Apartment vacation rentals in Sheboygan

Patrick was a phenomenal host who went above and beyond to make our Ryder Cup experience unforgettable!!! The residence was clean, stocked, and in a VERY nice neighborhood!!!! I highly recommend Patrick to anyone who is going to the Sheboygan area!!!

Our host was very accommodating and easy to communicate with. Place was exactly as described. Could not ask for a better place to stay while visiting Road America!

Michelle's place was one of the best Airbnbs we've stayed at! Her apartment was perfect for our family of 4. It was clean, comfortable, nicely decorated, and had extra touches, like water, snacks, and duck food. The location of her place was perfect. Walkable to Deland Park Beach, the red lighthouse, and Blast ice cream. It was 5 minutes away by car to South Pier which has shops and restaurants by the river. Sheboygan was a great place to relax for our family. I cannot recommend Michelle's place more!

Such a lovely, peaceful apartment! Had everything we needed and was a really pleasant overnight stay. Ellen was communicative and responsive. Would stay here again!

We stayed here for an extended weekend trip and this was our first time in the area. The location was an easy walk to the American club and the shops woodlake Kohler. Drive to both Sheboygan and road America were also quick. The stay itself was great. I've never had such an easy time getting in and settling in. The place was very cozy and honestly looked better in person. The pictures didn't do it justice! Kristine was very warm, welcoming, and incredibly responsive. If we're ever back in the area, we'll have to stay at one of her other locations.

Clinton was there to great us when we arrived, which was almost 9pm. He showed us around the apartment and had the air on so the apartment was very comfortable. (It was a 94° day)

This is my second stay at this location. It is very clean and affordable. Chrissy was very responsive to my inquiries. Spacious comfortable living room and comfortable bed. Plenty of kitchen utensils. I recommend this place highly.

Simply a super cute, cozy and comfy place to stay in Sheboygan! It’s well designed with a very comfortable bed. I highly recommend.

Cheryl was very responsive.

Thank you for the hospitality. Always nice to be close to the Brown Baer for a Crunchwrap and a drinkie. Looking forward to next time.

Eric’s place was wonderful! The location was fantastic. Walking distance to downtown, and close to the water. Though we were arriving late, Eric reached out to let us know we could come in early. His communication was excellent prior, during, and after our stay. I would definitely stay here again!

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.

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

Amazing place to relax , Mary was very nice and friendly, she made us feel at home , the loft is beautiful and we enjoyed the place so much that 2 nights were not enough, we could have stayed more nights as Sheboygan has so many things to offer , I really enjoyed the sunrise and watching the pristine Lake Michigan on the deck , breathtaking views !!!

We stayed at Chris’s place to visit nearby family with our two children and dog. The apartment was perfect for us: comfy beds and sofas; well-stocked kitchen; loads of games and books for entertainment. Lake Michigan is blocks away, and we took several (longish) walks to the beach and downtown shopping. Chris was quick to return texts, and he was a great host. 10/10 would return!

Connie and rich were amazing host . They showed love and kindness to us . If I need a place in kewaskum again i definitely would rent the place out again . Very beautiful place !

My wife and I were celebrating our 45th Wedding Anniversary- Jewel made it so special for us! And her place? WOW! We’ve stayed in AirBnb’s from Olympia to Siesta Key, from Zagreb to Dubrovnik- and Jewel’s place and her hospitality outshines them all! Beautiful accommodations, spotless, every possible provision, comfortable and supportive bed, - it was simply heavenly!!! Thanks to Jewel!!!

Kristine was an amazing hope with such thoughtful touches. She personalized our stay perfectly after a brief conversation. She had perfect recommendations and was such a kind, considerate person. And that’s not even to mention how amazing the space was!! Such amazing mattresses, perfect decor and the best decor in any airbnb ever. Classic, classy Midwestern living through and through!!

We absolutely love this place! Will definitely come back. The place is very comfortable; we felt right at home and had everything we needed for our stay. The hosts are very friendly and accommodating. Thank you Ryan!

Have stayed since 2018. Joel and Becky are excellent hosts. House feels like staying with family! Highly recommend!