
Vacation rentals with a patio in Sheboygan County
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Top-rated patio rentals in Sheboygan County
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Apartment rentals with a patio

Elkhart Lake Flat - 3 Min to Road America
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!

Cactus Corner KING Apartment
We enjoyed our stay. It was clean just like the photos.

Recombobulation Station-Locally Owned Surf Escape
Missy and Kyle's apartment in Sheboygan was truly a great recombobulation station! The location was spectacular with only two blocks to Lake Michigan in one direction and two blocks to great dining, farmers market, coffee shops, and local shopping in the other direction. The apartment was incredibly clean, cozy, and comfortable for some rest and relaxation in-between our local adventures. It was a lovely home away from home with everything you would need to prepare meals. And in the event you've forgotten something at home, there is a good chance Missy has thought about it for you.

On Broadway
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.

Home away from home
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.

Resort Condo on Elkhart Lake
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!

LoriRandyParkside come see us just off I43 garage
Awesome stay! Lori was very responsive, the place was extremely clean, close to the downtown. Exactly what we were looking for.

Welcome to the farm house!
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. :-)
House rentals with a patio

The Kohler House
What everyone else has said. Perfect. We’ll be looking here first when we need to be in the area. It was like being at home without being at home. If you need a firm bed, this is not the place for you. We loved the cushy mattresses.

Norwind Ranch - Peaceful Retreat Near Road America
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!

Modern Lakeside Home with Treehouse
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!

Beachside, Chefs Kitchen, High-End Everything
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!

“On The Water” the Sheboygan River Overlook
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.

Feel at home in this 3 bedroom, 2 bath home.
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.

State Park w/ Orchard Style Yard & Pavilion
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.

Luxury 4B-2Ba Lake & Beach House
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!
Condo rentals with a patio

Modern 2 Bedroom Condo with Lake Michigan View
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.

A Glorious Getaway Sheboygan - LUX Lake Condo
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

Luxurious Artistic modern 2bed2bath condo
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!

Beach condo for 12: 4 bdrms, 2+ baths, treadmill
Awesome place!

Quiet Country Setting- Downstairs Apartment
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 :)

Crystal Cove - 2BR| Lake Views & Massage Chair
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

Siebkens 1 bedroom condo
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.

Private Beach, Pools & Full-Kitchen
Cute little airbnb in a private vacation rental community, but everyone is so close that it’s not very private. i wish i would’ve known beforehand that most businesses and some of the amenities such as the hot tub were still closed for the year… i think the price is steep for the off season since half the amenities weren’t available, but still had a nice retreat.
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- Erin Hills Golf Course
- Milwaukee Public Museum
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Bradford Beach
- Harrington Beach State Park
- Milwaukee Country Club
- The Bull at Pinehurst Farms Golf Course
- West Bend Country Club
- Pine Hills Country Club
- Trout Springs Winery
- Heiliger Huegel Ski Club
- Discovery World
- Blue Mound Golf and Country Club
- Sunburst