Vacation rentals in Sheboygan
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Top-rated holiday rentals in Sheboygan
Guests agree: these stays are highly rated for location, cleanliness, and more.
Guest favourite
Cottage in Oostburg
Sandalwood Cottage - 300 Feet From Lake Michigan
A HIDEAWAY one mile East of I-43 nestled in beautiful wooded acreage across from Lake Michigan, on a private drive. Just South of Sheboygan. Close by: Whistling Straits & PGA golf courses. Ice Age Trail in the Kettle Moraine, Elkhart Lake - Road America, Charter Fishing, Kohler Andrae State Park, Several State & local beaches, & several 5 star restaurants. 2 hours & 20 min from Chicago. 45 min from Milwaukee, 65 min from Green Bay. Rest, Relax and Unwind in the tranquil setting at Sandalwood.
8 – 15 Nov
4.97 out of 5 average rating, 227 reviews
Guest favourite
Apartment in Sheboygan
Modern Upstairs Apt - Steps from Lake Michigan
Have you ever wondered what Lake Life is like? Here is your chance!
This is 1 of 2 AirBnB units in this cute duplex
Come stay in this beautiful upper apartment located just one block from Lake Michigan. Take a quick walk to the lake in the morning to jump on your fishing boat or take the family to the beach in the afternoon!
Located close to shopping and many local bars and restaurants within walking distance. You'll find relaxation and a great time here at the heart of Sheboygan's Shoreline!
31 Jan – 7 Feb
5.0 out of 5 average rating, 81 reviews
Guest favourite
Apartment in Sheboygan
Quaint Blast from the Past - walk to lake/8th st
Renovated 1930's home located in the historic downtown district within walking distance of breathtaking views of Lake Michigan, trails, parks, shopping, dining, Kohler Art Museum, Children's Museum and more! You will enjoy the 1200 square foot, two bedroom renovated upper unit of this historic home. Great care was taken to keep the old world charm. We know you will enjoy our "Blast from the Past" as you play records, tapes, and cd's. Send inquiry on big discounts on stays ore than 2 days!
15 – 22 Apr
5.0 out of 5 average rating, 33 reviews
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Quick stats about holiday rentals in Sheboygan
Total rentals | 250 properties |
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Rentals with dedicated workspaces | 120 properties have a dedicated workspace |
Pet-friendly rentals | 70 properties allow pets |
Family-friendly rentals | 200 properties are a good fit for families |
Total number of reviews | 9.2K reviews |
Nightly prices starting at | $30 AUD before taxes and fees |
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