Cottage vacation rentals in Lake Winnebago

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Top-rated cottage rentals in Lake Winnebago

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Top guest favorite

The cottage is surrounded by trees, featuring a well-maintained exterior with a shingled roof and a welcoming front path. Colorful flowers and greenery adorn the entrance, while large windows allow for ample natural light. A cozy sitting area is visible near the front door.

Cottage in Oostburg

4.97 out of 5 average rating, 297 reviews

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.

Guest favorite

Two vibrant yellow kayaks are positioned on a wooden dock, with their bright interiors visible. The serene Fox River can be seen in the background, framed by bare trees reflecting the tranquility of the surrounding nature.

Cottage in Princeton

4.96 out of 5 average rating, 208 reviews

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?

Top guest favorite

A cozy outdoor space is highlighted by a Cedar soaking hot tub and a Lava Rock fire table, both surrounded by quality patio furniture. Soft lighting from overhead strands creates a relaxing atmosphere, while a ceiling fan circulates air to enhance comfort.

Cottage in Two Rivers

4.99 out of 5 average rating, 109 reviews

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 cottage (2023). The home is conveniently located within walking distance of Neshotah Beach/Park (2 blocks). Ice Age Trail access right 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

Guest favorite

A welcoming living area features a large circular table in the center, surrounded by comfortable seating. Natural light streams through multiple windows, highlighting the wooden accents and beams in the ceiling. A bookshelf displays various items, adding warmth to the space.

Cottage in Neshkoro

4.95 out of 5 average rating, 202 reviews

Nostalgic Lakehouse with Ferry Pontoon & 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!

Superhost

A tranquil stretch of private sand beach is shown, meeting the calm waters of Green Bay. Soft golden sand is visible, and the shoreline is lined with small shells. The serene blue sky reflects on the smooth water, enhancing the peaceful atmosphere.

Cottage in Green Bay

4.85 out of 5 average rating, 101 reviews

Waterfront Cottage near Lambeau and Door County!

This cottage has a private sand beach, is on the water (bay of Green Bay) and has amazing views! It is only 13 minutes to Lambeau Field, 17 minutes to the Door County line and 37 minutes to Sturgeon Bay. Bay Beach, Children's Museum and Wildlife Sanctuary are within 1.5 miles as well. The entire bay is also a PRIME fishing area. You get access to our "Family Fun Shed" with kayaks, bikes, strollers and outdoor games for you to use, at no charge! We are also child and dog friendly as well!

Guest favorite

A scenic outdoor seating area features several black Adirondack chairs arranged around a fire pit. The expansive view of Lake Butte Des Mortes showcases a sunset with vibrant hues of orange and pink reflected on the water. Green grass adds a natural touch.

Cottage in Oshkosh

4.93 out of 5 average rating, 75 reviews

Sunset Point Lake House

Super cute, little lake house located on Lake Butte Des Mortes in Oshkosh, WI. It definitely lives up to its name— with breathtaking sunsets. Perfect spot for biking, hiking, bonfires, and relaxing. Walking distance to Wiouwash Trail. Ideal location for couples, but will sleep 4 (1 king bed & 2 twin beds). 1 little bathroom (Please note: there is not a grill on the deck or a dock for boats) insta: @yellowdoorsunsetpoint guidebook for activities in the area: https://abnb.me/i5KwYr8z8ub

Superhost

The exterior of the cottage features string lights above a patio area with a glass-top table and four chairs. A barbecue grill is positioned nearby. The cottage is surrounded by lush green grass, and a soft sunset hue provides a warm backdrop.

Cottage in Oshkosh

4.69 out of 5 average rating, 81 reviews

Kalbus Cottage Lake Winnebago

Step into the enchanting realm of our 2-bedroom lakeside cottage, Poised along the picturesque shores of Winnebago. Exclusive privileges await our guests, with access to both a convenient boat launch and the tranquil inlet harbor. Nestled within the vibrant ambiance of the Kalbus Country Harbor campground, our cottage beckons you to unwind in style. Be mindful of the "Quiet Hours" commencing at 10:30 pm, guaranteeing a peaceful atmosphere that extends seamlessly to your snug abode.

Guest favorite

An open second-floor area is depicted, showcasing a sleek wooden bookshelf filled with books and decorative items. A spacious bed is positioned near a window, while a cozy seating area with black leather sofas invites relaxation. Natural light streams through the windows, highlighting the wood flooring.

Cottage in Neshkoro

4.95 out of 5 average rating, 143 reviews

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.

Top guest favorite

A serene outdoor area features a stone patio with a table and chairs, surrounded by vibrant flowers and lush greenery. A wooden dock extends over calm water, where boats are visible. The setting offers a peaceful view of the lakeside, enhancing outdoor relaxation.

Cottage in Wautoma

4.98 out of 5 average rating, 142 reviews

Morris Lake Summer Cottage

Fully renovated, sun-filled, open concept, super clean cottage is located on the northern shore of beautiful Mount Morris chain of lakes. This 163 acre chain of 5 lakes affords endless opportunities to swim, kayak, paddle board or fish. Water skiing and tubing are allowed only on the largest of the lakes, but there are plenty of quiet, no wake hours for fishing or a relaxing boat ride. Included are 2 kayaks, paddle board, and a rowboat with a trolling motor. . .

Guest favorite

A charming cottage is located near the water's edge, framed by lush green grass and a few trees. Outdoor equipment, including kayaks and a table setup for dining, adds convenience for guests. The exterior is painted in a soft blue, enhancing its inviting appearance.

Cottage in Hustisford

4.96 out of 5 average rating, 124 reviews

Charming and Cozy Cottage on Lake Sinissippi!

Pine Shore Retreat is a charming cottage so close to the lake that you feel like you are in a houseboat! The east side location means you have fabulous sunset views, as well as swimmable, hard bottom frontage off the platform pier. It is a small space, just one bedroom, but very cozy. Comfort is the focus, with new, high-end furnishings. The stainless steel refrigerator, granite countertops and a gas range in the kitchen offer a higher end experience.

Top guest favorite

A relaxing living area features a stone fireplace as its focal point. Comfortable seating options, including a leather chair and a spacious sofa, are arranged around a rustic coffee table. Large windows allow natural light to fill the space, with glimpses of the surrounding scenery.

Cottage in Fond du Lac

4.99 out of 5 average rating, 287 reviews

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.

Top guest favorite

A serene lakeside view showcases the vibrant hues of a sunset over Lake Winnebago. Silhouetted trees line the shore, with the water reflecting the warm colors of the evening sky. The grassy foreground adds a natural element to the picturesque scene.

Cottage in Fond du Lac

4.93 out of 5 average rating, 137 reviews

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