Cottage vacation rentals in Winnebago County

4.85 out of 5 average rating, 141 reviews

A quaint cottage with red siding is shown beside a large deck area, surrounded by greenery. A path leads to the entrance, while seating arrangements, including chairs and a dining table, are positioned on the deck. The setting appears tranquil and inviting.

Cottage in Princeton

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.

4.96 out of 5 average rating, 214 reviews

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

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?

4.95 out of 5 average rating, 214 reviews

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

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!

4.91 out of 5 average rating, 43 reviews

A serene sunset over Lake Winnebago is captured, with the sun dipping below the horizon. Silhouettes of trees frame the scene, and the calm water reflects hues of orange and blue. A grassy area leads to a wooden dock in the distance.

Cottage in Fond du Lac

Private Beach at Lakefront Cottage

On the shores of Lake Winnebago, this cozy cottage is the perfect escape from the hustle of everyday life. From morning coffees on the dock to evening strolls along the water, every moment spent here will be one to remember. Whether you're seeking a peaceful retreat or an active outdoor adventure, this cottage offers the ideal setting for creating lasting memories. Let this cottage be your home away from home as you explore nearby apple orchards, wineries, sledding hills, and hiking trails.

4.71 out of 5 average rating, 90 reviews

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

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.

4.81 out of 5 average rating, 48 reviews

A charming yellow cottage is surrounded by towering pine trees within a spacious yard. Sunlight filters through the branches, illuminating the greenery. The area offers a peaceful setting, providing an inviting space for relaxation and outdoor activities.

Cottage in Wautoma

TOWERING PINES! Charming 2 bedroom cottage WAUTOMA

This charming cottage is nestled between beautiful Irogami and Silver Lake. Centrally located within walking distance of the locally famous Silvercryst supper club. You can feel the tranquility as soon as you step outside into the 1/2 acre yard. A short walk from two boat launches on Irogami. This is the perfect get away location with golf courses, parks, supper clubs, fishing, & shopping nearby. Our cottage is a comfortable stay in a central location. A great getaway spot for all!

4.95 out of 5 average rating, 148 reviews

A cozy seating area showcases a wood-burning stove set against a rustic brick wall. A warm plaid blanket is draped over a plush sofa, while a small side table holds a book and a glass of wine. Soft light filters through large windows, highlighting the inviting atmosphere.

Cottage in Neshkoro

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.

4.98 out of 5 average rating, 143 reviews

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

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. . .

4.82 out of 5 average rating, 114 reviews

An exterior view of a yellow, single-story cottage features large windows on three sides, allowing abundant natural light. A door leads to a covered entrance, with a grill and fire pit situated on the porch. Surrounding trees provide a sense of privacy.

Cottage in Markesan

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.

4.99 out of 5 average rating, 289 reviews

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

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.

4.98 out of 5 average rating, 49 reviews

A cozy living area features a wood-burning fireplace with a stone surround and a flat-screen TV mounted above. A blue sofa is complemented by a woven coffee table and decorative items on built-in shelves, while large windows offer views of the lake and bring in natural light.

Cottage in Wautoma

Pet-Friendly Retreat: Cozy Fireplace & Game Shed

Experience fall at Big Silver Lake Retreat, a cozy lakefront getaway where colorful leaves reflect on the water and crisp evenings invite fireside relaxation. With 3 bedrooms sleeping 7, a wood-burning fireplace, firepit, deck for lounging, and family- and dog-friendly amenities, it’s perfect for couples, families, or friends. Enjoy kayaking, paddleboarding, fishing, or simply savoring autumn views from your lakeside retreat.