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Search results; Over 1,000 homes in Winter Park

Superhost
Cabin in Winter Park
Cozy Cabin in Perfect Location
Studio, 2 beds, 1 bathroom
29 Aug – 3 Sept
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4.84 out of 5 average rating, 645 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
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
Flat in Winter Park
The real Winter Park/Alpine experience studio
1 bedroom, 2 beds
19–24 Aug
New place to stay
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
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
Home in Winter Park
Downtown WP Condo 2203 - Hot Tub - Views - Firepit
2 bedrooms, 2 beds
10–15 Aug
5.0 out of 5 average rating, 29 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
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 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
Apartment in Fraser
Spacious Family Friendly Townhome Retreat
3 bedrooms, 6 beds
10–15 Aug
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Home in Winter Park
Duplex In town! Views! PrvtHottub,2Cgarage,Sleeps9
3 bedrooms, 6 beds
4–9 Aug
5.0 out of 5 average rating, 18 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
Top guest favourite
Flat in Winter Park
Luxury Winter Park Studio*PrivHotTub*Majestic View
1 bedroom, 1 king bed
29 Aug – 3 Sept
4.97 out of 5 average rating, 125 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
Apartment in Winter Park
Cozy DT condo mins from slopes
2 bedrooms, 3 beds
4–9 Aug
5.0 out of 5 average rating, 102 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
Top guest favourite
Apartment in Winter Park
New 2BD/2BA w/AC: Walk to Restaurants + Shopping!
2 bedrooms, 2 king beds
9–14 Aug
5.0 out of 5 average rating, 56 reviews