Holiday rentals with breakfast in Sheboygan County

Find and book unique rentals with breakfast on Airbnb

Top-rated rentals with breakfast in Sheboygan County

Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

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Top guest favourite

Home in Sheboygan

5 out of 5 average rating, 87 reviews

Relaxing Sheboygan/Kohler Getaway

Newly remodeled townhouse with all the comforts to make you feel at home in quiet neighborhood, boasting a spacious backyard w/patio, fire pit & free parking. Amenities include well-equipped kitchen, 2 BR & 2 BA, washer/dryer, wi-fi, & smart TV. Conveniently located within minutes to Village of Kohler, Downtown Sheboygan & Lakefront, Black Wolf Run, Whistling Straits (14 min), Road America (18 min), Kohler-Andrae State Park (16 min), grocery stores, restaurants, shopping & local entertainment.

Top guest favourite

Home in Plymouth

5 out of 5 average rating, 10 reviews

Large House near RA/Kohler/Golf!

Wirewalker Family Farm is a private Bed and Breakfast nestled in the heart of Sheboygan Co. Enjoy private access to the entire 6 bed/3 bath house. Fully equipped chef's kitchen, comfortable furnishings, high end linens. Space for all to spread out in the large kitchen, family rm, sitting rm and sun rm. Dining rm seating can be expanded to seat 25. Experience the thrill of Road America, championship golf at Kohler or world class fishing, hunting and driving in the Kettle Moraine State Park.

Top guest favourite

Loft in Sheboygan

4.98 out of 5 average rating, 96 reviews

Spacious/stylish, 2br loft

Lots of space, ready-to-use kitchen w/cooking essentials, washer/dryer in unit, 1.5 baths, 2 queen, 2 twin, ready for family/friends. Stocked with home essentials. 3 Smart TVs, free WIFI. Pay-as-you-go parking lot in rear but free nights/weekends. Wonderful, walkable neighborhood near shops, restaurants, art & children’s museum, river walk & lake front (a bit further). Short drive to Kohler, Whistling Straits golf course, Shops at Woodlake & Kohler Design Center. Marcus cinema near by.

Private room in Sheboygan

5 out of 5 average rating, 20 reviews

Laura's room

Our 4-room B&B is the perfect couple's retreat, located on a working aquaponics farm on the shores of Lake Michigan. Fresh farm breakfasts are included daily. Enjoy our complimentary 9 hole golf course and foot golf course. Free wi-fi and satellite TV. Common area game room includes pool table, bar area, and satellite TV. Family friendly cottage is ideal for family reunions & parties. Event barn is available for weddings & other events from May - October. Call us for more information.

Flat in Sheboygan

4.96 out of 5 average rating, 28 reviews

Helene's room

Private room in Sheboygan

4.98 out of 5 average rating, 44 reviews

Doris's room

Top guest favourite

Flat in Sheboygan

4.98 out of 5 average rating, 139 reviews

Lovely modern two bedroom home with fire pit

Newly renovated two bedroom home just a mile from the beach and five star restaurants. Enjoy a game of golf at world class Whistling Straight. Car enthusiasts will love Elkhart Lake Road America. Salmon fishing the Great Lake Michigan or just have a relaxing time around the fire pit. There is a laundry with washer/dryer, steamer and folding table. Dogs under 30 pounds. No cats sorry. No smoking in the house. Ample street parking at the front door. Fire pit in back yard.

Top guest favourite

Home in Sheboygan

5 out of 5 average rating, 31 reviews

Unmatched Location, Views, & Style. Welcome Home!

Be in the heart of the all the action, The lake, river, marina, boardwalk, and downtown are mere steps from this newly constructed gem. The blue house on the hill is perched where the mouth of the Sheboygan River meets Lake Michigan. Take in the view mornings, evenings, and in between from the stunning kitchen, living room or sailboat shaped front porch. Entertain openly and relax at this one of a kind property. No stairs required. Ramp for easy age friendly access.

Guest favourite

Home in Plymouth

4.91 out of 5 average rating, 11 reviews

Garden Paradise with hot tub

Come relax in this nature inspired home. It’s within walking distance of downtown, yet tucked away in a quiet neighborhood. It’s only a seven minute drive to Road America. It has a shaded backyard with several gardens, a fire pit, grill, and plenty of seating. Inside is built for entertainment and comfort. We have 3 large (55”-75 “) TVs all with some included services on them as well as a bar in the rustic lower level. We provide coffee, breakfast and bar snacks.

Home in Sheboygan Falls

4.92 out of 5 average rating, 13 reviews

River Meadow Getaway in Sheboygan Falls

Welcome! Whether for work, pleasure, or something in between, please come and enjoy our country setting with city convenience. Relax at a campfire and take in the view. Walk or bike downtown for shopping and dining. Feeling adventurous? Explore the Sheboygan River meadow beyond our back yard, or kayak the gentle rapids. Excellent golf, spas, arts, and racing are within 15 minutes. Both at home and around town, we think you'll love your stay. —Ed and Amanda

Top guest favourite

Flat in Waldo

4.98 out of 5 average rating, 278 reviews

The Blue Cobb House

My place is close to 20 minutes south of Elkhart Lake and Road America. You’ll love my place because of the outdoors space, the comfy bed, and the kitchen. My place is good for couples, solo adventurers, and business travelers. The Blue Cobb House is about 15 minutes from Kohler-Andrae State Park and 30 minutes from Harrington Beach State Park. The Kettle Moraine area is just to our west and it is filled with hiking trails.