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Search results; Over 1,000 homes in Winter Park

Descriptions are based on details hosts provide
Guest favourite
Apartment in Winter Park
Winter Park 2bd/2ba (Sleeps 6) - Ideal Location!
2 bedrooms, 4 beds, 2 private bathrooms
20–25 Jul
,
4.82 out of 5 average rating, 151 reviews
Top guest favourite
Home in Fraser
Mountain and river views near Winter Park
3 bedrooms, 5 beds, 3 bathrooms
21–26 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Apartment in Fraser
Private hot tub near Winter Park Resort
2 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Winter Park
Downtown WP Villa 165 - Hot Tub - Views - Bunks
4 bedrooms, 7 beds, 5.5 bathrooms
19–24 Jul
Top guest favourite
Apartment in Winter Park
Mountain views and trails out back
2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
4.99 out of 5 average rating, 78 reviews
Top guest favourite
Home in Winter Park
Winter Park Home | Hot Tub Sauna Walk to Downtown
4 bedrooms, 5 beds, 3.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Winter Park
Mountain views and a fireplace, top floor
2 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.96 out of 5 average rating, 23 reviews
Guest favourite
Apartment in Winter Park
Ski shuttle at your door, mountain views
2 bedrooms, 5 beds, 2 bathrooms
26–31 Jul
4.85 out of 5 average rating, 116 reviews
Top guest favourite
Home in Winter Park
Mountain views, private hot tub, EV charging
3 bedrooms, 6 beds, 3.5 bathrooms
15–20 Jul
5.0 out of 5 average rating, 18 reviews
Guest favourite
Cabin in Winter Park
Historic cabin with mountain-view deck downtown
5 bedrooms, 6 beds, 3 bathrooms
26–31 Jul
4.83 out of 5 average rating, 18 reviews
Guest favourite
Home in Winter Park
Hot tub with ski views, near resort
3 bedrooms, 8 beds, 3.5 bathrooms
16–21 Aug
4.86 out of 5 average rating, 37 reviews
Guest favourite
Home in Winter Park
Downtown WP Penthouse 221 I Private Hot Tub I View
3 bedrooms, 7 beds, 3 bathrooms
20–25 Jul
4.89 out of 5 average rating, 9 reviews
Top guest favourite
Guest suite in Fraser
Cast iron fireplace in a mountain setting
1 bedroom, 1 king bed, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 494 reviews
Guest favourite
Apartment in Winter Park
Modern condo w/ hot tub & fireplace
3 bedrooms, 7 beds, 3 bathrooms
2–7 Aug
4.92 out of 5 average rating, 37 reviews
Top guest favourite
Apartment in Winter Park
Renovated with mountain views and hot tubs
2 bedrooms, 5 beds, 3 bathrooms
19–24 Jul
4.96 out of 5 average rating, 107 reviews
Guest favourite
Home in Fraser
Hot tub with mountain views, near downtown
3 bedrooms, 8 beds, 3.5 bathrooms
25–30 Jul
5.0 out of 5 average rating, 6 reviews
Home in Winter Park
Hot Tub- 35 Min to RMNP Hikes & Lakes- Winter Park
3 bedrooms, 3 beds, 3.5 bathrooms
20–25 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Apartment in Winter Park
Three balconies with mountain views, Winter Park
2 bedrooms, 2 queen beds, 2 bathrooms
19–24 Jul
4.93 out of 5 average rating, 281 reviews
Guest favourite
Townhouse in Winter Park
Hot tub and fireplace near Winter Park
3 bedrooms, 4 beds, 4 bathrooms
2–7 Aug
5.0 out of 5 average rating, 22 reviews