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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Townhouse in Winter park
Modern Cabin w/ Hot Tub & Garage - Minutes to Mtn
2 bedrooms, 3 beds, 2 private bathrooms
11–16 Jul
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4.98 out of 5 average rating, 130 reviews
Guest favourite
Home in Fraser
Downtown WP Chalet 168 - Hot Tub - Views - Bunks
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 8 beds, 3.5 bathrooms
13–18 Jul
Home in Winter Park
Hot Tub- 35 Min to RMNP Hikes & Lakes- Winter Park
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
11–16 Jul
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
Guest favourite
Apartment in Winter Park
Top Floor Condo Steps From Free Shuttle w/Hot Tub
4.93 out of 5 average rating, 280 reviews, 2 bedrooms, 2 beds, 2 bathrooms
12–17 Jul
Guest favourite
Home in Winter Park
Downtown WP Villa 745 - Private Hot Tub - Views
5.0 out of 5 average rating, 17 reviews, 3 bedrooms, 6 beds, 3.5 bathrooms
19–24 Jul
Guest favourite
Home in Tabernash
Silver Lining Chateau 374 - Great Views - Hot Tub
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
23–28 Jul
Home in Fraser
New Winter Park Townhouse with Great Views!
4 bedrooms, 5 beds, 3.5 bathrooms
11–16 Jul
Home in Fraser
Hot Tub+Forest Chalet | Walk to Town | Sleeps 10
3 bedrooms, 6 beds, 3.5 bathrooms
11–16 Jul
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 3 bathrooms
21–26 Jul
Guest favourite
Home in Winter Park
Chateau Louise • Town Central • Park • Walkable
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
11–16 Jul
Top guest favourite
Home in Winter Park
Winter Park Home | Hot Tub Sauna Walk to Downtown
5.0 out of 5 average rating, 13 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
16–21 Aug
Home in Winter Park
Downtown WP 3BR | Walkable+Hot Tub+HideawayParks
New place to stay, 3 bedrooms, 6 beds, 3.5 bathrooms
25–30 Jul
Guest favourite
Apartment in Fraser
Alpine Luxe Loft- Hot Tub, Fireplace, Views, Ski
4.95 out of 5 average rating, 21 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Superhost
Home in Winter Park
WP Resort Villa 610 - Hot Tub - Views - Game Room
New place to stay, 5 bedrooms, 8 beds, 4.5 bathrooms
11–16 Jul
Guest favourite
Apartment in Winter Park
Walk to Downtown | Hot Tub | Fire place | River |
4.88 out of 5 average rating, 339 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Jul
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
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
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