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Search results; 747 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

$731 SGD for 5 nights

4.91 out of 5 average rating, 254 reviews

Guest favourite

Room in Winthrop Harbor

3. Modern Retreat

1 double bed, 3 bathrooms

29 Aug – 3 Sept

$340 SGD for 5 nights

4.97 out of 5 average rating, 67 reviews

Top guest favourite

Home in Winthrop Harbor

Harbor Haven/Near Base/Great America/Game Room/Gym

3 bedrooms, 5 beds, 2 bathrooms

16–21 Aug

$2,121 SGD for 5 nights

4.98 out of 5 average rating, 54 reviews

Guest favourite

Room in Zion

Homie's House

1 bed, 1 bathroom

15–20 Aug

5.0 out of 5 average rating, 21 reviews

Home in Zion

Secluded Retreat with Workspaces & Nature Trails

3 bedrooms, 3 beds, 2 bathrooms

30 Aug – 4 Sept

$1,147 SGD for 5 nights

4.66 out of 5 average rating, 113 reviews

Top guest favourite

Home in Winthrop Harbor

The Harbor House - Amazing!

3 bedrooms, 6 beds, 2.5 bathrooms

12–17 Sept

$3,293 SGD for 5 nights

4.97 out of 5 average rating, 36 reviews

Guest favourite

Room in Winthrop Harbor

2. Modern Retreat

1 bed, 1 bathroom

10–15 Aug

$421 SGD for 5 nights

5.0 out of 5 average rating, 19 reviews

Hotel room in Zion

Comfort Meets Charm: 2 Rooms, Library, Games & Gym

2 bedrooms, 4 queen beds, 2 bathrooms

11–16 Aug

$1,873 SGD for 5 nights

Guest favourite

Camper van/Motorhome in Bristol

Spacious 27’ RV on horse farm

2 bedrooms, 3 beds, 1 bathroom

16–21 Aug

$679 SGD for 5 nights

4.83 out of 5 average rating, 81 reviews

Room in Zion

Homie's house

2 queen beds, WC

21–26 Aug

$426 SGD for 5 nights

4.56 out of 5 average rating, 18 reviews

Featured hotel

Room in Kenosha

Deluxe king room

1 king bed, 1 bathroom

10–15 Aug

$914 SGD for 5 nights

+$136 SGD Airbnb credit

4.6 out of 5 average rating, 5 reviews

Top guest favourite

Guest suite in Kenosha

Kenosha - enjoy great food and Lake Michigan

1 bedroom, 2 beds, 1 bathroom

24–29 Aug

$584 SGD for 5 nights

4.93 out of 5 average rating, 149 reviews

Guest favourite

Home in Kenosha

Bekahs Boho House

2 bedrooms, 3 beds, 1 bathroom

1–6 Oct

$1,312 SGD for 5 nights

4.87 out of 5 average rating, 78 reviews

Hotel room in Zion

Peaceful Boutique Stay w/ Balcony, Library & Games

1 bedroom, 1 king bed, 1 bathroom

10–15 Aug

$933 SGD for 5 nights

4.8 out of 5 average rating, 5 reviews

Guest favourite

Flat in Kenosha

Designer luxury loft in perfect downtown location

1 bedroom, 1 bed, 2 bathrooms

10–15 Aug

$1,467 SGD for 5 nights

4.84 out of 5 average rating, 79 reviews

Guest favourite

Flat in Waukegan

Greenwood Loft & Rooftop

2 bedrooms, 2 beds, 1 bathroom

26 Sept – 1 Oct

$949 SGD for 5 nights

4.91 out of 5 average rating, 188 reviews

Superhost

Hotel in Waukegan

Near Naval Station Great Lakes + Breakfast & Pool

1 bedroom, 2 beds, 1 bathroom

10–15 Aug

$1,097 SGD for 5 nights

4.85 out of 5 average rating, 27 reviews

Guest favourite

Flat in Waukegan

The Rooftop Haven

2 bedrooms, 2 queen beds, 1.5 bathrooms

11–16 Sept

$1,083 SGD for 5 nights

4.95 out of 5 average rating, 148 reviews