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Search results; 697 homes in Winthrop Harbor

Top guest favourite
Home in Winthrop Harbor
The Harbor House - Amazing!
3 bedrooms, 6 beds, 2.5 private bathrooms
13–18 Sept
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4.97 out of 5 average rating, 38 reviews
Home in Winthrop Harbor
The North Ranch | Near Navy Base, Marina & Metra
3 bedrooms, 3 beds, 1 bathroom
18–23 Oct
New place to stay
Guest favourite
Room in Winthrop Harbor
2. Modern Retreat
1 bed, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 20 reviews
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
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
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
3. Modern Retreat
1 double bed, 3 bathrooms
19–24 Sept
4.97 out of 5 average rating, 67 reviews
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
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
Superhost
Dome in Pleasant Prairie
Unique Dome Home Golf Range Experience by the Lake
4 bedrooms, 8 beds, 2.5 bathrooms
15–20 Sept
4.86 out of 5 average rating, 114 reviews
Guest favourite
Home in Waukegan
Modern & Spacious Retreat • Fast Wi-Fi •Desk• Yard
4 bedrooms, 4 beds, 2 bathrooms
11–16 Sept
4.93 out of 5 average rating, 30 reviews
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
Top guest favourite
Home in Beach Park
Casa Monarca • 3.5 Bathrooms • Top 1%
3 bedrooms, 7 beds, 3.5 bathrooms
13–18 Oct
4.99 out of 5 average rating, 108 reviews
Top guest favourite
Home in Waukegan
Navy Graduation Retreat- 4BR Home by Great Lakes
4 bedrooms, 5 beds, 3 bathrooms
12–17 Oct
5.0 out of 5 average rating, 64 reviews
Home in Beach Park
5BR Comfort & Charm | Fast Wifi + Quiet Location
5 bedrooms, 5 queen beds, 1.5 bathrooms
4–9 Oct
4.77 out of 5 average rating, 47 reviews
Top guest favourite
Home in Pleasant Prairie
Breathtaking view @lakefront
3 bedrooms, 8 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 26 reviews
Hotel room in Zion
Comfort Meets Charm: 2 Rooms, Library, Games & Gym
2 bedrooms, 4 queen beds, 2 bathrooms
11–16 Sept
Top guest favourite
Home in Kenosha
Sister House Cottage, Screened Porch, Kid Friendly
3 bedrooms, 5 beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 87 reviews
Home in Waukegan
Charming 5BR Waukegan Home | Spacious & Cozy
5 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
New place to stay