Cottage holiday rentals in Lake Winnebago

Sandalwood Cottage - 300 Feet From Lake Michigan

A HIDEAWAY one mile East of I-43 nestled in beautiful wooded acreage across from Lake Michigan, on a private drive. Just South of Sheboygan. Close by: Whistling Straits & PGA golf courses. Ice Age Trail in the Kettle Moraine, Elkhart Lake - Road America, Charter Fishing, Kohler Andrae State Park, Several State & local beaches, & several 5 star restaurants. 2 hours & 20 min from Chicago. 45 min from Milwaukee, 65 min from Green Bay. Rest, Relax and Unwind in the tranquil setting at Sandalwood.

Cedar Soaking Hot Tub / King BED / No Cleaning Fee

*No Cleaning Fees added to end cost! 🌟Licensed by County. Welcome to Sandy Bay LakeHouse. Listen to the waves of Lake MI~2 blocks away~in this newly built 2BR/1BA home (2023). The home is conveniently located within walking distance of Neshotah Beach/Park (2 blocks). Ice Age Trail access directly across street ~ Walsh Field across street. Outdoor Cedar Soaking Hot Tub, along with Lava Firetop table & quality outdoor furniture ensures your time at Sandy Bay Lake House is relaxing & memorable

Charming Country Cottage

Located on a quiet country road, our quaint little cottage is a lovely place to unwind, make memories, and embrace the simpler life. Featuring an open concept first floor with a cozy living space, an electric fireplace, and a well stocked kitchen. We have been working hard to create a comfortable and inviting atmosphere. Important: the cottage is located next to our home on 5 acres, if you are looking for seclusion, keep looking. We are a large work at home family. You will see and hear us.

RiverFront Cottage>Private Pier>Firepit & Wildlife

Cute little cottage located right on the Fox River overlooking the peacefulness nature has to offer. Enjoy your very own private dock as well as 200 feet of river frontage surrounded by tall mature trees. Be submerged by the community of fishermen (& women) located on Puckaway Lake, surround yourself with wildlife, or paddle down the Fox River. Soak up the sun on the dock or learn how to build the best fire in the fire pit! The adventure is all around you! Which one will you be choosing?

Nostalgic Lakehouse with VHS, Nintendo & Hot Tub

This thoughtfully restored 1960s cottage sits on peaceful Spring Lake: perfect for swimming, fishing, and creating nostalgic memories lake with your family. Outside you'll enjoy a beautiful private backyard with a hot tub, paddle/solar-powered pontoon boat, yard games, fire pit, fishing poles, and dock. Inside you'll make lifelong nostalgic memories with the huge selection of 1980/90s video games, Goosebumps books, board games & VHS films. Centrally located in an activity-filled area of WI!

Waterfront Cottage with Tower and Hot Tub!

This charming cottage is an ideal respite for your family holiday to the one-of-a-kind Green Bay, Wisconsin! Look forward to exploring this historic city, visiting iconic museums, and experiencing the vibrant Packers culture. The vacation rental home sits right on the water - offering fantastic views of the bay - and is just 10 miles from downtown. After the day's adventures, return to this cozy 3-bed, 1.5-bath house and unwind as your furry friends or children play in the waterfront yard!

Pet Friendly Antique Schoolhouse with Fenced Yard

Pond Lily is truly a unique stay; a historic schoolhouse among tranquil surroundings. Beautiful traditional craftsmanship meets all the comforts of a modern home. Pet friendly with a fenced yard. A well-stocked kitchen makes for easy home-cooked meals. The layout is ideal for small groups looking to enjoy a peaceful getaway. Snuggle up by the wood-burning fireplace in the cold months or enjoy the firepit in the warm weather. For the outdoorsman, public lands are 5 minutes away.

Cottage on the Pond - Big Green Lake

Our place is good for couples, solo adventurers, families, and furry friends (dogs limit 2 $50 fee). Enjoy the peace and beauty of the pond (sorry, no fishing) while just across the street from beautiful Green Lake. Lots of room outside for the kids to roam. Easy walk to the beach. (see satellite map picture). There is a public launch nearby and plenty of room to keep your boat on the side lawn. Hiking trails, White River Marsh, and Fox River are all nearby.

Beautiful Lake Home.

Our Beautiful two bedroom cottage is located on the shores of Lake Winnebago . Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush queen beds, 1 full bathroom, Laundry room with washer and dryer. The perfect home for a laid back group of friends, couples or a family to stay with all the comforts of being at home.

The Beach House

Cute year round home with fantastic evening sunsets on the East shore of Lake Winnebago. Enjoy the lake life with this 3 bedroom, 1.5 bath, private beach and pier, located on a private beach road and a close drive to restaurants in the surrounding area. Ideal for Walleye Weekend, EAA Convention, Road America, Green Bay Packer games, Wisconsin Badger games, Milwaukee Brewer games, Ryder Cup and more

Milk House Cottage

Once a small barn, now a unique guest house surrounded by trees and nature. A secluded setting, yet right on the edge of the city and in close proximity to three colleges. Not far to Fond du Lac Loop bike and walking trail. Also close to grocery stores and great restaurants. Explore the nature area on the property! Out of consideration of all guests NO pets are allowed.

The Little White Cabin, Fox Lake WI

This 2 bedroom rustic cottage feels like you're home at the beach. Light colors, easy comfort. Everything you would expect for a summer cottage, boat launch is close, great fishing, water skiing, jet skiing. Winters are for ice fishing and snow mobiles. Cozy comfort. If you are a hunter, this is your cabin for longer term rentals during fall/winter. LGBTQ friendly!