Holiday rentals with a patio in Sheboygan

Great value! Perfect location for a racetrack visit. No frills but coffee maker and toaster and comfy beds. Great for the price. Not walking distance to anything really but easily accessible. Will stay there again happily! Thank 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.

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!

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 !

Awesome stay! Lori was very responsive, the place was extremely clean, close to the downtown. Exactly what we were looking for.

We had a great weekend at Road America and Clinton’s place was conveniently located just minutes away. It was as described, simple and very clean. The property was well kept and a beautiful setting with plenty of space to park. We basically slept and showered there and it met all our needs. In addition, Clinton was an extremely nice and responsive host. We’d definitely stay there again if visiting Road America. :-)

This was a great, top five stay for us. The apartment is the upstairs unit of an over/under, older, but updated duplex. The location is great - in a quiet area of town just a couple blocks from the river to the south, and the lake to the east. The update was of the effective and practical variety: new where necessary; everything works well! Check-in and check-out were easy. The door lock code was the last four digits of my phone number, so I knew that it had been changed for our stay. The two bedrooms are well equipped with comfortable beds, chest-of-drawers (good for extended stays), wall-mounted smart TV's, lighted closets, and multiple power outlets (they installed extended outlets using existing outlets). The only negative is the cluttered exterior front appearance. The downstairs tenants have one or more young children and there are toys and other child-related items scattered about. This did not impact our stay, though. Thanks Doug and Darja

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!

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!

This house is amazing!! Sparkly clean. It has beautiful natural daylight, and you can open all the windows to feel a nice breeze during the day. It’s well-stocked and has supplies for the beach, which was a major plus! Jill is very nice and was easy to get ahold of!

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.

Loved our stay! Super clean and comfortable. The basement games were a fun perk. 10/10 would stay at Neil’s again!

We had a great stay at The Orchard House Retreat. The property is as described, looks like the pictures and had everything we needed. The kids especially loved all the toys and books! The house is 5 min to the State Park beach and 10 min from downtown. We loved having the backyard, the furniture was well taken care of and the fire pit was perfect for s’mores. The hosts were very responsive and accommodating— with everything labeled around the home. It’s also a great layout for bigger families /groups with 2 bedrooms upstairs, 1 on the main floor and 1 in the basement.

This was my second work trip this year to Sheboygan from Portland, OR, and my second time staying in Brenda and Brian's absolutely lovely home. Each time I've brought 3 colleagues with me, and we've decided it's the only place we ever want to stay while in town. It's beautifully and luxuriously updated while also being super comfy, in an quiet and quaint neighborhood just a block from the beach and minutes away from the city's charming attractions and perfect home base for exploring the region. We stayed nearly a week this time out, giving us time to truly appreciate all the thoughtful details that make the home so special. Brenda is such a gracious and personable host, generously offering insider's tips on best places for food and shopping. Sheboygan is a lovely city, can't imagine a better place to enjoy time there for work or leisure. Highly recommended. Thanks again, Brenda!

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.

The accommodations were perfect for a large gathering. Lots to see and do just within walking distance. Beautiful location and the space was perfect for our family gathering. Great home with all you needs. Lovely bedrooms with very comfortable beds. Great time was had here Sally

Ahmed’s place was perfect for a little girl’s weekend! Walkable distance to great restaurants and cafes as well as the riverfront! Lots of room to hangout and cook in the kitchen and spacious master bedroom! Would definitely recommend to anyone coming to Sheboygan!

Awesome place!

Jackie is so friendly! Completely accommodating and helpful . A very nice , clean and peaceful place to stay ! Definitely would stay there again and highly recommend!

I came for the IMSA race and everywhere was booked. Found this place and was very happy! The price was what I found to be the right price and the place was perfect. It was very comfortable and clean with everything you need. I met the owner personally and they were very friendly and welcoming. For next year’s race, I will be back :)

Great location for what we needed. We miss the lake, so it was wonderful to sit in front to see and hear it. Perfectly clean and comfortable. Quickly responded when we had a question. Hope to return next year. Thank you

A true gem in the heart of sweet little Elkhart Lake. What a great find! I will be back. Thank you Andrew for the great hosting and place to stay.