Apartment holiday rentals in Sheboygan County

Perfect location - easy check-in.

We traveled a long way from Ann Arbor, Michigan for a tennis tournament in Kohler. Being the long trip it was, Missy’s place was absolutely everything we needed to unwind and relax after the long drive & inbetween matches. Missy was super communicative, and always willing to help us if something came up for any reason. She kept everything in clean, and pristine conditions. Overall, it just felt like a home away from home. My family and I have said it repeatedly, but we’d love to come back and stay with Missy again if the opportunity arises again! Thanks again for everything Missy!

This is very good place and it’s a fantastic experience. My wife liked this place. We definitely visit next time. Best things: 1. Beautiful View 2. Breakfast is awesome 3. Hot Tub/Spa 4. Private and peace

Nice place to stay for a weekend event. Within walking distance to Lake Michigan and the area seemed nice. Space was clean and the host was helpful with any questions or issues we had. Would gladly stay again.

Andrew’s apartment was very comfortable and spacious and the location in Sheboygan is perfect. The views out the windows are lovely. Andrew was always very quick to respond and helped us immediately every time we had any questions. When we arrived we were surprised by a lovely bottle of wine as well as waters in the refrigerator. The Keurig coffee maker supplied with pods and coffee creamers was a lovely touch as well. One day I accidentally locked us out of our apartment and Andrew responded quickly, going out of his way to make a long drive to us with a spare key. There is quite a tall staircase leading up to the apartment which was not an issue for us but perhaps should be noted for those that could find it difficult. It has to be mentioned that the apartment is above a bar and along with that comes a certain amount of noise, but both Andrew and the bar manager were very respectful of that and did their best to keep the noise down. I felt a bit sad to have to leave!

Adorable decor. Convenient location. Responsive hosts. Quick snow removal. My stay was perfect.

Chris took care of me place was clean, cozy, everything you needed was supplied. perfect location with plenty of places to eat, I will definitely reach out again if I'm ever in Sheboygan. 10/10.

Beautiful place. Great amenities

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!

Ashlynn’s place was a more last minute decision, and we couldn’t have been happier with our choice. Communication was beyond great, and they were very accommodating. The place was very nice and clean. Would recommend to anyone!

Wonderful place to stay! Highly recommend.

This renovated “blast from the past” apartment was lovingly updated while still maintaining the charm of its time. Our bed was a comfortable dream and the location of the apartment in downtown Sheboygan has easy access to excellent restaurants and the highway. Martha is a great communicator and we had no issues with our stay. Having access to the garage was a major perk in snow and ice weather of winter Wisconsin. We loved it here and will stay again and thanks for the popcorn for movie night!

Clean and warm, location is definitely pretty good. Everything is as good as Jewel described in the list. Spacious and safe parking is a big plus!

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 have stayed with Ryan several times because of the great location, excellent communication, and the clean and comfortable accomodations. The space is exactly as pictured and has all the amenities you will need for a great vacation. Highly recommend!

We stayed with our eldest son and youngest grandson to attend the vintage race weekend at RA. VERY close to restaurants in Elkhart Lake and also the track. Beds were fantastic and the home is spacious. Our grandson enjoyed the swingset playground too. We ended up cooking two meals using the gas grill and deck and the kitchen was well equipped. Our grandson didn’t want to leave. Four “real” bedrooms and we will be back with more people next year. We had few questions but they were answered immediately. If you are planning to attend an RA event I highly recommend staying here. If you plan to attend the Brian Redmond vintage event next year you will be competing with us hahaha.