Holiday rentals with breakfast in Lake Winnebago

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.

Quaint Cottage in Titletown,

Cozy home near Lambeau Field. 1 Bedroom with living room, kitchen, laundry room, living room is common area which has a twin sized daybed and a twin trundle bed. .9 mile from Packers stadium. Close to downtown. 50 minutes to EAA. Great stay for Packers games and training camp. Near winerys. Peaceful area with a park 1 door away. Great backyard with a fire pit with wood on hand and comfy outdoor couch under a roof. Garage supplies a cozy Cheers/Packer Bar area with access to the backyard.

Cozy West DePere Home

Relax in this charming 3 bed, 1 bath home featuring a fully equipped kitchen, dining room, and comfortable living space. The main floor offers a master bedroom and full bath, while upstairs you’ll find two additional bedrooms plus a loft with a desk—perfect for work or study. A washer and dryer are located in the spacious unfinished basement for your convenience. This home is only 4.2 miles from Lambeau or a 10 minute drive! Please note: Airbnb travelers only. No local residents accepted.

The Chouse - Entire church home!

Enjoy your stay in a uniquely converted, well-loved 123 year old church home, a.k.a. “The Chouse.” Enjoy nearly 7,000 sq feet! Multiple staircases throughout the building (especially to restrooms). Not handicap friendly. Enjoy the spacious gathering and seating areas. Huge commercial kitchen in the Lower Level. The Chouse is complete with 5 currently available bedrooms, two full bathrooms & two half baths. Continued updates happening to this special place! Message me for questions!

Spacious/stylish, 2br loft

Lots of space in active downtown Sheboygan. Full kitchen w/essentials, washer/dryer, 1.5 baths, 2 queen, 2 twin ready for family/friends. Stocked w/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.

Birch Room-Private & Quiet,Ideal for travel worker

The Birch Room is one of two rental units available at The Mink Building in Iola, WI. The Birch Room is designed to provide a restful retreat and is ideal for third-shift contract workers, as it is very quiet. Walk to restaurants, coffee shops and a wellness studio across the street. The room includes a kitchenette with a microwave, refrigerator and coffee bar. The building amenities available to guests include: a full-size kitchen, racquetball court/yoga studio, laundry and lounge.

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.

Sunnyview Hideaway Lakeview

Welcome to our 3 Bedroom 2.5 bathroom unique and stylist escape, thoughtfully designed for comfort and creativity. Every corner features curated details-from bespoke furniture to local artwork, creating a space that feels both inspiring and relaxing. Lakeview hideaway, few seconds from sunnyview expo center, close to the highway, restaurants and attractions. You'll enjoy the perfect balance of convenience and character and a secluded wooded neighborhood away from the busy city.

Whole House on Reed Street

Enjoy being close to everything when you stay at this centrally located home. Located only a short 20 minutes away from both EAA Aviation Museum in Oshkosh and 20 minutes from Houdini Plaza in Appleton. Appleton and Oshkosh offer a variety of restaurants, shops, and entertainment. Only 40 minutes from Lambeau Field Green Bay. 1.5 miles from Lake Winnebago. Neenah has parks, a library, farmer's market, shops, and restaurants so you don't need to travel far to enjoy your stay.

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.

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.

Rosie's Place A

Hello and Welcome! Rosie's place A features a cozy newly renovated clean furnished upper apartment. Very close to everything in Oshkosh. Great for business travelers, vacationers and visiting University of Oshkosh and Hospital families. Breakfast items, fruit, coffee, tea, soda, water & snacks included. Private parking behind the house. Door code will be provided to enter. No minimum stay!