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Search results; Over 1,000 homes in Winter Park

Guest favourite
Apartment in Winter Park
Top Floor Condo Steps From Free Shuttle w/Hot Tub
2 bedrooms, 2 beds, 2 private bathrooms
16–21 Aug
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4.93 out of 5 average rating, 283 reviews
Superhost
Home in Winter Park
Unbeatable Location Downtown Winter Park W/Hot tub
4 bedrooms, 7 beds, 4.5 bathrooms
8–13 Aug
New place to stay
Guest favourite
Home in Granby
Cliff Side Chalet - Great Views - Hot Tub - Bunks
3 bedrooms, 8 beds, 2.5 bathrooms
25–30 Oct
4.82 out of 5 average rating, 94 reviews
Top guest favourite
Apartment in Winter Park
The Rustic Moose
2 bedrooms, 6 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 69 reviews
Guest favourite
Flat in Fraser
Eagle Ridge above the summit
2 bedrooms, 3 beds, 2 bathrooms
14–19 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Winter Park
Downtown WP Condo 2203 - Hot Tub - Views - Firepit
2 bedrooms, 2 beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 29 reviews
Guest favourite
Home in Winter Park
WP Resort Villa 402 - Hot Tub - Arcade - Views
3 bedrooms, 8 beds, 3.5 bathrooms
16–21 Aug
4.85 out of 5 average rating, 40 reviews
Guest favourite
Home in Winter Park
Luxury Winter Park HomeHotTub*Majestic View*Resort
4 bedrooms, 9 beds, 4 bathrooms
9–14 Aug
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Apartment in Winter Park
Winter Park Studio: On the River~ Walk Downtown!
2 beds, 1 bathroom
9–14 Aug
4.98 out of 5 average rating, 429 reviews
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds, 3 bathrooms
17–22 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
3 bedrooms, 4 beds, 4 bathrooms
16–21 Aug
5.0 out of 5 average rating, 28 reviews
Guest favourite
Flat in Winter Park
1BR Condo in Winter Park, CO
1 bedroom, 2 beds, 1 bathroom
13–18 Aug
5.0 out of 5 average rating, 47 reviews
Guest favourite
Apartment in Winter Park
Cozy Summer Getaway | Luxury Condo in Downtown
1 bedroom, 2 beds, 1 bathroom
15–20 Aug
4.88 out of 5 average rating, 40 reviews
Top guest favourite
Cabin in Grand County
Scandinavian-Inspired Escape: Modern Cabin w/ Spa
3 bedrooms, 5 beds, 2 bathrooms
13–18 Aug
4.96 out of 5 average rating, 292 reviews
Top guest favourite
Apartment in Winter Park
Downtown Mtn Oasis + Hot Tubs | Steps to Events
2 bedrooms, 5 beds, 3 bathrooms
8–13 Aug
4.96 out of 5 average rating, 110 reviews
Top guest favourite
Flat in Winter Park
Mountain Town Luxury Penthouse
2 bedrooms, 3 beds, 3 bathrooms
12–17 Aug
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Apartment in Fraser
View • Fireplace • Hot Tub • Sauna • Pool
2 bedrooms, 5 beds, 2.5 bathrooms
23–28 Aug
4.98 out of 5 average rating, 329 reviews
Guest favourite
Flat in Winter Park
Trademark Retreat- Minutes to Base
3 bedrooms, 5 beds, 3 bathrooms
15–20 Aug
4.9 out of 5 average rating, 10 reviews
Guest favourite
Apartment in Winter Park
Cozy mountain retreat in downtown Winter Park
1 bedroom, 3 beds, 1 bathroom
10–15 Aug
4.94 out of 5 average rating, 160 reviews