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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 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
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds
21–26 Jul
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Winter Park
Downtown WP Villa 165 - Hot Tub - Views - Bunks
4 bedrooms, 7 beds
19–24 Jul
Guest favourite
Home in Winter Park
Downtown WP Condo 2203 - Hot Tub - Views - Firepit
2 bedrooms, 2 beds
20–25 Jul
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Flat in Winter Park
Mountain Town Luxury Penthouse
2 bedrooms, 3 beds
21–26 Jul
5.0 out of 5 average rating, 23 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
Top guest favourite
Apartment in Winter Park
Downtown Mtn Oasis + Hot Tubs | Steps to Events
2 bedrooms, 5 beds
19–24 Jul
4.96 out of 5 average rating, 107 reviews
Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
2 bedrooms, 4 beds
19–24 Jul
4.99 out of 5 average rating, 78 reviews
Home in Winter Park
Downtown WP 3BR | Walkable+Hot Tub+HideawayParks
3 bedrooms, 6 beds
25–30 Jul
New place to stay
Guest favourite
Cabin in Winter Park
Cabin w/ Deck- Bike & HikeTrails & Downtown- RMNP
5 bedrooms, 6 beds
26–31 Jul
4.83 out of 5 average rating, 18 reviews
Guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
3 bedrooms, 4 beds
2–7 Aug
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Winter Park
Duplex In town! Views! PrvtHottub,2Cgarage,Sleeps9
3 bedrooms, 6 beds
16–21 Jul
5.0 out of 5 average rating, 18 reviews
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 Tabernash
Silver Lining Chateau 374 - Great Views - Hot Tub
3 bedrooms, 6 beds
10–15 Aug
5.0 out of 5 average rating, 8 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
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
Guest favourite
Home in Tabernash
Pole Creek Home 739 - Hot Tub - Views - Game Room
5 bedrooms, 9 beds
10–15 Aug
5.0 out of 5 average rating, 6 reviews