
Holiday rentals with breakfast in Sheboygan County
Find and book unique Holiday Accommodation with Breakfast on Airbnb
Top-rated Holiday Accommodation with Breakfast in Sheboygan County
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.
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Popular amenities for Sheboygan County Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast
Guest favourite

Private room in Plymouth
4.89 out of 5 average rating, 54 reviewsNear Elkhart Lake & Kohler room #2
NicoleRating, 5 stars10 months ago
My stay at this AirBNB was fantastic. Elise did a wonderful job of making me feel at home and comfortable. I loved this beautiful farmhouse and it was filled with fresh air and positive energy. I stayed here while hiking on the Ice Age Trail and was able to take care of all my hiker chores, relax, rest, and reset for more miles the next day. I will definitely stay here again if I'm in the area in the future. The hosts are so kind and generous in the way they share their home with guests.
Guest favourite

Home in Plymouth
4.91 out of 5 average rating, 11 reviewsGarden Paradise with hot tub
MiguelRating, 5 stars22 months ago
Paige was a great host who was very responsive and allowed us to check in early which was really convenient given the day. Her home was comfortable and spacious, albeit we only stayed a night, we would have happily enjoyed her home for a longer stay.
Top Guest favourite

Home in Plymouth
5 out of 5 average rating, 10 reviewsLarge House near RA/Kohler/Golf!
AyanoRating, 5 stars1 month ago
Frances’ place was amazing. She greeted us at the beautiful house and gave us a tour, which was very much appreciated. The house is large enough for many adults, and child friendly. There are several of beds, bedrooms, and we never felt crowded in the house (9 adults and 1 child). My toddler very much appreciated all the toys in the house, board games, and loved running through the house. The daily breakfast was lovely, and delicious. There were also several snacks and treats in the kitchen which any kid or adult would love. I can’t say enough good things about Frances’ Airbnb. We can’t wait to be back!
Top Guest favourite

Home in Sheboygan
5 out of 5 average rating, 31 reviewsUnmatched Location, Views, & Style. Welcome Home!
SonjaRating, 5 stars3 weeks ago
This spacious and sublimely decorated, well-appointed, flat with gorgeous views of the Sheboygan River and Lake Michigan is immaculate, and each bedroom and bath is stocked with extra pillows, blankets, and fluffy towels. The furniture is comfortable, seems relatively new, and is not worn. Because we were due to arrive late on a very chilly night after a long flight and drive, I messaged Jill the morning of our scheduled arrival to let her know, and she made sure the place was heated and well lit when we arrived. There's very little for guests to do when checking out -Jill and crew make it easy.
Top Guest favourite

Private room in Plymouth
4.95 out of 5 average rating, 81 reviewsNear Elkhart Lake & Kohler -room #1
AmberRating, 5 stars1 month ago
Absolutely amazing place to stay and the hosts were so kind and welcoming. The place was so charming and we would definitely come back. Makes you feel at home.

Home in Sheboygan Falls
4.92 out of 5 average rating, 13 reviewsRiver Meadow Getaway in Sheboygan Falls
JohnRating, 5 stars33 months ago
Great location with quick access to all attractions in the area. Loved the calm setting of the yard and views from the house, so easy to unwind!
Top Guest favourite

Home in Sheboygan
5 out of 5 average rating, 87 reviewsRelaxing Sheboygan/Kohler Getaway
ChadRating, 5 stars1 week ago
She was very helpful, accommodating and fast responses to any questions I had. Everything was great, couldn't have had a better host. Snacks and small bfast items dor the guest and keurig cups for coffee or hot chocolate.
Bed and breakfast rentals with breakfast

Private room in Sheboygan
5 out of 5 average rating, 20 reviewsLaura's room
JudyRating, 5 stars46 months ago
This was a great find! Beautiful setting, clean, comfortable room with great amenities. The breakfasts were amazing! Nate gave great recommendations for nearby restaurants and things to do! Highly recommend!

Hotel room in Sheboygan Falls
4.95 out of 5 average rating, 42 reviewsThe Rochester Inn - Signature Two-Story Suite
TonyRating, 5 stars6 months ago
My wife and I had such an amazing time at the Rochester Inn! It was a beautiful building and the 2-story room was absolutely perfect - so clean, warm, perfectly decorated, and very private. The amenities, breakfast, communication from the owners were all spectacular. There is honestly nothing to improve - we cannot wait to go back and stay again!

Private room in Sheboygan
5 out of 5 average rating, 15 reviewsElla's room
MarkRating, 5 stars11 months ago
Mary and nate were wonderful hosts. The breakfast they served was amazing, something a five star restaurant would make. Nate was very knowledgeable and just an overall kind person that thrives on hosting. The property is breathtaking. The area is private, quiet and relaxing. It's close to town but far enough away to be peaceful. I would absolutely recommend this place to anyone looking to relax, restaurant and enjoy.

Private room in Sheboygan
4.98 out of 5 average rating, 44 reviewsDoris's room
JessicaRating, 5 stars37 months ago
amazing stay with great view and lots to do. breakfast delivered to room in morning was great.
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- Milwaukee Public Museum
- Erin Hills Golf Course
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Milwaukee Country Club
- The Bull at Pinehurst Farms Golf Course
- Heiliger Huegel Ski Club
- Bradford Beach
- Harrington Beach State Park
- Pine Hills Country Club
- Trout Springs Winery
- Sunburst
- Discovery World
- West Bend Country Club
- Blue Mound Golf and Country Club