
Holiday rentals with a fireplace in Sheboygan
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Top-rated Accommodation with Fireplace in Sheboygan
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Holiday House Rentals with a fireplace

Newly Renovated Beach Front Home in Oostburg WI
Our family stayed with our good friends for a long weekend for a total of 9 including our kids. The house layout worked out well to have our family of four on the upper level and our friendâs family of five on the lower level to give each other some privacy when needed. The sunroom on the upper level is beautiful and it was lovely for watching the sunrise! There was room for everyone at meal time and we felt we had everything we needed to eat in each night. The water pressure in the bathrooms worked well and we managed without a bath tub for the littles. The highlight was the beach where the kids enjoyed hours in the sand. It was very private and quiet, perfect for walks on the beach. Lastly, we picked the location as it was near the Kohler Andre State Park and near Sheboygan where we spent the morning at the water park. Overall an enjoyable trip!

The 2400 sq ft Plymouth Paddock near Road America!
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!

The Lakehouse on Long Lake (plus Heated Boathouse)
Absolutely loved the boat house and amazed by how much thought was put into all accommodations on the property

Growe's Guest House - just like Grandma's!
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.

The Suncatcher -Steps from Lake - Fenced Yard
The house was perfect for our trip. It looked exactly like the photos. The house was well stocked with everything we needed and was very clean and comfy. We especially appreciated all the stuff geared towards kids. We had 3 little ones who enjoyed all the toys, activities and backyard. Jessica was very responsive and helpful! We would love to stay there again!

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 sâmores. The hosts were very responsive and accommodatingâ with everything labeled around the home. Itâs 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!

Wander Back Inn to Sheboygan
The house was spacious with lots of furniture and amenities. The backyard was huge. There are yard games and games in the garage. We had a great time and will hopefully use it again in the future.
Apartment rentals with a fireplace

The Blue Cobb House
My wife and I were celebrating our 45th Wedding Anniversary- Jewel made it so special for us! And her place? WOW! Weâve stayed in AirBnbâs from Olympia to Siesta Key, from Zagreb to Dubrovnik- and Jewelâs place and her hospitality outshines them all! Beautiful accommodations, spotless, every possible provision, comfortable and supportive bed, - it was simply heavenly!!! Thanks to Jewel!!!

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.

Elegant Condo in Sheb Falls
Great place to stay for Road America.... will definitely stay here again!

Robin's Den Spacious 3brm King
Great place to stay! Easy to find and convenient place has cute character!

Lakeview Loft - 2 blocks to Lake Michigan!
Great little place in the downtown area! Host was super descriptive and professional. Space was clean. Thanks!!

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!

Cozy and Comfortable 1 bedroom
This is my second stay at this location. It is very clean and affordable. Chrissy was very responsive to my inquiries. Spacious comfortable living room and comfortable bed. Plenty of kitchen utensils. I recommend this place highly.

Downtown Sheboygan Apartment w/ Private Deck!
Was exactly like the post said. The music wasn't too loud, except in the front bedroom, but they got quieter at about midnight. Better than what you'd expect staying above a bar with live music. great place, would 100% stay again if given the chance.
Villas with a fireplace

Indigo Waters - Steps to the sand! 2BR | Sleeps 7!
This is a little piece of heaven. We will absolutely be returning to this peaceful, squeaky clean Airbnb. The location is perfect. It has all the necessities and just the right amount of amenities and everything one would need to stay home and relax. The location was perfect. You could walk or drive to the lake, restaurants, and more. Even though there are a lot of people in the condos, you could not hear anybody above or right next to us and it was memorial Day weekend Dadâs were comfy. Loved the coffee bar. Communication was top-notch. This was definitely one of our favorite Airbnbâs and we have traveled in almost every state. Canât wait to return.

Whistling Straights, EAA, NFL Draft, Road America
I would give both Kerry and her villa 10 stars if I could. Everything was outstanding and as-advertised. Kerry provided instructions for finding & accessing the house and a helpful and personalized guide to the local highlights well before our visit. She provided all of the information we needed promptly and we felt that she truly cared that we have a wonderful stay. The house is very well designed and Kerry has loaded it with all the amenities imaginable, from the basics to all the extras we could want while on a vacation at the lake. Everything was in great condition, well organized and of high quality. We could not have been more comfortable. Kerry's house is on a beautiful lot above and across the street from Lake Michigan. The grounds were in excellent condition and landscaped to provide a peaceful, pastoral and private setting. We enjoyed watching the Orioles and other birds flocking to the bird feeders off the upper deck. This was the perfect spot for our family celebration.

Wandering Waves - Lakefront | Stay on the beach!
We loved our stay at this property right in front of the beach! Dan was great to communicate with and answered the few questions/concerns promptly and thoroughly. The condo was as described & pictured - clean, spacious, and well-stocked. We used the TV to browse different streaming services and enjoyed the easily accessible fireplace. The beds were quite comfortable and the two bathrooms were great to split up. Hopefully, we will return with more family in the near future!

Perfect Paradise | 4BR Lakeview Condo w/ Jacuzzi
Great host!! Great location!! Great property!! We came in town for a golf trip and this property was a perfect location and comfortable. Nice to start each morning with a quick walk to the beach and watch the sun rise over the lake. Would definitely stay here again and would recommend it to anyone looking to stay in the area.

Luxury Retreat near Road America
Amazing Stay â Impeccably Clean and Comfortable! I had an incredible stay at this home! From the moment I walked in, I was impressed by how spotless everything was. The space was not only beautiful but also meticulously cleaned, making it feel fresh and welcoming. The host clearly takes great care in maintaining the home, and it showed in every detailâfrom the crisp linens to the sparkling kitchen and bathroom. Beyond the cleanliness, the home was well-equipped with everything I needed for a comfortable stay. The bed was super cozy, and the atmosphere was peaceful, making it easy to relax. Communication with the host was seamless, and they were friendly and responsive. I highly recommend this place to anyone looking for a top-notch Airbnb experience. I would absolutely stay here again!

Lovely Lake Lookout - Cozy Condo Steps from Lake
Danielle had a perfect place for us to stay long-term. The location is great: there are a variety of restaurants nearby, a wonderful coffee shop, the ice cream parlor opened for the season, Blue Harbour is right next door, and of course Lake Michigan. There is easy access to the beach area, including enough beach to enjoy. Our hosts were very friendly and responsive. If we had any questions or concerns, they responded immediately. When we needed to extend our stay, they worked with us to be able to do that. Fantastic hosts! The decor is warm and friendly. It definitely felt welcoming and comfortable. The only issue was with the drainage in the tubs (a bit slow), but they were addressing that, and hopefully it will be resolved. We would definitely recommend staying with Danielle!

The Cottage - Beachfront Condo on Lake Michigan
An amazing place by Lake Michigan. My family enjoyed every moment being there. The management checked with us from time to time. We really appreciate that. Not only that, I realized that I forgot a charger that I left behind. They took time to retrieve it and return it to me. Thank you so much! Iâd highly recommend the place.

Shoreline Sanctuary - 4BR|Lake Views|Beach Access
We had a fantastic time staying at Danâs place! The pictures were very accurate, unit was very clean and the views of the lake were incredible. Weâd highly recommend staying here!
Quick stats about holiday rentals with a fireplace in Sheboygan
Total rentals
90 properties
Nightly prices starting at
$100Â NZD before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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- Erin Hills Golf Course
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Bradford Beach
- The Bull at Pinehurst Farms Golf Course
- Milwaukee Country Club
- Harrington Beach State Park
- Trout Springs Winery
- Heiliger Huegel Ski Club
- West Bend Country Club
- Pine Hills Country Club
- Green Bay Country Club Sports Center
- Sunburst
- Blue Mound Golf and Country Club
- Pollock Community Water Park