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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Home in Winter Park
Pool Access & Mtn View! Luxe WP Cabin, Near Trails
3 bedrooms, 3 beds, 2 private bathrooms
7–12 Aug
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4.99 out of 5 average rating, 150 reviews
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds
11–16 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Granby
Cliff Side Chalet - Great Views - Hot Tub - Bunks
3 bedrooms, 8 beds
16–21 Aug
4.82 out of 5 average rating, 91 reviews
Guest favourite
Cabin in Tabernash
Secluded log cabin on Hurd Creek +Weddings/Events
5 bedrooms, 7 beds
21–26 Jul
4.92 out of 5 average rating, 26 reviews
Superhost
Home in Winter Park
Brand New! I Downtown Winter Park w/Hot Tub
4 bedrooms, 4 beds
13–18 Aug
New place to stay
Superhost
Townhouse in Fraser
Beautiful Home Near Everything on Cranmer
3 bedrooms, 3 king beds
3–8 Aug
Home in Winter Park
Hot Tub- 35 Min to RMNP Hikes & Lakes- Winter Park
3 bedrooms, 3 beds
20–25 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Winter Park
WP Resort Villa 402 - Hot Tub - Arcade - Views
3 bedrooms, 8 beds
16–21 Aug
4.86 out of 5 average rating, 37 reviews
Home in Fraser
New Winter Park Townhouse with Great Views!
4 bedrooms, 5 beds
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Winter Park
Winter Park Home | Hot Tub Sauna Walk to Downtown
4 bedrooms, 5 beds
16–21 Aug
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Fraser
Downtown WP Chalet 111 - Hot Tub - Views - Bunks
3 bedrooms, 4 beds
9–14 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Winter Park
Luxury Mountain Modern Winter Park Home
4 bedrooms, 9 beds
9–14 Aug
4.97 out of 5 average rating, 30 reviews
Guest favourite
Home in Winter Park
Downtown WP Villa 745 - Private Hot Tub - Views
3 bedrooms, 6 beds
21–26 Aug
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Fraser
Downtown WP Chalet 168 - Hot Tub - Views - Bunks
3 bedrooms, 8 beds
25–30 Jul
5.0 out of 5 average rating, 6 reviews
Guest favourite
Flat in Winter Park
Trademark Retreat- Minutes to Base
3 bedrooms, 5 beds
26–31 Jul
4.89 out of 5 average rating, 9 reviews
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds
9–14 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Winter Park
Downtown WP Cabin 44 - Hot Tub - Views - Bunks
2 bedrooms, 4 beds
23–28 Aug
4.96 out of 5 average rating, 72 reviews
Top guest favourite
Apartment in Fraser
New Luxury Condo Private Hot Tub and Fireplace
2 bedrooms, 4 beds
21–26 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Apartment in Winter Park
Modern condo w/ hot tub & fireplace
3 bedrooms, 7 beds
2–7 Aug
4.92 out of 5 average rating, 37 reviews