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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, 421 reviews
Guest favourite
Guest suite in Winter Park
New Look! Breakfast, Hot Tub & No Host fee!
1 bedroom, 1 king bed, 1 bathroom
1–6 Jul
4.84 out of 5 average rating, 451 reviews
Guest favourite
Apartment in Winter Park
Ski-in Ski-out between Winter park and Mary Jane
1 bedroom, 4 beds, 1 bathroom
1–6 Jul
4.91 out of 5 average rating, 85 reviews
Guest favourite
Flat in Winter Park
Into the Ultimate Summer & Endless Discovery
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 19 reviews
Home in Winter Park
Downtown WP 3BR | Walkable+Hot Tub+HideawayParks
3 bedrooms, 6 beds, 3.5 bathrooms
5–10 Jul
New place to stay
Guest favourite
Home in Winter Park
Downtown WP River Front Villa 236 I Hot Tub I View
4 bedrooms, 9 beds, 5.5 bathrooms
5–10 Jul
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Fraser
Brand new luxury condo.
3 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
3 bedrooms, 4 beds, 4 bathrooms
5–10 Jul
5.0 out of 5 average rating, 20 reviews
Guest favourite
Apartment in Winter Park
Cozy mountain retreat in downtown Winter Park
1 bedroom, 3 beds, 1 bathroom
2–7 Jul
4.94 out of 5 average rating, 157 reviews
Guest favourite
Home in Winter Park
Winter Park Home | Hot Tub Sauna Walk to Downtown
4 bedrooms, 5 beds, 3.5 bathrooms
3–8 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
1 bedroom, 1 bathroom
5–10 Jul
4.94 out of 5 average rating, 99 reviews
Top guest favourite
Apartment in Winter Park
On Fraser River - King bed - pool & hot tubs @ rec
2 bedrooms, 3 beds, 1 bathroom
8–13 Jul
4.91 out of 5 average rating, 320 reviews
Top guest favourite
Apartment in Fraser
Fresh Modern Mountain Getaway | Views + Garage
2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 46 reviews
Guest favourite
Home in Winter Park
Downtown WP Penthouse 221 I Private Hot Tub I View
3 bedrooms, 7 beds, 3 bathrooms
6–11 Jul
4.86 out of 5 average rating, 7 reviews
Guest favourite
Home in Fraser
Downtown WP Chalet 168 - Hot Tub - Views - Bunks
3 bedrooms, 8 beds, 3.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Apartment in Winter Park
10 min to Resort! Amazing Views & Sauna!
3 bedrooms, 3 beds, 2 bathrooms
1–6 Jul
4.95 out of 5 average rating, 153 reviews
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4 bedrooms, 7 beds, 3 bathrooms
7–12 Aug
4.92 out of 5 average rating, 71 reviews
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds, 3.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
4.99 out of 5 average rating, 77 reviews