
Cottage holiday rentals in Winnebago County
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Top-rated cottage rentals in Winnebago County
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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 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!

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.

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.

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.

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. . .

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.

Scott's Cottage by the Wolf
Enjoy being just across the street from Wolf River in the comfort of this 1920’s era cozy cottage! Very close to downtown Fremont, just a 5 minute walk. Plenty of bars and restaurants, shopping, Webfooter’s water ski show, boat ramps, Patridge Lake and beach. 3-bedroom/1bath plus futon in enclosed porch and pullout sofa in living area. Extra parking for cars or boats. Ask us about possible use of a boat dock to tie up to across the street (small fee).

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.

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.

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
Popular amenities for cottage rentals in Winnebago County
Cottage rentals with a hot tub

Lakeside Living-Sleeps 17-Wautoma

CJ's Cozy Cottage

Fall on the lake: hot tub, firepit & cozy nights

Dockside Cottage @ Evergreen Campsites & Resort
Pet-friendly cottage rentals

Quaint Channel Cottage

Wolf River cottage, private dock, walk to bar/food

Fox River Runaway

Lake Poygan Cottage where you can Fish Hunt Ride

Lakefront Cottage with Sandy Shore & Sunset Views

Cozy Fremont Cottage on Lake Poygan + Fishing Dock

Cozy Year Round Lake Poygan Cottage

Up North Lake Escape
Private cottage rentals

Indiglo Cottage on the Pine River

Cheerful waterfront cottage right on Taylor Lake

Duck Inn on Mallard

Lovely Cottage on Trout Stream

Mt. Morris Mill Historic Creek-Front Condo

Country Lane Cottage on Waupaca Chain ‘O Lakes

Lake frontage, Swimming area, Great sunsets

Cozy Cottage at Lake Winnebago
Destinations to explore
- Rentals with a hot tub Winnebago County
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- Fitness-friendly rentals Winnebago County
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- Rentals with a fireplace Winnebago County
- Rentals with a kayak Winnebago County
- Rentals with a firepit Winnebago County
- Rentals with a washing machine and dryer Winnebago County
- Rentals with pools Winnebago County
- Pet-friendly rentals Winnebago County
- Bed and breakfasts Winnebago County
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- Family-friendly rentals Winnebago County
- Rentals with beach access Winnebago County
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