Beachfront holiday rentals in Sheboygan County

Our groups have been staying at Jennie's place for the last several years and always look forward to returning. The house is great for groups - lots of living and sleeping space for everyone. The set up is super fun with different floors and spaces to enjoy. The backyard is great for having a bbq or a campfire right on the lake. The area is nice and quiet as well as beautiful. Our groups are always impressed as soon as we pull up! The hosts are always available to answer quesitons and offer information and they always respond to emails/text super fast. We will definitely keep booking here!

Melissa’s place was exactly as described and perfect our weekend getaway. Melissa was extremely responsive and accommodating. We will definitely stay here again! We loved it! Our littles didn’t want to leave either and ask when we can go back to our room in the big white house!

Great place in the heart of Elkhart Lake. Close to restaurants and an easy drive to Road America.

This was the perfect getaway to enjoy the gorgeous scenery with the dogs. Cassandra was very responsive and everything was easy from booking to departure. Would definitely go back!

I can't say enough about this beautiful lake house! Greta is one of the finest hosts that I've ever come across. Timely information, quick responses, and there are so many extras!! So many toiletries, pantry, and fridge items for your comfort and convenience. We visited in October, so didn't need them, but a caddy by the rear door with suntan lotion and beach towels. Just an extremely considerate person. We enjoyed our stay very much and would love to return in the future.

We loved our stay at Curtiss Castle! This home is beautiful, clean, spacious, and just like the pictures. The neighborhood is quiet and peaceful…perfect for our winter getaway! We had no issues with our stay. Angelia was a great host and we would recommend this place to anyone!

Our family stayed with our good friends for a long weekend for a total of 9 including our kids. The house layout worked out well to have our family of four on the upper level and our friend’s family of five on the lower level to give each other some privacy when needed. The sunroom on the upper level is beautiful and it was lovely for watching the sunrise! There was room for everyone at meal time and we felt we had everything we needed to eat in each night. The water pressure in the bathrooms worked well and we managed without a bath tub for the littles. The highlight was the beach where the kids enjoyed hours in the sand. It was very private and quiet, perfect for walks on the beach. Lastly, we picked the location as it was near the Kohler Andre State Park and near Sheboygan where we spent the morning at the water park. Overall an enjoyable trip!

The lake view was beautiful. Pics don’t do justice. Very peaceful there. Definitely want to go back when it’s warmer. Was chilly and rained while my boyfriend and I were there. It was a great birthday present. The beach part is what sold me here. There is small seashells on the beach. A adorable cat was sitting with us the first day. The hosts are very friendly and responsive. Will come back again. Thank you to the both of you. A birthday I’ll never forget

Jeremy's place was just as he described. Right near the Lake Michigan beach and not very far from downtown restaurants -- and the art centers. It was a very nice place with good-sized kitchen, bedroom and living room. Plus, front and back decks with table and chairs -- and good views of the Lake. Jeremy was always proactive with instructions and inquiries about how we were settling in. His restaurant recommendations were spot on. Would highly recommend staying there.

To find a place in the middle of Sheboygan and right on the beach was fantastic. We loved the location but everything about the house was really perfect. Easy, super clean, and comfortable in every way.

I don’t think we could have found a better place to stay. Dustin and his family were incredible hosts. Very clean and cozy. The swimming hole is PERFECT! Beautiful home and views. This will definitely be somewhere we return to regularly as long as they’ll have us! Cannot recommend it enough.

I can’t recommend this amazing lakefront property enough! The location is unbeatable. It's right on the lake with stunning views and beautiful surroundings that truly made the stay feel peaceful and serene. The house itself is spacious, beautifully furnished, and immaculately clean. It felt like a home away from home, with all the comforts you could possibly need. The amenities were a real highlight, from the complimentary coffee and snacks to the thoughtful gift basket upon arrival. The hosts went above and beyond to make sure we had everything we needed, and they even provided fantastic local recommendations for dining and activities. The backyard is a dream—private lake frontage, tons of seating, lots of nature to see. It's the perfect spot to relax and unwind, and there’s plenty of space to move around inside and out.

I can't say enough about this beautiful lake house! Greta is one of the finest hosts that I've ever come across. Timely information, quick responses, and there are so many extras!! So many toiletries, pantry, and fridge items for your comfort and convenience. We visited in October, so didn't need them, but a caddy by the rear door with suntan lotion and beach towels. Just an extremely considerate person. We enjoyed our stay very much and would love to return in the future.

We loved our stay at Curtiss Castle! This home is beautiful, clean, spacious, and just like the pictures. The neighborhood is quiet and peaceful…perfect for our winter getaway! We had no issues with our stay. Angelia was a great host and we would recommend this place to anyone!

Our family stayed with our good friends for a long weekend for a total of 9 including our kids. The house layout worked out well to have our family of four on the upper level and our friend’s family of five on the lower level to give each other some privacy when needed. The sunroom on the upper level is beautiful and it was lovely for watching the sunrise! There was room for everyone at meal time and we felt we had everything we needed to eat in each night. The water pressure in the bathrooms worked well and we managed without a bath tub for the littles. The highlight was the beach where the kids enjoyed hours in the sand. It was very private and quiet, perfect for walks on the beach. Lastly, we picked the location as it was near the Kohler Andre State Park and near Sheboygan where we spent the morning at the water park. Overall an enjoyable trip!

Our groups have been staying at Jennie's place for the last several years and always look forward to returning. The house is great for groups - lots of living and sleeping space for everyone. The set up is super fun with different floors and spaces to enjoy. The backyard is great for having a bbq or a campfire right on the lake. The area is nice and quiet as well as beautiful. Our groups are always impressed as soon as we pull up! The hosts are always available to answer quesitons and offer information and they always respond to emails/text super fast. We will definitely keep booking here!

We loved our stay in Cascade! The house was beautiful and the outdoor area was so peaceful and relaxing. Carla provided helpful and clear information, and she made our stay comfortable with thoughtful extra touches. It was the perfect spot for our family vacation!

We have stayed at Shamba 4 times. It is an absolutely amazing spot on Lake Michigan. The home is lovely and very spacious. You could not ask for better views of the lake from inside or outside. The beach is literally right outside your door. Great spot for kids to play and great for walks too. Will definitely return again.

This is a gorgeous, historic lakehouse like the ones I grew up in. I adored this space. Authentic accommodations are harder and harder to find on airbnb. Sometimes, I feel like I am just looking through a west elm catalogue rather than at homes that provide memorable get aways. This house is light-filled, very comfortable, with loads of beds and tons of food options nearby. The beach is unreal. Quiet, private, and beautiful. The sand is soft and extends out into the water, no need for any protective footwear. We swam every day. Make sure to check out the lovely walking paths and hikes at Harrington Beach State Park. Don't hesitate to book. I hope we will be back some day.

We had a fantastic time staying at Dan’s place! The pictures were very accurate, unit was very clean and the views of the lake were incredible. We’d highly recommend staying here!