Vacation rentals with a fire pit in Sheboygan

We loved the house and accommodations. Host was extremely helpful and very quick to respond to any questions. Great location and spacious. Highly recommend.

Flew in for business with Acuity Insurance. Perfect place to stay. Drove up to Green Bay for the Texans vs. Packers game. Only an hour drive from the house in Sheboygan. I will definitely stay here again when I come back to town!

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!

This is our second time staying at Eric and Anna's place. They are perfect hosts! Their place is perfect, clean, roomy and just a stones throw from downtown Plymouth and Road America. We will be booking again! Thank you so much!

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

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!

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.

Very cool place! It's a farmhouse on a functioning farm! (Both of those things are quite novel to me, a city dweller.) And the panoramic views from the (very cool, circular-shaped stone) back patio, and from looking out the north side of the house, are astonishing (at least to me, a city dweller, they were!) The house is roomier than it seems at first glance, with a large variety (on both the first floor and the second floor) of bedroom/sleeping options, plus plenty of other space. Regarding the functioning farm aspect and the potential for noise, I felt it was very mild and no problem at all (a giant... cultivator?....or other farm implement thing, working the massive expanse of fields in the distance; the occasional ATV driving across said fields; all in all, quite mild from a peacefulness-interrupting perspective, and in fact added to the vibe). The interior? Rustic. Farm-y. And also with a good vibe. The street it's on? Low traffic, no semi-trucks, and silent at night. A nice stay!

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.

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.

Chris was a great host! Our other Airbnb didn’t respond to us and he was able to get us in with a same day reservation! He was very friendly, brought us a high chair and provided some local snacks for our stay! The house was spotless and the backyard and neighborhood were so cute! We will be staying with you again next time we’re in Sheboygan!

Perfect place for a quick trip to Sheboygan. Would for sure stay here again if we were back in the area! All the details were clearly communicated and even gave some great advice on places in the area to dine out.

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!

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!

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 !

A beautiful cabin inside and out. We had a great time inside and outside the cabin. Enjoying the fire and smores, the records and DVDs, and kayaks and on the lake. Pictures don't do it justice. Would love to come back one day!

Great place, great location, and no doubt our go to place when in town working. I highly recommend!

Title: A Perfect Getaway in the Woods 🌲✨ We had an incredible stay at this beautiful cabin in the woods. From the moment we arrived, we were impressed by how thoughtfully everything was prepared. The cabin itself was even more stunning than the pictures—immaculately clean, beautifully decorated, and full of cozy touches that made it feel like home. The surroundings were peaceful and private, with nature all around. We especially loved winding down by the fire in the evening. It truly felt like a retreat from everyday life. The host was responsive, kind, and made sure we had everything we needed for a comfortable stay. If you’re looking for a serene and charming place to unwind, this cabin is it. We’re already thinking about our next visit!

The accommodations were perfect for our short stay and Meghan was very responsive and helpful with our needs. We would love to visit again when we have more time to use all of the outdoor amenities.

From the time we booked we had feedback and communication, cant say enough about the attention to detail and supplies offered for our stay, comfortable, clean and just what we wanted for our getaway!! 5 star! If we could rate higher we would!!!

We had a great stay! We were in for a race event at Road America. It’s about as close to the track as we could hope for, the cabin was clean and location in front of the lake was serene. Would stay again and would definitely recommend!

This was our second time staying here and we loved it just as much as the first! It’s the perfect place to unplug in the country for a few days. The kitchen is great for cooking, the beds are very cozy, and the shower is wonderful. Our favorite part is plugging in our laptop to watch movies on the projector in the evening. Rachel and David are awesome hosts and very communicative if you need anything. Thanks for a great stay!

We had an amazing stay at Pine Dunes Cabin! The home was even better than expected—spacious yet cozy, with a beautiful rustic-modern vibe. The beds were incredibly comfortable, and there was plenty of space for our group of six to relax and enjoy. The setting is peaceful and private, just a short walk from the beach, and the decks and fire pit made for perfect evenings. One afternoon, our group walked to the beach for a cold plunge in Lake Michigan and enjoyed the hot tub afterward. The kitchen was fully stocked (we cooked several meals), and every detail felt thoughtfully considered. Jeremy was fantastic—super communicative and helpful from start to finish. We loved our stay so much we wanted to add another day, but (not surprisingly) it was fully booked! If you're looking for a peaceful and rustic yet luxurious getaway, I would highly recommend Pine Dunes. We’ll definitely look to stay again when we’re in the area.