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Search results; 700 homes in Winthrop Harbor

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Top guest favourite
Home in Winthrop Harbor
The Harbor House - Amazing!
3 bedrooms, 6 beds, 2.5 private bathrooms
19–24 Sept
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4.97 out of 5 average rating, 38 reviews
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Home in Winthrop Harbor
The North Ranch | Near Navy Base, Marina & Metra
3 bedrooms, 3 beds, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Guest suite in Zion
Cozy Mother inlaw Suite. Private. Next to beach.
1 bedroom, 2 beds, 1 bathroom
30 Sept – 5 Oct
4.9 out of 5 average rating, 261 reviews
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Top guest favourite
Home in Winthrop Harbor
Harbor Haven/Near Base/Great America/Game Room/Gym
3 bedrooms, 5 beds, 2 bathrooms
3–8 Oct
4.98 out of 5 average rating, 56 reviews
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Home in Zion
Secluded Retreat with Workspaces & Nature Trails
3 bedrooms, 3 beds, 2 bathrooms
17–22 Oct
4.62 out of 5 average rating, 117 reviews
Guest favourite
Room in Winthrop Harbor
2. Modern Retreat
1 double bed, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 20 reviews
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Guest favourite
Room in Winthrop Harbor
3. Modern Retreat
1 double bed, 3 bathrooms
30 Oct – 4 Nov
4.97 out of 5 average rating, 67 reviews
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Home in Zion
Beautiful & Cozy, Sears Home.
5 bedrooms, 9 beds, 2 bathrooms
5–10 Oct
4.7 out of 5 average rating, 119 reviews
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Superhost
Dome in Pleasant Prairie
Unique Dome Home Golf Range Experience by the Lake
4 bedrooms, 8 beds, 2.5 bathrooms
18–23 Sept
4.86 out of 5 average rating, 114 reviews
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Home in Winthrop Harbor
This one feels like Home
2 bedrooms, 3 beds, 1 bathroom
1–6 Jan
4.73 out of 5 average rating, 44 reviews
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Hotel room in Zion
Peaceful Boutique Stay w/ Balcony, Library & Games
1 bedroom, 1 king bed, 1 bathroom
18–23 Sept
4.9 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Beach Park
Casa Monarca • 3.5 Bathrooms • Top 1%
3 bedrooms, 7 beds, 3.5 bathrooms
12–17 Oct
4.99 out of 5 average rating, 108 reviews
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Room in Zion
Homie's House
1 bed, 1 bathroom
19–24 Sept
4.92 out of 5 average rating, 24 reviews
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Guest favourite
Home in Kenosha
Bekahs Boho House
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.88 out of 5 average rating, 84 reviews
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Superhost
Townhouse in Zion
Cute & Cozy, 1bd Condo Apartment/townhouse
1 bedroom, 2 beds, 1 bathroom
19–24 Sept
4.95 out of 5 average rating, 40 reviews
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Superhost
Room in Winthrop Harbor
4. Luxury Basement Escape
2 double beds, 1 bathroom
20–25 Sept
4.77 out of 5 average rating, 30 reviews
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Guest favourite
Flat in Waukegan
The Rooftop Haven
2 bedrooms, 2 queen beds, 1.5 bathrooms
2–7 Oct
4.95 out of 5 average rating, 154 reviews
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Top guest favourite
Home in Pleasant Prairie
Breathtaking view @lakefront
3 bedrooms, 8 beds, 2 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 28 reviews
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Hotel room in Zion
Comfort Meets Charm: 2 Rooms, Library, Games & Gym
2 bedrooms, 4 queen beds, 2 bathrooms
18–23 Sept