Holiday rentals with lake access in Sheboygan

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!

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.

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!

Jeremy’s place was absolutely beautiful, clean, cozy, and full of charm. The home was in a perfect location, just a short walk to the water and close to all the great restaurants and attractions Sheboygan has to offer. Jeremy was an outstanding host—friendly, responsive, and truly deserving of Superhost status. I highly recommend staying here and would definitely book again!

Now that I have stayed at Jack's home @ 5 times, I can easily verify that every moment spent in that home is magical - steps away from a walk on the beach, the methodical waves lapping on the shoreline, and the majestic sunrises reflecting on the water combine to provide a therapeutic sensory experience that delivers 24 hours each day. If that isn't enough, there are fabulous coffee shops, restaurants, and bars that you can walk to as well as many others a short drive away. No - Jack does not pay me to write these reviews ... the reviews write themselves. Enjoy!

This Airbnb was one of the best we’ve ever been to! The views alone are stunning! We loved seeing the water from the beautiful living area. This house is pristine, felt airy, and was very clean. We had all the amenities we needed. It’s in the heart of everything and is walkable too. Because of its prime location, there was activity on the street but we brought sound machines with us and it was just fine. We can’t wait to come back.

The cottage is absolutely beautiful—quaint, peaceful, and right along the river which made it even prettier. Everything here was so thoughtfully prepared as it felt cozy and charming while also being fresh and comfortable. I couldn’t have asked for a better place to stay for a summer trip with my friends.

Absolutely loved the boat house and amazed by how much thought was put into all accommodations on the property

Missy and Kyle's apartment in Sheboygan was truly a great recombobulation station! The location was spectacular with only two blocks to Lake Michigan in one direction and two blocks to great dining, farmers market, coffee shops, and local shopping in the other direction. The apartment was incredibly clean, cozy, and comfortable for some rest and relaxation in-between our local adventures. It was a lovely home away from home with everything you would need to prepare meals. And in the event you've forgotten something at home, there is a good chance Missy has thought about it for you.

What a gem! I truly think this property is highly undervalued. The grounds alone are magnificent. Such a gorgeous historic home and peaceful neighborhood. It felt private and secluded yet close to everything that we needed to get to and very walkable safe area. I cannot say enough good things about this Airbnb and hope to stay there again on future trips! Thank you to our wonderful Host, Julie, who was responsive, kind, and very accommodating of us.

The property was exactly as described and perfect for our stay. Elizabeth’s place was impeccably clean and tidy. Communication was very responsive and she went out of her way to accommodate us. If you’re looking for just the right place to stay in Sheboygan then this is the place.

Danielle’s place is a wonderful location with very nice amenities. Walking distance to downtown, the river front, and the beach.

Great stay on Elkhart Lake! Located in a central location, you can walk into town for dinner and also great lake amenities right on site. We rented a boat for the day and enjoyed the pool and beach access. We also greatly appreciate Pam being one of the few places we found that is dog friendly!

Great little place in the downtown area! Host was super descriptive and professional. Space was clean. Thanks!!

Fantastic proximity to the lake and harbor...and an easy walk to Chester's Waterfront for classic burgers, brats and fries.

I’ve stayed here twice now and both times have been wonderful. The place is on the second floor, with the sweet owners below, and it is just the coziest space! My favorite thing to do is eat breakfast by the window with beautiful greenery and birds outside. Honorable mention goes to the bathtub! Many a sore muscle has been soothed after a long hike on the Ice Age Trail down the road. Carrie is awesome. She is super helpful and very quick to respond - it made me feel safe knowing they were just downstairs. Highly recommend this place!

All around a fantastic weekend at the lake with family and friends. The property was well appointed, and had beautiful landscaping in addition to the views of the lake. Being walking distance to the county park was a bonus that the kids loved.

Definitiba mente volvería a visitar esta casa, su decoración es como si estubieras serca al mar 🌊 es muy hermosa y acogedora y muy tranquila para pasar un fin de semana al orilla del lago y prender una fogata, los dueños son muy amables y siempre están al pendiente de tus nesesidades gracias por todo🙏

Lovely lake house, beautiful sunsets in the lake very peaceful. Just a few minutes to Road America Race way which was perfect for us! Thank you for letting us stay hope to see you again soon!

Such a beautiful and peaceful place. Host is very friendly and responsive. First time I’ve woken up feeling well rested in a minute, beds really helped any of our back issues. Main parking spots might not be available at first due to people parking there for ice fishing on the lake but plenty of street parking. If staying in the winter, run the water for a moment to run through any sediment in the pipes. (Not a house problem, just winter in Wisconsin.) :)

We loved the quiet location, lake views, sunset, and going out on the paddleboat.

Great place to get away for a bit! Right on the beach with a great view! Had a blast!

Great place along the lake. The beach is only two properties down. We went on a Saturday and the beach wasn't packed at all. Courtney's place was wonderful with six beds, a dog cage, a grill, and a fire pit in the back. The sunset hit the back of the house wonderfully. I had a couple questions and the host was very responsive, which I appreciate. This is only a preference, but I had wished I knew the houses were closer together and I prefer a little more privacy. Overall, my entire family and dog loved the place. Great host and great location.

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.