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Search results; 750 homes in Winthrop Harbor

Guest favourite
Guest suite in Zion
Cozy mother inlaw suite. Private. Next to beach.
1 bedroom, 3 beds, 1 bathroom
23–28 Aug
4.91 out of 5 average rating, 254 reviews
Top guest favourite
Home in Winthrop Harbor
Harbor Haven/Near Base/Great America/Game Room/Gym
3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
4.98 out of 5 average rating, 52 reviews
Top guest favourite
Home in Winthrop Harbor
The Harbor House - Amazing!
3 bedrooms, 6 beds, 2.5 bathrooms
12–17 Sept
4.97 out of 5 average rating, 36 reviews
Home in Zion
Secluded Retreat with Workspaces & Nature Trails
3 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
4.66 out of 5 average rating, 113 reviews
Guest favourite
Room in Zion
Homie's House
1 bed, 1 bathroom
15–20 Aug
5.0 out of 5 average rating, 20 reviews
Guest favourite
Flat in Waukegan
Charming apartment downtown |4.8mi from Navy Base
1 bedroom, 2 beds, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Bristol
Aspen on Shangrila | Lakefront, hot tub & golf sim
6 bedrooms, 10 beds, 4 bathrooms
11–16 Aug
New place to stay
Home in Zion
Beautiful & Cozy, Sears Home.
5 bedrooms, 9 beds, 2 bathrooms
9–14 Aug
4.7 out of 5 average rating, 113 reviews
Superhost
Dome in Pleasant Prairie
Unique Dome Home Golf Range Experience by the Lake
4 bedrooms, 8 beds, 2.5 bathrooms
15–20 Aug
4.86 out of 5 average rating, 112 reviews
Guest favourite
Flat in Waukegan
The Rooftop Haven
2 bedrooms, 2 queen beds, 1.5 bathrooms
11–16 Sept
4.95 out of 5 average rating, 145 reviews
Top guest favourite
Flat in Beach Park
J’s Farmhouse Cottage. 2 bedroom duplex.
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Aug
4.97 out of 5 average rating, 458 reviews
Superhost
Flat in Waukegan
Greenwood Loft & Rooftop
2 bedrooms, 2 beds, 1 bathroom
21–26 Sept
4.9 out of 5 average rating, 187 reviews
Top guest favourite
Home in Waukegan
The Statesman | Great Lakes Getaway By Navy Base
2 bedrooms, 5 beds, 1 bathroom
11–16 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Pleasant Prairie
Breathtaking view @lakefront
3 bedrooms, 7 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 17 reviews
Guest favourite
Room in Winthrop Harbor
3. Modern Retreat
1 double bed, 3 bathrooms
7–12 Sept
4.97 out of 5 average rating, 67 reviews
Room in Zion
Homie's house
2 queen beds, WC
10–15 Aug
4.56 out of 5 average rating, 18 reviews
Top guest favourite
Home in Salem Lakes
Twin Pines at Cross Lake
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.92 out of 5 average rating, 38 reviews
Guest favourite
Room in Winthrop Harbor
2. Modern Retreat
1 bed, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 19 reviews