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Search results; 667 homes in Sheboygan

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Top guest favourite

Home in Sheboygan

Modern Lakeshore Home with Treehouse

4 bedrooms, 8 beds, 3.5 bathrooms

19–24 Oct

$3,360 SGD for 5 nights

5.0 out of 5 average rating, 37 reviews

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Home in Sheboygan

Private Beach | Game Room | Near Kohler-Andrae

4 bedrooms, 5 beds, 3 bathrooms

15–20 Oct

$3,919 SGD for 5 nights

New place to stay

Photo 1 of 29

Guest favourite

Home in Sheboygan

Sheboygan Chalet | Nature, Arcade, Sauna & Hot Tub

4 bedrooms, 8 beds, 3 bathrooms

4–9 Oct

$2,715 SGD for 5 nights

4.92 out of 5 average rating, 64 reviews

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Superhost

Home in Sheboygan

Black River Retreat

4 bedrooms, 4 beds, 2 bathrooms

4–9 Oct

$1,237 SGD for 5 nights

4.83 out of 5 average rating, 48 reviews

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Guest favourite

Home in Sheboygan

Pelican Point - Private Retreat

4 bedrooms, 8 beds, 2.5 bathrooms

1–6 Oct

$4,666 SGD for 5 nights

5.0 out of 5 average rating, 8 reviews

Photo 1 of 29

Top guest favourite

Home in Oostburg

Outdoor Sauna | 6-BRs | Kohler-Andrae

6 bedrooms, 11 beds, 3.5 bathrooms

4–9 Oct

$2,955 SGD for 5 nights

5.0 out of 5 average rating, 119 reviews

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Superhost

Home in Sheboygan

Captain's Quarters | Lake Michigan views for 14

5 bedrooms, 10 beds, 3.5 bathrooms

4–9 Oct

5.0 out of 5 average rating, 4 reviews

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Top guest favourite

Guest house in Oostburg

Beach House

2 bedrooms, 2 double beds, 1 bathroom

17–22 Oct

$1,454 SGD for 5 nights

4.92 out of 5 average rating, 433 reviews

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Top guest favourite

Home in Sheboygan

Woodland Creek Retreat: explore & relax!

3 bedrooms, 3 beds, 1.5 bathrooms

1–6 Oct

$2,276 SGD for 5 nights

5.0 out of 5 average rating, 251 reviews

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Top guest favourite

Home in Sheboygan

Feel at home in this 3 bedroom, 2 bath home.

3 bedrooms, 3 beds, 2 bathrooms

1–6 Oct

$1,730 SGD for 5 nights

4.98 out of 5 average rating, 40 reviews

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Top guest favourite

Home in Sheboygan

Luxury Villa on Lake Michigan!

4 bedrooms, 7 beds, 3 bathrooms

25–30 Oct

$2,867 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 25 reviews

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Top guest favourite

Home in Sheboygan

Luxury Pool Retreat-2 Acres-Near Whistling Straits

4 bedrooms, 8 beds, 4 bathrooms

3–8 Oct

$3,911 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 17 reviews

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Home in Oostburg

Awesome Game Room-XL Beachfront HM-Pool Table, ETC

4 bedrooms, 8 beds, 3 bathrooms

16–21 Nov

$2,608 SGD for 5 nights

4.53 out of 5 average rating, 40 reviews

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Guest favourite

Home in Sheboygan

The perfect location!

3 bedrooms, 3 beds, 1.5 bathrooms

3–8 Oct

$1,271 SGD for 5 nights

4.9 out of 5 average rating, 68 reviews

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Top guest favourite

Home in Oostburg

Lakefront Blue Dune Cottage on Lake Michigan.

3 bedrooms, 3 beds, 2 bathrooms

5–10 Oct

$3,771 SGD for 5 nights

5.0 out of 5 average rating, 50 reviews

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Guest favourite

Cottage in Oostburg

October 4-8 &25-29 Still available! Book the trip!

3 bedrooms, 7 beds, 1.5 bathrooms

4–9 Oct

$2,125 SGD for 5 nights

4.97 out of 5 average rating, 60 reviews

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Top guest favourite

Home in Sheboygan

Bright and Beautiful Lake Escape

2 bedrooms, 4 beds, 1 bathroom

9–14 Oct

$2,784 SGD for 5 nights

4.96 out of 5 average rating, 128 reviews

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Guest favourite

Cottage in Random Lake

Private 3 bedroom lake house

3 bedrooms, 5 beds, 2 bathrooms

4–9 Oct

$1,218 SGD for 5 nights

Free cancellation

4.85 out of 5 average rating, 121 reviews