Search results; Over 1,000 places in Winter Park

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Guest favorite
Condo in Winter Park
Walk to the slopes
9 guests3 bedrooms6 beds2.5 baths
Jul 5 – 10
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Jul 5 – 10
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R25,681 ZAR for 5 nights

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Guest favorite
Condo in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
2 beds
Jul 6 – 11
R12,402 ZAR for 5 nights
4.86 out of 5 average rating, 181 reviews
Top guest favorite
Guest suite in Fraser
Spring into summer at Madge’s. Pets welcome!
1 king bed
Sep 1 – 6
R8,874 ZAR for 5 nights
4.96 out of 5 average rating, 427 reviews
Top guest favorite
Condo in Winter Park
Ski-in Ski-out Cozy Condo
2 queen beds
Aug 25 – 30
R10,137 ZAR for 5 nights
4.96 out of 5 average rating, 52 reviews
Top guest favorite
Apartment in Winter Park
1BR Condo in Winter Park, CO
2 beds
Jul 13 – 18
R10,857 ZAR for 5 nights
5.0 out of 5 average rating, 23 reviews
Apartment in Winter Park
New 2BD Condo–Steps to Trails & Byers Peak VIEWS!
5 beds
Jul 3 – 8
R23,802 ZAR for 5 nights
New place to stay
Top guest favorite
Guest suite in Winter Park
Charming Suite in Old Town Winter Park
1 queen bed
Jul 6 – 11
R19,835 ZAR for 5 nights
4.98 out of 5 average rating, 462 reviews
Townhouse in Winter Park
Modern Mountain Getaway Sleeps 9
7 beds
Jul 6 – 11
R26,098 ZAR for 5 nights
5.0 out of 5 average rating, 3 reviews
Guest favorite
Guest suite in Fraser
Spring has arrived!
1 queen bed
Aug 31 – Sep 5
R7,830 ZAR for 5 nights
4.92 out of 5 average rating, 634 reviews
Apartment in Winter Park
Studio Mountainview 4th-Floor | Kitchenette
2 beds
Jul 13 – 18
R8,731 ZAR for 5 nights
4.62 out of 5 average rating, 39 reviews
Home in Winter Park
*NEW* Luxe Waterfront Condo in Winter Park
5 beds
Aug 6 – 11
R31,548 ZAR for 5 nights
New place to stay
Guest favorite
Apartment in Winter Park
New Hike or Ski in/out Modern Condo-Quiet w/ Views
4 beds
Jul 5 – 10
R21,192 ZAR for 5 nights
5.0 out of 5 average rating, 24 reviews
Guest favorite
Condo in Winter Park
Lovely Riverfront Condo with Short Walk to Resort
5 beds
Jul 6 – 11
R23,280 ZAR for 5 nights
4.88 out of 5 average rating, 43 reviews
Apartment in Winter Park
AC in Downtown 2/2 with Views!
3 beds
Jul 3 – 8
R28,186 ZAR for 5 nights
New place to stay
Guest favorite
Condo in Winter Park
Mountain-Modern Studio in Downtown Winter Park
2 beds
Jul 20 – 25
R9,187 ZAR for 5 nights
4.92 out of 5 average rating, 50 reviews
Top guest favorite
Home in Fraser
The Retreat
1 bed
Jul 20 – 25
R12,214 ZAR for 5 nights
5.0 out of 5 average rating, 12 reviews
Guest favorite
Apartment in Winter Park
Founder’s Pointe Ski/in Out #4648
2 beds
Jul 3 – 8
R17,079 ZAR for 5 nights
4.95 out of 5 average rating, 94 reviews
Guest favorite
Condo in Winter Park
Mountain retreat | Top Floor | WP Base Village
2 beds
Jul 6 – 11
R12,736 ZAR for 5 nights
4.93 out of 5 average rating, 188 reviews
Guest favorite
Home in Winter Park
Trailside Mountain Retreat with Private Hot Tub
6 beds
Jul 6 – 11
R29,647 ZAR for 5 nights
5.0 out of 5 average rating, 7 reviews