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Search results; 691 homes in Winthrop Harbor

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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
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4.98 out of 5 average rating, 56 reviews
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Home in Winthrop Harbor
The North Ranch | Near Navy Base, Marina & Metra
3 bedrooms, 3 beds
19–24 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Room in Winthrop Harbor
2. Modern Retreat
1 double bed
26 Sept – 1 Oct
5.0 out of 5 average rating, 20 reviews
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Guest favourite
Guest suite in Zion
Cozy Mother inlaw Suite. Private. Next to beach.
1 bedroom, 2 beds
30 Sept – 5 Oct
4.9 out of 5 average rating, 261 reviews
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Guest favourite
Room in Winthrop Harbor
3. Modern Retreat
1 double bed
19–24 Sept
4.97 out of 5 average rating, 67 reviews
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Top guest favourite
Home in Winthrop Harbor
The Harbor House - Amazing!
3 bedrooms, 6 beds
18–23 Sept
4.97 out of 5 average rating, 38 reviews
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Home in Zion
Secluded Retreat with Workspaces & Nature Trails
3 bedrooms, 3 beds
17–22 Oct
4.62 out of 5 average rating, 117 reviews
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Home in Winthrop Harbor
This one feels like Home
2 bedrooms, 3 beds
1–6 Jan
4.73 out of 5 average rating, 44 reviews
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Home in Zion
Beautiful & Cozy, Sears Home.
5 bedrooms, 9 beds
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
17–22 Sept
4.86 out of 5 average rating, 114 reviews
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Superhost
Room in Winthrop Harbor
4. Luxury Basement Escape
2 double beds
20–25 Sept
4.77 out of 5 average rating, 30 reviews
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Hotel room in Zion
Comfort Meets Charm: 2 Rooms, Library, Games & Gym
2 bedrooms, 4 queen beds
18–23 Sept
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Guest favourite
Home in Waukegan
Modern & Spacious Retreat • Fast Wi-Fi •Desk• Yard
4 bedrooms, 4 beds
24–29 Oct
4.93 out of 5 average rating, 30 reviews
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Room in Zion
Homie's House
1 bed
18–23 Sept
4.92 out of 5 average rating, 24 reviews
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Top guest favourite
Home in Beach Park
Casa Monarca • 3.5 Bathrooms • Top 1%
3 bedrooms, 7 beds
12–17 Oct
4.99 out of 5 average rating, 108 reviews
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Superhost
Home in Kenosha
Bright 4-BR Kenosha Home • Sleeps 10 • Laundry
4 bedrooms, 6 beds
26 Sept – 1 Oct
4.83 out of 5 average rating, 6 reviews
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Home in Waukegan
Peaceful Tree House Retreat near Naval base
4 bedrooms, 6 beds
28 Sept – 3 Oct
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Superhost
Home in Kenosha
Freshly Renovated 3 Bedroom House with 4 Beds
3 bedrooms, 4 beds
20–25 Sept
4.78 out of 5 average rating, 32 reviews
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Top guest favourite
Home in Kenosha
Sister House Cottage, Screened Porch, Kid Friendly
3 bedrooms, 5 beds
20–25 Sept
4.99 out of 5 average rating, 87 reviews