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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Guest suite in Winter Park
Charming Suite in Old Town Winter Park
1 bedroom, 1 bed, 1 private bathroom
16–21 Aug
,
4.98 out of 5 average rating, 497 reviews
Guest favourite
Home in Granby
Cliff Side Chalet - Great Views - Hot Tub - Bunks
3 bedrooms, 8 beds
25–30 Oct
4.82 out of 5 average rating, 95 reviews
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds
26–31 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Cabin in Grand County
Scandinavian-Inspired Escape: Modern Cabin w/ Spa
3 bedrooms, 5 beds
13–18 Aug
4.96 out of 5 average rating, 292 reviews
Guest favourite
Flat in Fraser
Eagle Ridge above the summit
2 bedrooms, 3 beds
14–19 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Fraser
New Winter Park Townhouse with Great Views!
4 bedrooms, 5 beds
14–19 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Winter Park
Luxury Emerald Escape | Hot Tub | Ski Shuttle
3 bedrooms, 5 beds
10–15 Aug
New place to stay
Guest favourite
Home in Winter Park
Downtown WP Pond Chalet 13 - Hot Tub - Views
4 bedrooms, 5 beds
12–17 Sept
4.79 out of 5 average rating, 19 reviews
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds
28 Aug – 2 Sept
5.0 out of 5 average rating, 24 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
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 Fraser
View • Fireplace • Hot Tub • Sauna • Pool
2 bedrooms, 5 beds
23–28 Aug
4.98 out of 5 average rating, 329 reviews
Top guest favourite
Flat in Winter Park
Mountain Town Luxury Penthouse
2 bedrooms, 3 beds
12–17 Aug
5.0 out of 5 average rating, 26 reviews
Guest favourite
Home in Winter Park
Luxury Winter Park HomeHotTub*Majestic View*Resort
4 bedrooms, 9 beds
16–21 Aug
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Apartment in Winter Park
The Rustic Moose
2 bedrooms, 6 beds
25–30 Aug
5.0 out of 5 average rating, 69 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
Top guest favourite
Guest suite in Fraser
Madge’s Studio Pets welcome!
1 bedroom, 1 king bed
4–9 Oct
4.97 out of 5 average rating, 499 reviews
Guest favourite
Apartment in Winter Park
Great Condo right on the Creek License #005702
3 bedrooms, 4 beds
10–15 Aug
4.75 out of 5 average rating, 199 reviews
Guest favourite
Apartment in Winter Park
Top Floor Condo Steps From Free Shuttle w/Hot Tub
2 bedrooms, 2 queen beds
16–21 Aug
4.93 out of 5 average rating, 284 reviews