Holiday rentals with breakfast in Sheboygan County

Large House near Road America. Breakfast Included!

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.

J & L Country Oasis

Enjoy your stay in Howards Grove at J & L Country Oasis. We provide convenient off street parking. We are located 10 minutes from Whistling Straits Golf Course and Elkhart Lake Home of Road America, The Village of Kohler, American Club, Black Wolf Run Gulfing. close to Lake Michigan, Milwaukee and Green Bay. Are you interested in hiking or biking Kettle Moraine State Forest is only about 30 minutes from us. Have any more questions, just ask thru Airbnb or text me at Larry WAO-AJG-GMJG

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.

Doris'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.

Ella'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.

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.

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

The Rochester Inn - Signature Two-Story Suite

Welcome to The Rochester Inn, a historic hotel built in 1848, located in downtown Sheboygan Falls, WI. Our elegant & charming two-story suites are located upstairs. The first-floor sitting room is appointed with fine wood furnishings, flat-screen TV & a wet bar. Climb your private staircase leading to the bedroom with a queen-sized four-poster bed & attached bathroom, including two-person whirlpool or deep-soaking tub...truly a luxurious experience!

Settlement Suite

Stay in a spacious suite in the entire lower level of a restored historic log home originally built by immigrants. The home is located on a hill on a 7 acre property. The suite has its own private entrance. Your stay includes a full continental breakfast. Looking for privacy, peace and beauty? This is your place. Located close to Road America, Kohler, Elkhart Lake, historic Plymouth, great golf, and 5 minutes to the Kettle Moraine hiking trails.