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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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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, 292 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.

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

4.97 out of 5 average rating, 205 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 Cedar soaking hot tub emits steam, inviting relaxation. Natural wood surrounds the tub, complemented by greenery nearby. A bench offers additional seating, while decorative wall hangings add a touch of charm. Soft lighting enhances the calming atmosphere of the outdoor space.

Cottage in Two Rivers

4.99 out of 5 average rating, 104 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

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, 196 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!

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!

The viewing tower features large windows that provide a panoramic view of the bay and surrounding greenery. Soft lighting is created by decorative lanterns along the ceiling. A cozy ottoman sits on the wooden floor, complementing the warm wooden walls.

Cottage in Green Bay

4.92 out of 5 average rating, 118 reviews

⌈W a t e r f r o n t ⌋ cottage with tower!

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!

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, 141 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, 138 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. . .

The exterior of the cottage features cream-colored siding and a welcoming front porch with chairs. Inside, the bedroom exhibits a cozy layout with a double bed adorned in neutral tones and decorative pillows. A stunning sunset reflects on the lake, surrounded by gentle clouds.

Cottage in Pardeeville

4.9 out of 5 average rating, 155 reviews

Lake View Retreat

A perfect spot to escape! Just a short stroll to Park Lake with stunning sunsets. Our cozy cottage/lake view is just what you need to relax and unwind after the day's adventures. A stocked kitchen/LR with coffee, games, DVD player, DVD'S, 40” smartTV. Prime location to all things fun! Lake activities, hiking, exploring in the summer and ice fishing, downhill skiing and snowmobiling in the winter! We love sharing our space and know you will love it just as much.

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, 134 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

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

4.87 out of 5 average rating, 111 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.

Vacation rentals for every style

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A space thats all yours, with room for everyone

Popular amenities for Lake Winnebago cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

A well-organized kitchen area features wooden cabinetry and a granite countertop. Decorative nautical elements, such as oars and wall hangings, add charm. A stainless steel refrigerator is positioned beside the sink and stove, and a patterned rug is placed on the floor.

Cottage in Wautoma

5 out of 5 average rating, 15 reviews

Lakeside Living-Sleeps 17-Wautoma

A cottage is nestled in a spacious yard surrounded by lush greenery. A large deck extends from the rear, leading down to a stone patio with seating. A fire pit is situated nearby, enhancing the outdoor gathering space amidst the peaceful rural landscape.

Cottage in Neshkoro

4.81 out of 5 average rating, 36 reviews

CJ's Cozy Cottage

The exterior of a whimsical cottage is depicted, showcasing a combination of clapboard and shingle siding. A snow-covered yard features a circular fire pit, patio furniture, and a hot tub. Surrounding trees with autumn leaves create a scenic backdrop, while a clear blue sky overhead adds brightness.

Cottage in Campbellsport

4.89 out of 5 average rating, 19 reviews

Colorful Cottage w/ Hot Tub - Steps to Long Lake!

A spacious kitchen features wooden cabinetry and stainless steel appliances. A large central island with cooking utensils is provided. An adjacent dining area includes a wooden table surrounded by red chairs. Natural light brightens the space through nearby windows.

Cottage in Wild Rose

Dockside Cottage @ Evergreen Campsites & Resort

Top guest favorite

An outdoor dining table is set for four beneath a large umbrella, overlooking the tranquil waters of Little Silver Lake. Kayaks are visible along the shoreline, with lush greenery framing the lake, offering a peaceful and inviting lakeside environment.

Cottage in Wild Rose

5 out of 5 average rating, 63 reviews

Lake Life, Fire Nights, Hot Tub Vibes

Pet-friendly cottage rentals

A charming two-story house with a cheerful yellow exterior is surrounded by a white railing. Multiple windows allow natural light to fill the interior, while a wooden staircase leads up to the porch. Lush green grass and a tree provide a serene outdoor setting.

Cottage in Two Rivers

4.86 out of 5 average rating, 63 reviews

See the Lake! Hear the Waves! Steps to the Beach!

The front of the house features a blend of white and blue siding, with a steeply pitched roof. A welcoming entryway is framed by steps leading to the door, surrounded by potted flowers. A stack of firewood is neatly arranged to one side.

Cottage in Iola

4.94 out of 5 average rating, 65 reviews

Pine Grove Hideaway

A newly renovated ranch-style house is featured, set on a landscaped yard with green grass. Four red Adirondack chairs are positioned on a patio in front, under a welcoming sign. The exterior showcases light-colored siding and green shutters, contributing to a calm and inviting appearance.

Cottage in Winneconne

5 out of 5 average rating, 20 reviews

Quaint Channel Cottage

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, 75 reviews

Private 3 bedroom lake house

Top guest favorite

A tranquil river scene is captured during sunset, with expansive skies filled with soft pink and orange hues reflected on the water's surface. Lush greenery lines the riverbank, alongside a wooden dock and a seating area offering a serene spot to enjoy the views.

Cottage in Omro

5 out of 5 average rating, 32 reviews

Fox River Runaway

A charming cottage exterior is presented, featuring light gray siding and a white garage door. A gravel driveway leads to the entrance, while colorful flowers are positioned near the front. Lake views are visible beyond the cottage, framed by greenery from surrounding trees.

Cottage in Winneconne

4.94 out of 5 average rating, 68 reviews

Lake Poygan Cottage where you can Fish Hunt Ride

The view showcases a tranquil lake surrounded by trees, with the clear blue water reflecting sunlight. A wooden dock extends into the lake, alongside a grassy area featuring a seating arrangement of white chairs and a fire pit, providing a peaceful outdoor setting.

Cottage in Waupaca

5 out of 5 average rating, 8 reviews

Lakefront Cottage with Sandy Shore & Sunset Views

A charming blue cottage stands beside a calm lake, surrounded by lush green trees. The exterior features a brick chimney and multiple windows, reflecting the serene landscape. A wooden dock extends into the water, inviting moments of relaxation and connection with nature.

Cottage in Fremont

4.76 out of 5 average rating, 49 reviews

Cozy Fremont Cottage on Lake Poygan + Fishing Dock

Private cottage rentals

A lush green lawn is complemented by two lounge chairs facing a serene lake. Surrounding the area are potted plants and garden furniture, including tables and chairs, set against a backdrop of trees and blue skies with scattered clouds.

Cottage in Manitowoc

4.88 out of 5 average rating, 130 reviews

Year Round Home on English Lake in Manitowoc Cty

Top guest favorite

A stunning sunset over Green Bay displays a vibrant array of pink and purple hues in the sky. The shoreline is visible in the foreground, accompanied by silhouettes of trees and grasses that frame the peaceful waterfront scene.

Cottage in Green Bay

5 out of 5 average rating, 62 reviews

Private safe clean waterfront cottage on Green Bay

A cozy exterior of the house is surrounded by lush greenery, featuring large windows that provide views of the outdoor space. A spacious patio area is equipped with a table and several chairs, inviting relaxation while enjoying the natural surroundings.

Cottage in Green Bay

4.83 out of 5 average rating, 126 reviews

Crooked Wood Cottage

A charming single-story home features a white exterior with blue shutters framing the front entrance. A small set of steps leads to the door, surrounded by well-maintained greenery including shrubs and a lawn. A spacious window invites natural light into the interior.

Cottage in Green Bay

4.97 out of 5 average rating, 29 reviews

Pack Manor

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, 137 reviews

Charming Country Cottage

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

4.81 out of 5 average rating, 106 reviews

Cottage on the Pond - Big Green Lake

A single-story cottage is set amid lush greenery, featuring a welcoming front porch with stairs. A wooden railing surrounds the porch, and green shutters adorn the windows. Sunlight filters through the trees, creating a serene outdoor atmosphere.

Cottage in Pardeeville

4.91 out of 5 average rating, 33 reviews

3BD/Sleeps 8 - cozy cottage + lake view and access

The exterior of the house is shown, featuring a light gray facade with dark shutters and a teal front door. A wooden staircase leads to the entrance, flanked by small evergreen plants. Bright blue skies are visible above the structure.

Cottage in Algoma

4.67 out of 5 average rating, 6 reviews

Algoma dog friendly home 35 miles to Lambeau Field

Destinations to explore