, 174 reviews