Vacation rentals with outdoor seating in Sheboygan

This is the second time I stayed at Chelsea’s house. It is the perfect location for the beach, the river and the downtown Sheboygan area and also super close to Kohler for the spa and food and wine festival! Perfect cozy home for a girls trip or a family get away!

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

The place was clean, nice and good amenities. Mary was responsive to our questions and very helpful. We were there for the SCCA Championship races at Road America ! We Left at 7am and returned at 10pm everyday. We did enjoy it. We only wish the upstairs bathroom had a shower instead of a soaking tub. (Since 4 guys all trying to take a shower before rushing off to sleep. Very nice place.

Felt like we were staying at a family members home. Very cozy and peaceful setting. We brought our dogs and they loved the large and fenced backyard. Plenty of space in the large bedrooms and living room. Kitchen had everything you could possibly need to cook anything you wanted. Host provided thoughtful treats for the dogs, and beverages and coffee. Even had prepared ice balls for beverages that was a nice touch. We loved our stay, worked great for our needs and would return again in the future if needed.

This place is suitable for a small family or a few adults. Very clean and well thought-out amenities made it quite attractive. Because we were very busy at Road America every day, we did not have an opportunity to use the kitchen except to make coffee, but had we wanted to cook, I'm sure we would have found everything needed. The only "warning" is that anyone with some mobility issues might find the stairway to the second floor a bit daunting. If we need a place in the area again, we would likely choose this house again.

I had so much fun for a girls weekend at this house. The entire stay was very comfortable and the house is gorgeous. So fun to be right in the beach. Will have to come back again!

Second time staying at Joe and Alyssa's place. Great area, close to the racetrack for track heads like me, but far enough away where noise isn't an issue. Will be back again I'm sure!

We couldn’t have asked for a more accommodating, clean place! Everyone in the group commented that we found “the spot” if we ever revisit Elkhart Lake. The house was spacious, clean, and well stocked with everything we needed. Even a charcoal grill that was put to use. Thank you! Hopefully it will be available should our race group come up to Road America again.

We enjoyed our stay. It was clean just like the photos.

We loved her cozy place, and the nature parks close by as well as the little shops in Port Washington. Julie have me feedback on questions ahead of time, and was so kind. 💕😊

What a wonderful place for my sisters and I to meet up in Port Washington. It's cozy and clean with comfy beds. The kitchen was well stocked with all the pots, pans and coffee equipment we desired. It's walkable to cafes and restaurants and a cute little resale shop. We would definitely stay there again!

My family had a wonderful stay at Michelle's! The apartment was clean, very comfortable, well located. We'd happily stay there on our next trip!

Ashlynn was very kind and helpful. We arrived late at somehow the code wasn’t working for us but thankfully she was alerted to it and was able to assist. I felt badly about waking her up but she was so kind about it. The place was beautiful and bed was great. If in the area definitely a great spot to stay.

We had an amazing stay!!! Ellen was extremely friendly, welcoming and made you feel right at home. The place was in spotless condition and it’s very apparent the owner takes top notch care of the unit! The unit was actually much larger and spacious compared to what I was expecting. Everything you need for a comfortable stay.. and more! You will not be disappointed with anything in this rental, that’s a guarantee!! Thank you, Ellen!

Nice place in a great area. Walking distance to everything you could need. Great views from the living room. We would stay here again for sure

We have stayed here before and it is always a pleasure—like staying a real home, cozy and personable. The chocolate cookies are a treat after a long drive, and you can walk down the hill to the lake front in 5 minutes.

this was the perfect place for our stay. we wanted a condo with a hot tub so we could relax and hang out. our plan was to spend a good amount of time hanging out and chilling at the BNB, and just go to a couple different places around Sheboygan. this condo was perfect for that. I have no complaints, this place was perfect. if I ever return to Sheboygan, we'll definitely be looking to stay here again.

Brian’s instructions to check in was very good. The condo was very clean and the views were great. Short walks to great restaurants and the beach. Every night we ended our day sitting on the patio looking out at the lake. Definitely a place I’d rent again when I visit Sheboygan.

Susan was exceptionally responsive and inviting. She let us arrive early for our Mother's celebration of life weekend. It was easy to find once you figured out the address and unit numbers. Parking was ideal and plentiful. You can see the beach and lake from the walk out balcony.

Nice, comfortable condo. Easy parking, elevator, cozy.

Debbie was super responsive from day 1 onward. Really enjoyed working with her for our 6-day stay. The place was nice and warm despite the sub-zero temps we had when there. Bed was comfortable and lots of hot water for showers. New appliances so meals in were easy. All in all a great place to stay. Thank you Debbie.

Ryan was a fantastic host! Very responsive, communicated clearly, and kind. Great space! Super clean, well stocked, and amazing waterfront location. So thankful to have found a great spot that now holds some of my most precious memories in from my bachelorette weekend.

We loved everything about this stay. Janelle has created a very beautiful space with absolutely everything we needed for a peaceful vacation. It is spacious and immaculately clean. The location is priceless. We had an easy walk to Lake Michigan, great restaurants, fun shops, and great coffee. We will definitely be back!

We enjoyed our stay. She was very responsive and the location can't be located in a better spot. Will definitely stay again.