Cottage holiday rentals in Winnebago County

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Winnebago County

Guests agree: these cottages are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Private room in Menasha
5 out of 5 average rating, 6 reviews

Cottage on Lake Winnebago - Private room

My place is good for couples, solo adventurers, business travelers, and families (with kids). There are up to two bedrooms and an additional porch bedroom to choose from. This is perfect if you'd like a private room. We have two to choose from; one is upstairs with two twin beds, table 4 chairs, couch and comfy chair. The other is on the main floor with one double (full) bed. We also offer the property as yours exclusively. CHECK OUT THIS YOUTUBE VIDEO by Drone https://youtu.be/L0C7L-Lwnfg

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
4.73 out of 5 average rating, 52 reviews

Cozy Fremont Cottage on Lake Poygan + Fishing Dock

Experience lakeside serenity like never before at this charming Fremont vacation rental. Nestled on Lake Poygan's northern peninsula, this 3-bedroom, 1-bath 'Norwegian Bay Cottage' is truly an angler's dream. Musky, panfish, large and smallmouth bass, Northern pike, and more can all be found in the lake - simply grab your fishing pole and stroll down to the dock! When nighttime comes, break out the telescope and admire the stars or enjoy the cool lake air with loved ones under the moonlight.

Top guest favourite
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
4.95 out of 5 average rating, 74 reviews

Lake Poygan Cottage where you can Fish Hunt Ride

Peaceful Lake Poygan Cottage- Our property is tucked away on a quiet dead-end road with minimal traffic. Whether you're here for world-class fishing, hunting, or an ATV/UTV adventure, our home offers the perfect balance of relaxation and outdoor fun. ✅ Spacious & Well-Kept – "Very well kept and spacious... peaceful and comfortable." ✅ Quiet & Relaxing – "The neighborhood is very quiet with primarily hunters, families on holiday, and people that fish." ✅ Boat launch less then a minute away.

Top guest favourite
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, 69 reviews

Cozy Year Round Lake Poygan Cottage

Note: fall/winter 2025 we have completed some landscaping which results in dirt in the yard (mud if wet) so please be aware if you are wanting to stay when it has yet to freeze or snow on top. 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 essentials!

Superhost
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
4.72 out of 5 average rating, 92 reviews

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.

Top guest favourite
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, 22 reviews

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.

A grassy area is shown, dotted with trees providing shade. The nearby Fox River glistens under clear blue skies, with picnic tables and seating visible along the water's edge. Sunlight filters through the leaves, creating a serene outdoor environment for relaxation or meals.
Cottage in Omro

Fox River Cottage Omro

200 feet on relaxing Fox River. Breathtaking views. Only 17 miles from EAA. Offers 2 bedrooms comfortably sleeping 6. Open concept. River views from every window. Outdoors great for relaxation, fishing, great views, and meals. Sleeping areas offer comfortable beds, fresh linens, blanket and comforter. Kitchen comes with new refrigerator, stove and 7 function toaster oven/air fryer. Pots, pans, coffee maker, microwave, silverware and utensils included.

Guest favourite
A scenic outdoor seating area features several black Adirondack chairs arranged around a fire pit. The expansive view of Lake Butte Des Mortes showcases a sunset with vibrant hues of orange and pink reflected on the water. Green grass adds a natural touch.
Cottage in Oshkosh
4.94 out of 5 average rating, 78 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 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, or a dock for boats) insta: @yellowdoorsunsetpoint

The exterior of the cottage is presented with wooden shingles and surrounded by lush greenery. A wooden deck is visible in front, furnished with seating. Large windows allow natural light to enter, and a fire pit is situated on the well-maintained lawn.
Cottage in Fremont
4.52 out of 5 average rating, 25 reviews

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

Wolf River waterfront cottage with your own private dock in the slow no wake zone, weekends and holidays. Walking distance to bars, restaurants, bait shop, etc. Boat rentals close by. Miles of river and many lakes to enjoy boating, swimming and fishing. Enjoy your vacation with a 1 bedroom, 1 bath that sleeps 6! New Kitchen, new mattress's and fresh paint through out! Relax with the whole family at this peaceful place to stay.

Top guest favourite
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, 34 reviews

Fox River Runaway

Welcome to Fox River Runaway! This charming three-bedroom retreat combines modern amenities with a cozy, inviting atmosphere. Enjoy a fully equipped kitchen, relax on the spacious deck, take in the breathtaking river views, and unwind around the riverside fire pit. Conveniently located just 17 miles from EAA, it offers the perfect blend of peaceful seclusion and easy access to nearby attractions.

A king-sized bed is positioned against a wall, topped with a dark quilt. Warm light is provided by a bedside lamp on a wooden nightstand. A second lamp stands on the opposite side, illuminating the room's neutral tones and showcasing a small closet door in the background.
Cottage in Neenah
4.67 out of 5 average rating, 3 reviews

Cute cottage in town!

Cute, quaint and quiet. In town but close to parks, lake and downtown. This is one bedroom with King size bed One bath with stacked washer/dryer Living room has new sofa with firm but comfortable cushions that fold down and pop out for casual tv watching or queen size bed. There is also a dedicated work area. More pictures will be available October 6th as location is being redecorated.

Top guest favourite
The tranquil shoreline of Lake Winnebago is depicted at sunset, with calm waters reflecting soft pastel colors. A sandy beach area is visible, complemented by a cluster of rocks and lush greenery. A wooden bench is positioned nearby, inviting moments of relaxation.
Cottage in Neenah
4.93 out of 5 average rating, 500 reviews

Lake Life, year round hot tub!

Scenic Lake Winnebago located on beautiful Cowling Bay, a great place to stay anytime of the year! Great fishing year round! Awesome outdoor hangouts for a fun & relaxing vacation! Located in the country but just minutes from town! Follow lakelife1591 on Instagram for latest updates!

Popular amenities for cottage rentals in Winnebago County