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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Apartment in Winter Park
Top Floor Condo Steps From Free Shuttle w/Hot Tub
2 bedrooms, 2 beds, 2 private bathrooms
19–24 Jul
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4.93 out of 5 average rating, 281 reviews
Guest favourite
Home in Winter Park
Downtown WP Condo 2203 - Hot Tub - Views - Firepit
5.0 out of 5 average rating, 26 reviews, 2 bedrooms, 2 beds, 2 bathrooms
20–25 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
Top guest favourite
Home in Winter Park
Duplex In town! Views! PrvtHottub,2Cgarage,Sleeps9
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 6 beds, 3.5 bathrooms
17–22 Jul
Guest favourite
Home in Winter Park
Downtown WP Cabin 44 - Hot Tub - Views - Bunks
4.96 out of 5 average rating, 72 reviews, 2 bedrooms, 4 beds, 2 bathrooms
20–25 Aug
Top guest favourite
Apartment in Fraser
New Luxury Condo Private Hot Tub and Fireplace
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4.92 out of 5 average rating, 74 reviews, 4 bedrooms, 7 beds, 3 bathrooms
7–12 Aug
Guest favourite
Cabin in Winter Park
Cabin w/ Deck- Bike & HikeTrails & Downtown- RMNP
4.83 out of 5 average rating, 18 reviews, 5 bedrooms, 6 beds, 3 bathrooms
26–31 Jul
Guest favourite
Home in Winter Park
WP Resort Villa 402 - Hot Tub - Arcade - Views
4.86 out of 5 average rating, 37 reviews, 3 bedrooms, 8 beds, 3.5 bathrooms
16–21 Aug
Guest favourite
Home in Winter Park
Slopeside Chalet 106 - Hot Tub - Views - Bunk Room
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
17–22 Jul
Top guest favourite
Flat in Fraser
Brand new luxury condo.
5.0 out of 5 average rating, 31 reviews, 3 bedrooms, 5 beds, 2 bathrooms
19–24 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
20–25 Jul
Guest favourite
Apartment in Winter Park
Modern condo w/ hot tub & fireplace
4.92 out of 5 average rating, 37 reviews, 3 bedrooms, 7 beds, 3 bathrooms
2–7 Aug
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
25–30 Jul
Superhost
Townhouse in Fraser
Beautiful Home Near Everything on Cranmer
3 bedrooms, 3 beds, 3.5 bathrooms
3–8 Aug
Guest favourite
Apartment in Fraser
Cute modern 2 bed retreat, a perfect basecamp!
4.71 out of 5 average rating, 14 reviews, 2 bedrooms, 2 beds, 2 bathrooms
19–24 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
19–24 Jul
Top guest favourite
Flat in Winter Park
Mountain Town Luxury Penthouse
5.0 out of 5 average rating, 23 reviews, 2 bedrooms, 3 beds, 3 bathrooms
21–26 Jul
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