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Cottage vacation rentals in Lake Winnebago

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Top-rated cottage rentals in Lake Winnebago

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Superhost
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
4.85 out of 5 average rating, 146 reviews

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.

Guest favorite
A gentle landscape features blooming trees beside a calm lake, with green grass extending throughout the scene. An indoor view shows a cozy sitting area with a sectional couch and large windows allowing natural light to fill the space.
Cottage in Fremont
5 out of 5 average rating, 28 reviews

Boat~Fish~Relax | Lake Poygan Channel | Fremont WI

Looking for the perfect getaway that combines rustic charm with modern comfort? Say hello to our lovingly remodeled 1920s farmhouse, nestled right on the channel with direct access to Lake Poygan! Whether you're here to unwind, explore, or simply enjoy the magic of the area, we’ve got you covered. Features fully-equipped kitchen, 4 charming bedrooms including 1 King bed, 2 queens, a daybed with trundle, and a full-size bed - perfect for your entire squad! We can't wait to host you!

Guest favorite
A peaceful outdoor area features a wooden deck overlooking Lake Butte Des Mortes. String lights are suspended above, and a pathway leads to the water's edge. Lush greenery surrounds the space, contributing to a serene atmosphere. A pet is seated on the deck, enjoying the view.
Cottage in Oshkosh
4.94 out of 5 average rating, 81 reviews

Sunset Point Lake House

Super cute, old, little lake house located on Lake Butte Des Mortes in Oshkosh, WI. It definitely lives up to its name with the most breathtaking sunsets. Perfect spot for biking, hiking, bonfires, and relaxing. Walking distance to Wiouwash Trail. Ideal location for couples, but sleeps 4 (1 king bed & 2 twin beds). 1 little bathroom (Please note: I do not supply firewood, there is NOT a grill on the deck, and there is NOT a dock or parking for boats) insta: @yellowdoorsunsetpoint

Top guest favorite
A remodeled kitchen and living area feature neutral tones and modern appliances. Bar stools are positioned at a counter, while a washer and dryer are present nearby. A dark brown armchair and a square ottoman are set on the soft carpet beside a small coffee table.
Cottage in Fond du Lac
4.98 out of 5 average rating, 312 reviews

Cozy Guest House with Lake views.

Our remodeled two bedroom Guest House is adjacent to our Cottage and offers beautiful lake views. Access to Lake Winnebago available at near by boat launches. 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 king and queen beds, 1 full bathroom, and a fully stocked newly remodeled kitchen. Perfect getaway for some R&R with family or friends.

Guest favorite
The exterior of a spacious lakeside home is showcased, featuring large windows and a welcoming porch. A green lawn extends towards the water, accompanied by bright blue kayaks and a swing set. A tall tree provides shade, enhancing the outdoor ambiance.
Cottage in Random Lake
4.85 out of 5 average rating, 92 reviews

Private 3 bedroom lake house

A beautiful spacious 3 bedroom with sofa bed (sleeps 9 guests) with lake access just steps away from the backyard. Includes washer and dryer, all cooking amenities and a grill, 3 TVs with cable (including Netflix and Disney+ capabilities), a two person canoe n 3 kayaks, hammock, board games, and books for leisure reading. Fish off the private peer. Light the bonfire in the fire pit (firewood included) by the patio onlooking the lake. Pets are allowed with a $200 pet fee.

Top guest favorite
A yellow cottage is depicted beside Lake Poygan, surrounded by a gravel yard. A picnic table is positioned on the grass, facing the water. Trees are visible in the background, silhouetted against a colorful sunset sky.
Cottage in Winneconne
4.87 out of 5 average rating, 70 reviews

Cozy Year Round Lake Poygan Cottage

Note: winter/spring 2026 we have completed some landscaping which results in dirt in the yard (mud if wet) so please be aware if you staying prior to grass coming up. Year round this cottage gives you the ability to fish, swim, float or boat. Inside, there is plenty of space for your family, friends or couples retreat to play games, laugh or just enjoy some peace and quiet. Fishing guests can enjoy an onsite fish cleaning house equipped with all the essential.

Guest favorite
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
4.83 out of 5 average rating, 119 reviews

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.

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, 144 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

Guest favorite
A charming exterior view of the guest house features a red-tiled roof and wooden siding, surrounded by lush greenery. Two red chairs sit in the front yard, complemented by a stone pathway leading to the entrance, inviting guests to experience the natural setting.
Cottage in Fond du Lac
4.88 out of 5 average rating, 121 reviews

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.

Superhost
A rustic cottage is situated on a grassy hillside, featuring a spacious deck with white railings. Surrounding trees provide shade, while the light-colored exterior complements the natural setting. A sloped lawn leads down towards the lake, creating a welcoming outdoor space.
Cottage in Fox Lake
4.84 out of 5 average rating, 333 reviews

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!

Guest favorite
A two-story green house is framed by large trees and a manicured lawn. A spacious driveway leads to the house, which features large windows reflecting the evening light. The front porch, bordered by white railings, complements the overall inviting design.
Cottage in Green Lake
4.97 out of 5 average rating, 117 reviews

Green Lake Getaway

Though our house caters to golfers seeking an elevated lodging experience, we're also a perfect fit for families or couples looking to get away. Our tastefully designed home can be treated as a serene couples retreat in the colder seasons or a sweet base camp for a golf trip. Friends, couples, families, nature enthusiasts, swimmers, golfers, etc. - all are welcome.

Top guest favorite
A charming cottage is displayed, featuring a distinctive roof with a decorative cupola. Large windows provide ample natural light, and a lush green lawn surrounds the building. The exterior showcases a blend of blue and white siding, harmonizing with the natural landscape.
Cottage in Beaver Dam
4.94 out of 5 average rating, 35 reviews

Sunset Bay Hideaway

This cute little cottage is on Beaver Dam Lake. The bay is appropriately named for its spectacular sunsets! There is a lot packed into this space. The cottage is perfect for two people but can hold 3 with prior approval of host. Located between Madison, Milwaukee, Fond du Lac, and Oshkosh. Owner on-site in neighboring home.

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