
Vacation rentals with a fireplace in Sheboygan
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Top-rated fireplace rentals in Sheboygan
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House rentals with a fireplace

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!

Lakefront Blue Dune Cottage on Lake Michigan
I can't say enough about this beautiful lake house! Greta is one of the finest hosts that I've ever come across. Timely information, quick responses, and there are so many extras!! So many toiletries, pantry, and fridge items for your comfort and convenience. We visited in October, so didn't need them, but a caddy by the rear door with suntan lotion and beach towels. Just an extremely considerate person. We enjoyed our stay very much and would love to return in the future.

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

SurfDaze! A Lake Michigan 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!

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.

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.

Historic Brick Charmer in the Heart of Sheboygan
We stayed with our two kids and other couple and it was the perfect amount of space. The house is clean, charming, and in a great location! The three bedrooms are all great sizes.

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!
Apartment rentals with a fireplace

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.

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.

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!

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.

New updates for long-term stays: pets, game room
This is a great place to stay in Sheboygan! Updated, close to downtown & spacious apartment! Would recommend to anyone & will be to my family when they come to town to visit!
Villa rentals 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 Dad’s were comfy. Loved the coffee bar. Communication was top-notch. This was definitely one of our favorite Airbnb‘s and we have traveled in almost every state. Can’t 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.

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.

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! I’d highly recommend the place.

Shoreline Sanctuary - 4BR|Lake Views|Beach Access
We had a fantastic time staying at Dan’s place! The pictures were very accurate, unit was very clean and the views of the lake were incredible. We’d highly recommend staying here!

Breezy Beach - 75 steps to Lake Michigan!

Wandering Waves - Lakefront | Stay on the beach!
Quick stats about vacation rentals with a fireplace in Sheboygan
Total rentals
90 properties
Nightly prices starting at
ﺩ.ﺇ220 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
- Whistling Straits Golf Course
- Kohler-Andrae State Park
- Bradford Beach
- The Bull at Pinehurst Farms Golf Course
- Harrington Beach State Park
- Milwaukee Country Club
- Heiliger Huegel Ski Club
- West Bend Country Club
- Pine Hills Country Club
- Green Bay Country Club Sports Center
- Trout Springs Winery
- Sunburst
- Pollock Community Water Park
- Blue Mound Golf and Country Club