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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Apartment in Winter Park
Winter Park Studio: On the River~ Walk Downtown!
Studio, 2 beds, 1 private bathroom
6–11 Jul
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4.98 out of 5 average rating, 423 reviews
Top guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
3 bedrooms, 4 beds
5–10 Jul
5.0 out of 5 average rating, 21 reviews
Superhost
Home in Winter Park
Downtown WP Loft 106 - Huge Hot Tub - Great Views
3 bedrooms, 8 beds
4–9 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Guest suite in Fraser
The Mountains are calling!
1 queen bed
16–21 Aug
4.92 out of 5 average rating, 690 reviews
Guest favourite
Apartment in Winter Park
Summer Escape • Riverfront Stay in WP
2 bedrooms, 4 beds
4–9 Jul
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Townhouse in Winter Park
Winter Park Townhome w/ Stunning Slope Views!
3 bedrooms, 6 beds
20–25 Jul
4.95 out of 5 average rating, 164 reviews
Top guest favourite
Home in Winter Park
Winter Park Home | Hot Tub Sauna Walk to Downtown
4 bedrooms, 5 beds
16–21 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4 bedrooms, 7 beds
7–12 Aug
4.92 out of 5 average rating, 71 reviews
Guest favourite
Home in Fraser
Fraser Luxury Retreat | Hot Tub & Scenic Views!
3 bedrooms, 5 beds
12–17 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Flat in Fraser
Eagle Ridge above the summit
2 bedrooms, 3 beds
5–10 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Winter Park
The Rustic Moose
2 bedrooms, 6 beds
2–7 Aug
5.0 out of 5 average rating, 66 reviews
Top guest favourite
Home in Fraser
Fraser Mercantile
4 bedrooms, 5 beds
11–16 Jul
5.0 out of 5 average rating, 45 reviews
Guest favourite
Home in Winter Park
Luxury Mountain Modern Winter Park Home
4 bedrooms, 9 beds
9–14 Aug
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Guest suite in Fraser
Madge’s Studio Pets welcome!
1 bedroom, 1 king bed
30 Aug – 4 Sept
4.97 out of 5 average rating, 491 reviews
Top guest favourite
Flat in Winter Park
Mountain Town Luxury Penthouse
2 bedrooms, 3 beds
9–14 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Apartment in Winter Park
Cozy condo w/ fireplace & hot tub
2 bedrooms, 4 beds
5–10 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Fraser
Brand new luxury condo.
3 bedrooms, 5 beds
5–10 Jul
5.0 out of 5 average rating, 31 reviews
Guest favourite
Apartment in Winter Park
Homebase Snowblaze
2 beds
6–11 Jul
4.88 out of 5 average rating, 254 reviews
Guest favourite
Flat in Winter Park
Mountain Condo w/ Hot Tub | Walk to Town | Ski Bus
2 bedrooms, 4 beds
24–29 Aug
5.0 out of 5 average rating, 6 reviews