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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 Granby
Cliff Side Chalet - Great Views - Hot Tub - Bunks
4.82 out of 5 average rating, 91 reviews, 3 bedrooms, 8 beds, 2.5 bathrooms
16–21 Aug
Guest favourite
Cabin in Tabernash
Secluded log cabin on Hurd Creek +Weddings/Events
4.92 out of 5 average rating, 26 reviews, 5 bedrooms, 7 beds, 3 bathrooms
21–26 Jul
Superhost
Townhouse in Fraser
Beautiful Home Near Everything on Cranmer
3 bedrooms, 3 beds, 3.5 bathrooms
3–8 Aug
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
11–16 Aug
Superhost
Home in Winter Park
Brand New! I Downtown Winter Park w/Hot Tub
New place to stay, 4 bedrooms, 4 beds, 3 bathrooms
13–18 Aug
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
Home in Fraser
New Winter Park Townhouse with Great Views!
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
2–7 Aug
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 Fraser
Downtown WP Chalet 111 - Hot Tub - Views - Bunks
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
9–14 Aug
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
Guest favourite
Home in Winter Park
Luxury Mountain Modern Winter Park Home
4.97 out of 5 average rating, 30 reviews, 4 bedrooms, 9 beds, 4 bathrooms
9–14 Aug
Guest favourite
Flat in Winter Park
Trademark Retreat- Minutes to Base
4.89 out of 5 average rating, 9 reviews, 3 bedrooms, 5 beds, 3 bathrooms
26–31 Jul
Guest favourite
Home in Winter Park
Downtown WP Villa 745 - Private Hot Tub - Views
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 6 beds, 3.5 bathrooms
21–26 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
Home in Fraser
Hot Tub+Forest Chalet | Walk to Town | Sleeps 10
3 bedrooms, 6 beds, 3.5 bathrooms
28 Jul – 2 Aug
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
23–28 Aug
Top guest favourite
Cabin in Grand County
Scandinavian-Inspired Escape: Modern Cabin w/ Spa
4.96 out of 5 average rating, 290 reviews, 3 bedrooms, 5 beds, 2 bathrooms
28 Aug – 2 Sept
Top guest favourite
Flat in Winter Park
Beautifully Furnished Modern Condo In Downtown WP
4.98 out of 5 average rating, 289 reviews, 2 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug