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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
Home in Fraser
Fraser Luxury Retreat | Hot Tub & Scenic Views!
3 bedrooms, 5 beds, 3.5 bathrooms
10–15 Jul
5.0 out of 5 average rating, 4 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
Top guest favourite
Apartment in Winter Park
The Rustic Moose
2 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 65 reviews
Guest favourite
Apartment in Winter Park
Modern condo w/ hot tub & fireplace
3 bedrooms, 7 beds, 3 bathrooms
12–17 Jul
4.92 out of 5 average rating, 37 reviews
Apartment in Fraser
New Luxury Condo Private Hot Tub and Fireplace
2 bedrooms, 4 beds, 2 bathrooms
5–10 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Apartment in Winter Park
10 min to Resort! Amazing Views & Sauna!
3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
4.95 out of 5 average rating, 153 reviews
Guest favourite
Guest suite in Winter Park
New Look! Breakfast, Hot Tub & No Host fee!
1 bedroom, 1 king bed, 1 bathroom
5–10 Jul
4.84 out of 5 average rating, 453 reviews
Guest favourite
Home in Winter Park
Slopeside Chalet 106 - Hot Tub - Views - Bunk Room
3 bedrooms, 5 beds, 3.5 bathrooms
1–6 Jul
5.0 out of 5 average rating, 5 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
Home in Winter Park
Chateau Louise • Steps From Music In The Park
3 bedrooms, 5 beds, 2.5 bathrooms
11–16 Jul
5.0 out of 5 average rating, 8 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
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
Guest favourite
Apartment in Winter Park
Top Floor Condo Steps From Free Shuttle w/Hot Tub
2 bedrooms, 2 queen beds, 2 bathrooms
5–10 Jul
4.93 out of 5 average rating, 279 reviews
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
Luxe
Home in Winter Park
Riverwalk Luxury Home - Hot Tub,Trails, Fire Pit
5 bedrooms, 12 beds, 5 bathrooms
12–17 Jul
5.0 out of 5 average rating, 5 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
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
Guest favourite
Flat in Fraser
Eagle Ridge above the summit
2 bedrooms, 3 beds, 2 bathrooms
4–9 Jul
5.0 out of 5 average rating, 7 reviews