Holiday rentals with breakfast in Wisconsin

The Retreat: 5 Acre Log Cabin

Escape to this beautiful 5-acre country retreat, located a short drive from Lauderdale Lakes, Alpine Valley, and Lake Geneva. The cabin features two kitchens, two family rooms, a year around hot tub, a game room, an arcade, and five bedrooms with comfortable king-sized beds. The master suite also includes a steam room for added luxury. Spend your days enjoying the great outdoors with a game of beach volleyball or roasting marshmallows around a bonfire, while taking in the fresh midwestern air.

The Artists Loft - walk to Interstate park

Welcome to the Artist’s Loft — a private, 1 bedroom apartment. This bright, spacious loft comfortably sleeps up to 4 adults with a queen bed, a deep, cozy couch, and a twin daybed in the living area. You'll enjoy a fully equipped kitchen, high-speed Wi-Fi, and plenty of natural light. Located just minutes from Interstate Park, downtown shops, art galleries, and river trails, the Artist’s Loft is your cozy home base for hiking, paddling, exploring — or just relaxing. Insta @123swashington

Quiet Seclusion at Trade River Retreat Cabin

Remote, tranquil, quiet and exceedingly private getaway right on the banks of a protected river, only 1.5 hours from the Twin Cities! Even the beautiful drive there is relaxing. Enter a world of peace and calm deep in the woods. Make delicious meals in a well-stocked modern high-end kitchen, play in the river, relax in the sauna or enjoy a bonfire. This is not your typical cabin but a spiritual eco-oasis with a unique eclectic blend of modern, rustic, Native American and Japanese aesthetic.

Fall Specials at the Red Lodge-Game Room, Hot Tub!

Conveniently located amidst Southeast Wisconsin's best attractions, The Red Lodge is a contemporary-styled retreat that offers the space and family-friendly amenities to keep everyone entertained for hours. Enjoy an 👾 room, a secondary game room, hot tub, fire 🔥 pit, BBQ area, and more! Rent a boat right in the neighborhood at Lauderdale Lakes. Bike and hike Kettle Moraine State Forest. Visit Lake Geneva for golfing and shopping-a quick 20-25 min drive. Alpine Valley is minutes away!

Cozy Carriage House Loft – Walk to Lake & Downtown

Relax in this cozy Carriage House Loft, tucked in the heart of historic Port Washington. Just a mile from Lake Michigan, sandy beaches, the iconic lighthouse, marina, and the charming downtown with local dining, coffee shops, and boutique shopping. This private retreat has its own entrance and is set in a quiet neighborhood, giving you the ideal mix of seclusion and accessibility. You’re only a 30-minute drive to downtown Milwaukee, and a scenic 30 miles south of Sheboygan and Kohler.

The Loft @ The Butler Place. 1846 homestead.

The Loft at the Butler Place is a beautiful, quiet retreat set in the rural suburb of Sussex, just 30 minutes west of Milwaukee. The home is the 1846 homestead of the William Butler family, making the home older than the State of Wisconsin! The 2019 remodel of the Loft is in sophisticated farmhouse style and pays tribute to the history of the home in its furnishings, up cycled pieces, and beautiful setting. "Broken becomes blessed" both tells and compells as an invitation to all.

Lake Michigan Paradise Apartment

Private, top floor unit in a duplex on Lake Michigan w/ 900 square feet, 2 bedrooms, 1 large bathroom with shower and soaker tub, open concept living perfect for an amazing getaway. Unobstructed views of Lake Michigan. Relax on your enormous 500 square foot private deck overlooking the lake. Great for fishing. Backyard available for your furry family members. Beach is around the corner. Downtown is a 3 minute walk and has beautiful boutiques, shops, eateries, museums and more!

Grapevine Log Cabins

Grapevine Log Cabins, based in Sparta WI, offers pet friendly cabin rentals on a family dairy farm. Amenities and activities include: a walking trail, bike trail, cows in pasture, indoor and outdoor fireplaces, grills outside (there is no cooking in the cabins), Air Conditioning, Heat and firewood is supplied. Nearby activities include: canoeing, fishing, 4 wheeling, antiquing, and superb scenic sites. Pet Policy: Pets may stay with you for an extra $25 per pet/night.

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.