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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Cabin in Winter Park
Cozy Log Home,Sleeps 10. Free shuttle,3 min-slopes
3 bedrooms, 6 beds, 2 private bathrooms
4–9 Aug
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4.94 out of 5 average rating, 218 reviews
Top guest favourite
Cabin in Grand County
Scandinavian-Inspired Escape: Modern Cabin w/ Spa
3 bedrooms, 5 beds
28 Aug – 2 Sept
4.96 out of 5 average rating, 292 reviews
Guest favourite
Apartment in Fraser
Spacious Family Friendly Townhome Retreat
3 bedrooms, 6 beds
10–15 Aug
4.97 out of 5 average rating, 29 reviews
Home in Fraser
New Winter Park Townhouse with Great Views!
4 bedrooms, 5 beds
14–19 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds
17–22 Aug
5.0 out of 5 average rating, 10 reviews
Guest favourite
Apartment in Winter Park
Cozy mountain retreat in downtown Winter Park
1 bedroom, 3 beds
6–11 Aug
4.94 out of 5 average rating, 160 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, 75 reviews
Superhost
Home in Fraser
Mountain Villa 1064 - Private Hot Tub - Views
3 bedrooms, 5 beds
14–19 Aug
5.0 out of 5 average rating, 3 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
Top guest favourite
Apartment in Winter Park
Winter Park Condo on the River: Walk to Downtown!
1 bedroom, 2 beds
4–9 Aug
4.99 out of 5 average rating, 118 reviews
Top guest favourite
Townhouse in Winter park
Modern Cabin w/ Hot Tub & Garage - Minutes to Mtn
2 bedrooms, 3 king beds
12–17 Aug
4.98 out of 5 average rating, 132 reviews
Top guest favourite
Apartment in Fraser
Bright Modern Mountain Getaway | Views + Garage
2 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 48 reviews
Guest favourite
Home in Winter Park
WP Resort Villa 402 - Hot Tub - Arcade - Views
3 bedrooms, 8 beds
16–21 Aug
4.85 out of 5 average rating, 40 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, 24 reviews
Top guest favourite
Apartment in Winter Park
Zephyr Ski In/Out at Winter Park - 1/2 Price Tues!
1 bedroom, 2 beds
4–9 Aug
5.0 out of 5 average rating, 60 reviews
Guest favourite
Flat in Winter Park
Trademark Retreat- Minutes to Base
3 bedrooms, 5 beds
15–20 Aug
4.9 out of 5 average rating, 10 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
Flat in Winter Park
Into the Ultimate Summer & Endless Discovery
2 bedrooms, 3 beds
4–9 Aug
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Apartment in Winter Park
Cozy Winter Park Riverfront Studio~ Walk Downtown
2 beds
4–9 Aug
5.0 out of 5 average rating, 116 reviews