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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
Home in Fraser
New Winter Park Townhouse with Great Views!
4 bedrooms, 5 beds, 3.5 bathrooms
2–7 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
21–26 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
10–15 Aug
Apartment in Winter Park
Condo on the River for the family
New place to stay, 3 bedrooms, 6 beds, 2 bathrooms
14–19 Jul
Top guest favourite
Apartment in Fraser
Fresh Modern Mountain Getaway | Views + Garage
5.0 out of 5 average rating, 46 reviews, 2 bedrooms, 4 beds, 2 bathrooms
25–30 Jul
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
14–19 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
Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
4.99 out of 5 average rating, 78 reviews, 2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Guest favourite
Cabin in Winter Park
Cabin w/ Deck- Bike & HikeTrails & Downtown- RMNP
4.82 out of 5 average rating, 17 reviews, 5 bedrooms, 6 beds, 3 bathrooms
26–31 Jul
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
Guest favourite
Apartment in Winter Park
Prime location, amazing views, stylish, sleeps 7
4.85 out of 5 average rating, 116 reviews, 2 bedrooms, 5 beds, 2 bathrooms
26–31 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
Top guest favourite
Flat in Winter Park
Luxury Winter Park Studio*PrivHotTub*Majestic View
4.97 out of 5 average rating, 120 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 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
24–29 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
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
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
Top guest favourite
Apartment in Fraser
Luxury Condo w Private Hot Tub - Fraser, CO
5.0 out of 5 average rating, 28 reviews, 2 bedrooms, 3 beds, 1 bathroom
20–25 Aug