Cottage holiday rentals in Winnebago County

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!

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

Kickback~Boat~Fish~Relax | Lake Poygan 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!

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.

Quaint Channel Cottage

This renovated (2024) ranch style, 2 bedroom, 1 bath house is located on a quiet channel in Winneconne, Wisconsin. Our beautiful channel leads you right out to Lake Winneconne, where you have access to the Wolf River Chain System which is perfect for fishing and recreational activities. Lots of restaurants and bars located up and down the lake system. This cottage is perfect for rest, relaxation and family time. We hope you enjoy your time at this cottage as much as we do.

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.

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