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Search results; 569 homes in Sheboygan

Top guest favourite
Home in Sheboygan
Boutique Wellness Retreat - Hot Tub and Fireplace
2 bedrooms, 3 beds, 1 private bathroom
9–14 Aug
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4.97 out of 5 average rating, 274 reviews
Top guest favourite
Home in Sheboygan
Family Cottage, Walk to the lake (pet friendly)
5.0 out of 5 average rating, 45 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
23–28 Aug
Top guest favourite
Room in Sheboygan
Relaxing 1946 Bungalow-Private room/bathroom
4.94 out of 5 average rating, 313 reviews, 1 queen bed, 1 bathroom
17–22 Aug
Guest favourite
Home in Sheboygan
Sheboygan Riverside Condo
4.92 out of 5 average rating, 72 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
9–14 Aug
Top guest favourite
Apartment in Sheboygan
Riverfront Condo Steps to Dining & Lake Michigan
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
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Home in Sheboygan
Luxury Pool Retreat-2 Acres-Near Whistling Straits
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 8 beds, 4 bathrooms
7–12 Sept
Guest favourite
Flat in Sheboygan
Sheboygan Surf House - Jetties
4.84 out of 5 average rating, 254 reviews, 1 bed, 1 bathroom
17–22 Aug
Top guest favourite
Home in Sheboygan
Sheboygan's Great Lakes House
5.0 out of 5 average rating, 82 reviews, 4 bedrooms, 5 beds, 1.5 bathrooms
23–28 Aug
Top guest favourite
Apartment in Sheboygan
Ellis District Urban Lake Condo
4.96 out of 5 average rating, 73 reviews, 2 bedrooms, 5 beds, 1 bathroom
22–27 Sept
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Home in Sheboygan
Eve’s Place by beach 2 kings 1 queen + Pack’n Play
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Guest suite in Sheboygan
Unmatched Location, Views, & Style. Welcome Home!
5.0 out of 5 average rating, 73 reviews, 3 bedrooms, 4 beds, 3 bathrooms
16–21 Aug
Top guest favourite
Flat in Sheboygan
NEW Riverfront Loft - Fantastic location
5.0 out of 5 average rating, 34 reviews, 1 bedroom, 4 beds, 1 bathroom
30 Aug – 4 Sept
Home in Sheboygan
Sheboygan Ranch w/your own private pool
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Home in Sheboygan
River Home Getaway with River Access - Sleeps 8
4.95 out of 5 average rating, 360 reviews, 4 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
Guest favourite
Home in Sheboygan
Relax & Play- Walking distance to food & drinks
4.95 out of 5 average rating, 39 reviews, 4 bedrooms, 8 beds, 2 bathrooms
16–21 Aug
Home in Cascade
Three bedroom lake home Road America, Kohler golf
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 6 beds, 1 bathroom
13–18 Sept
Top guest favourite
Home in Sheboygan
Luxury Villa on Lake Michigan!
5.0 out of 5 average rating, 19 reviews, 4 bedrooms, 7 beds, 3 bathrooms
29 Aug – 3 Sept
Home in Sheboygan
Blue Horizons Hideaway— Close to Downtown & Marina
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 3 bathrooms
16–21 Aug
Guest favourite
Villa in Sheboygan
The Cottage - Beachfront Condo on Lake Michigan
4.95 out of 5 average rating, 43 reviews, 2 bedrooms, 5 beds, 2 bathrooms
16–21 Aug