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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Home in Fraser
Fraser Mercantile
5.0 out of 5 average rating, 45 reviews, 4 bedrooms, 5 beds, 2 bathrooms
13–18 Jul
Guest favourite
Flat in Winter Park
Into the Ultimate Summer & Endless Discovery
5.0 out of 5 average rating, 21 reviews, 2 bedrooms, 3 beds, 2 bathrooms
10–15 Jul
Top guest favourite
Apartment in Winter Park
The Rustic Moose
5.0 out of 5 average rating, 66 reviews, 2 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Guest suite in Fraser
The Mountains are calling!
4.93 out of 5 average rating, 694 reviews, 1 bed, 1 bathroom
16–21 Aug
Top guest favourite
Flat in Winter Park
Mountain Town Luxury Penthouse
5.0 out of 5 average rating, 22 reviews, 2 bedrooms, 3 beds, 3 bathrooms
21–26 Jul
Top guest favourite
Townhouse in Winter Park
Winter Park Townhome w/ Stunning Slope Views!
4.95 out of 5 average rating, 164 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
27 Jul – 1 Aug
Guest favourite
Cabin in Winter Park
Cabin w/ Deck- Bike & HikeTrails & Downtown- RMNP
4.82 out of 5 average rating, 17 reviews, 5 bedrooms, 6 beds, 3 bathrooms
26–31 Jul
Guest favourite
Apartment in Winter Park
Homebase Snowblaze
4.88 out of 5 average rating, 254 reviews, 2 beds, 1 bathroom
10–15 Jul
Guest favourite
Apartment in Winter Park
WP Mountain Retreat • 3BR/2BA • 3 Hot Tubs & Pool
4.88 out of 5 average rating, 112 reviews, 3 bedrooms, 7 beds, 2 bathrooms
23–28 Jul
Guest favourite
Flat in Winter Park
Mountain Condo w/ Hot Tub | Walk to Town | Ski Bus
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
4.99 out of 5 average rating, 78 reviews, 2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4.92 out of 5 average rating, 73 reviews, 4 bedrooms, 7 beds, 3 bathrooms
7–12 Aug
Guest favourite
Home in Winter Park
Luxury Mountain Modern Winter Park Home
4.97 out of 5 average rating, 29 reviews, 4 bedrooms, 9 beds, 4 bathrooms
9–14 Aug
Top guest favourite
Apartment in Winter Park
Downtown Mtn Oasis + Hot Tubs | Steps to Events
4.96 out of 5 average rating, 107 reviews, 2 bedrooms, 5 beds, 3 bathrooms
12–17 Jul
Guest favourite
Home in Winter Park
Luxury Downtown Condo - Rendezvous Center 201
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
11–16 Jul
Apartment in Winter Park
Crestview Place Mountain View, Balcony & Shuttle
New place to stay, 2 bedrooms, 3 beds, 3 bathrooms
20–25 Jul
Superhost
Home in Winter Park
Downtown WP Loft 57 - Rooftop Hot Tub - Great View
3 bedrooms, 7 beds, 3 bathrooms
26–31 Jul
Guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 4 beds, 4 bathrooms
14–19 Jul