Vacation rentals in Winnebago County

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Top-rated vacation rentals in Winnebago County

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

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Top guest favorite
Home in Omro
5 out of 5 average rating, 18 reviews

Fox River Fishing & Relaxation

Newly remodeled home on the Fox River. Perfect for a fishing trip, family getaway or time with your friends! This property comes with all the amenities you will need from a fish cleaning station to high speed WIFI, Spectrum TV & beds that were picked out with the utmost comfort in mind! Bring your boat and tie up to the seawall so you can jump in to fish on the Fox River and various lakes. The outdoor space is ideal for relaxation, meals, games and time by the firepit. Enjoy beautiful sunsets!

Top guest favorite
A wooden deck overlooks Sawyer Creek, featuring two metal chairs with floral cushions positioned around a small fire table. Lush greenery surrounds the area, and a dock extends into the water, providing a serene view of the natural setting.
Home in Oshkosh
5 out of 5 average rating, 72 reviews

Fenced Yard; Waterfront; Dock, Cozy & Refreshing

Take it easy at this unique and tranquil getaway. Located on Sawyer Creek; enjoy peaceful views in a quiet neighborhood. Privacy is yours with a fenced in yard & attached 2 car garage. Comfortable 2 bedrooms with Queen beds & a fully stocked kitchen, outdoor grill, 55 in Smart TV and dedicated desk area. Propane firepit, patio table & 2 kayaks, washer & dryer. Close to Wiowash Trail, resturants, UW-Oshkosh and Oshkosh Corp headquarters. EAA grounds is a short 12 minute drive. Dog friendly.

Superhost
Home in Oshkosh
5 out of 5 average rating, 4 reviews

The Goldfinch | Centrally Located Oshkosh Gem

Welcome to The Goldfinch — a warm, thoughtfully designed home blending classic character with modern comfort in a quiet Oshkosh neighborhood walking distance from restaurants and recreational trails including the river walk and Wiouwash Trail. Our home features comfortable bedrooms, a fully equipped kitchen, fast Wi-Fi, a private hot tub, and even a movie theatre. Whether you're visiting for family, work, or a weekend away, you'll find a comfortable place to relax, recharge, and feel at home.

Superhost
A cozy living area features two light-colored sofas adorned with patterned cushions. A black coffee table holds a tray with a small vase and a candle, while a soft area rug complements the space. Sheer curtains frame a window, allowing natural light to brighten the room.
Townhouse in Oshkosh
4.8 out of 5 average rating, 98 reviews

Cozy Escape • Fireplace • Near Downtown & Lake

Unwind at this cozy modern farmhouse-style duplex just minutes from Main Street & Downtown Oshkosh! Enjoy crisp fall evenings relaxing indoors by the fireplace 🔥 and make yourself at home in a warm, inviting space designed for comfort and style. Stroll to the nearby zoo, trails, and lake views at Menominee Park - or take a short drive to Lake Winnebago, the beach, and Sunnyview Expo. Whether you’re here for a weekend escape or local events, enjoy comfort, charm, and easy access to it all.

Top guest favorite
Home in Oshkosh
4.94 out of 5 average rating, 116 reviews

Leonard's Birdhouse

Welcome to the Leonards Point Bird House! This newly renovated lake home has all amenities needed for a perfect escape in Oshkosh, WI. You will experience lake views from the south side of Lake Butte Des Morts. For a quieter experience (or louder for the kids) there is a detached bunk house with its own bathroom! The Birdhouse is 10 minutes away from highway 41 and multiple stores for easy access to everything you need. Please feel free to reach out with any questions!

Top guest favorite
Home in Oshkosh
4.99 out of 5 average rating, 144 reviews

Relaxing Lakefront Getaway on Lake Butte des Morts

Relax at our spacious lakefront retreat on Lake Butte des Morts in a small and friendly neighborhood! Enjoy stunning sunsets, beautiful lake views from the bedroom, living room, and dining area, plus a private pier for fishing and relaxing. Features include a queen Sleep Number bed, gas fireplace, full kitchen, washer/dryer, fire pit, grill, and off-street parking. Near EAA, restaurants, shopping, the Wiouwash Trail, and just 40 miles from Lambeau Field. Longer stays welcome!

Guest favorite
A modern kitchen features sleek stainless steel appliances and a large countertop. Open shelving displays white dishware, while the dark walls contrast with the bright light fixtures. An archway leads into a dining area, visible in the background, enhancing the inviting layout.
Home in Oshkosh
4.9 out of 5 average rating, 30 reviews

Sky & Stream Escape

Welcome to your cozy, newly renovated retreat in Oshkosh, WI! Ideally located, it provides easy access to leisure and essentials. For water enthusiasts, boat ramps for the Fox River and Lakes Winnebago and Butte des Morts are within 5 miles. For aviation fans, the EAA Museum is also 5 miles away. Aurora Medical and the University of Wisconsin Oshkosh are within 2.5 mi, and the Outlet Shoppes are 4.5 mi away. The vibrant downtown dining scene is also readily accessible.

Top guest favorite
Guesthouse in Oshkosh
4.95 out of 5 average rating, 198 reviews

Cottage on Lake Winnebago

Furnished Cottage on Lake Winnebago with beautiful sunrises. 1 bedroom with queen bed. There is plenty of space for air mattresses in common areas. 1 queen air mattress available. One bath, full kitchen fully stocked with dining area, bring your own food to prepare. Bring your water toys or boat, launch nearby and dock access in warmer months with great fishing. Winter months, bring your snowmobile, trails nearby. Great ice fishing when lake is frozen and ice is safe.

Top guest favorite
A modern living room features a comfortable gray sofa adorned with patterned cushions. A large area rug with a chevron design anchors the space. A wall clock and artwork complement the decor, with a glimpse of the kitchen area visible in the background.
Apartment in Winneconne
4.99 out of 5 average rating, 69 reviews

Boathouse Bungalow

Enjoy a unique getaway in our historic “Boathouse Bungalow” on the Wolf River. The location could not be more perfect when visiting the scenic Fox River Valley; close to walking paths, snowmobile trails and within walking distance to downtown Winneconne. The permanent dock is in a no-wake zone, great for fishing, tying up boats or just relaxing. Located 12 miles to Oshkosh, 23 to Appleton and 48 to Lambeau. A wonderful retreat for making lasting memories.

Top guest favorite
A modern dining area features a large, marbled table surrounded by sleek black chairs. The open kitchen is visible in the background, showcasing dark cabinetry and stainless steel appliances. Natural light brightens the space, enhancing the clean lines and neutral color palette.
Home in Menasha
4.98 out of 5 average rating, 102 reviews

Perfectly Located Cozy 2 Bedroom

*Home away from home, Grocery Store and Gas Station just around the corner, for all of your basic needs. *Enjoy a stylish experience at this centrally-located place. *Quick, Easy access to highway 441 to get you where you need to be. *Green Bay (Packer Games, Resch Center, Titletown District, Epic Event Center) 25 minutes *Fox River Mall 10 minutes *Downtown Appleton 5 minutes (PAC, Mile of Music, Octoberfest) *Oshkosh 20 minutes (EAA, Outlet Mall)

Guest favorite
The exterior of a two-story house is shown, featuring a porch and a well-maintained lawn. Large windows are visible, offering natural light to the interior. Surrounding trees provide shade, and a pathway leads to the entrance, enhancing accessibility.
Apartment in Oshkosh
4.85 out of 5 average rating, 261 reviews

No Cleaning Fees! 2 Bedroom Apartment By The Lake

We’re transparent with our pricing, that’s why we don’t have cleaning fees! The price you see is the price you pay (local taxes still apply). Come stay near the heart of Oshkosh - you’ll be on the second floor with views of Lake Winnebago. If you need anything during your stay we live on-site and are only a message away. Don’t worry though, the units are completely separated so you’ll have all the privacy you desire during your stay.

Guest favorite
An open living space features warm wooden beams and a mix of modern and rustic decor. A comfortable sofa and armchair are arranged around a coffee table, while a dining area accommodates six. Natural light enters through large windows, complemented by a vintage map on the wall.
Cabin in Winneconne
4.97 out of 5 average rating, 324 reviews

Barndominium: Goats, Hot Tub, Forest & River

The Cloverland Barndominium is a thoughtfully renovated 100-year-old barn sitting on 5+ private acres of forest to explore next to a river. You'll share the land with friendly goats that you can watch from right outside your window! Outside you'll enjoy walking the trails, feeding the animals, taking the canoe down the river, making a fire in the fire pit, and exploring the forest. Escape the busy world and reset!

Popular amenities for Winnebago County vacation rentals