Vacation rentals in Winnebago County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Winnebago County

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

0 of 0 items showing

1 of 3 pages

Superhost

An aerial view captures the open-concept living space of the rustic cabin, featuring wooden beams and repurposed oak flooring. Bright light streams in from numerous windows, highlighting decorative rugs and cozy furnishings. A ceiling fan and antler accents complement the inviting atmosphere.

Guest suite in Winneconne

4.81 out of 5 average rating, 227 reviews

Lake Winneconne Area Cottage "CabinSong" tradition

Northwoods-ish rustic cabin: 750 sq.ft., open-concept, lotsa windows, repurposed oak floor, 3/4 bth, equipped kitchen, dining/fun bar, two decks, E &W. 1 Qn, 1 dbl bed, qn. hide-a-bed, 1 twin. Optional: qn or twin air-bed. Desk, dresser, views , cable TV, wifi, stereo, heat/AC. Access to Lake Winneconne public boat ramp, 200 yrds! On-site & off-st. parking trailers. Quiet neighborhood; 3 mi. from Winneconne; easy access to Oshkosh, Green Bay, Fox Cities. Fun, not fussy seasonal decor.

Top guest favorite

A wooden dock area is set against a backdrop of lush green grass and a wooden fence. The dock features multiple platforms extending into the water, surrounded by natural vegetation, creating a serene outdoor space ideal for relaxation or water activities.

Home in Oshkosh

5 out of 5 average rating, 38 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.

Guest favorite

The staircase is showcased from an upper perspective, featuring wooden treads and a carpet runner along the bottom. White banisters frame the stairs, leading down to a landing that connects to a well-lit area. Natural light filters in from nearby doors.

Home in Oshkosh

4.83 out of 5 average rating, 101 reviews

Jackson Farmhouse

PERFECT FOR ANY FAMILY, CONFERENCE / EVENT ATTENDEE AND YOUR GROUP! Our beautifully restored 100 YEARD OLD farm house is located on Jackson St in Oshkosh giving you quick and easy access to highway 41! **Please note this home is old and has sloping floors and a few drafts** The easy in and out driveway can hold at lease 8 cars if needed during your stay at our comfortable property. After a long day of whatever you may be in town for you'll be able to relax in your own piece of country!

Guest favorite

A modern shower space features a sleek design with grey tiled walls and a distinctive centerpiece of smooth pebbles. An adjustable showerhead is positioned overhead, and built-in shelves are available for convenient storage of toiletries.

Home in Oshkosh

4.88 out of 5 average rating, 188 reviews

Go and Go

Cozy 2 bedroom Log home. Can sleep 4-6. Across the street from Lake Winnebago. Short walk to park, zoo and boat landing. 6.5 miles to EAA grounds. Off street parking. Close to shopping, restaurants and downtown Oshkosh. Great rental for Air Show, Book now and bring your boat, jet ski, trailer, and fishing gear or just go sightseeing, dining and relaxing. Full kitchen, New Bath. Very comfortable with a great location. Perfect place to stay for family with students at UWO. Book now!

Guest favorite

A serene outdoor space features four green Adirondack chairs arranged around a fire pit, overlooking a vibrant sunset reflecting off the lake. A stone border encompasses the area, surrounded by creeping plants and a pathway leading to the water's edge.

Cottage in Oshkosh

4.93 out of 5 average rating, 71 reviews

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

Guest favorite

A modern coffee maker is positioned on a white marble surface, alongside a wooden tray. The tray holds assorted coffee and tea packets, sugar, and creamers, along with a bottle of water, providing convenient beverage options for guests.

Apartment in Neenah

4.86 out of 5 average rating, 158 reviews

Cozy and Simple Downtown Space

Enjoy this great space in a quiet safe neighborhood. One car allowed at the property! The space has comfortable beds, provided hygiene products, a smart TV and snacks + beverages. Wake up and enjoy coffee provided by us. Shops and restaurants within walking distance! Visit The Plaza downtown with ice skating, fire pits, a coffee shop and more. Great for a couples getaway. Luxury for a great price! A portion of the proceeds from bookings go to housing evacuees, refugees and veterans.

Top guest favorite

The entrance features a clean, simple door with a large window above it, allowing natural light to enter. A small planter sits on the concrete step, surrounded by a tidy garden area with mulch and greenery. A brick accent wall complements the muted grey exterior.

Home in Oshkosh

5 out of 5 average rating, 16 reviews

Cozy 2 Bedroom Home in Oshkosh

We are located about 10 minute drive from EAA AirVenture. We are only 1 mile from the Downtown Oshkosh, which hosts a great farmers' market on Saturdays and many small businesses. There are various grocery stores and restaurants within walking distance of our house. Prepare delicious meals in our fully equipped kitchen. Bedrooms are furnished with comfortable beds, and soft linens. The bathrooms are clean and stocked with fresh towels and toiletries. Family and pet friendly.

Top guest favorite

A wooden dock extends into the calm waters of Lake Winnebago, surrounded by a clear blue sky. The water reflects the light, creating a serene atmosphere. A small boat can be seen in the distance, with gentle ripples radiating from its path.

Guesthouse in Oshkosh

4.95 out of 5 average rating, 190 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 wooden dock extends into the river, featuring a single bench positioned at the end. The water reflects the vibrant blue sky and fluffy white clouds. Surrounding green trees and distant houses can be seen along the shore.

Apartment in Winneconne

4.98 out of 5 average rating, 52 reviews

Boathouse Bungalow

The Boathouse Bungalow is the uniquely perfect getaway located on the river in Winneconne, WI. This bright one bedroom apartment is located on the backside of a large and historical boathouse just a few blocks from the downtown area and features a permanent dock for use. Located in a no-wake zone, the dock is perfect for fishing or tying up a boat overnight. Also close to walking and snowmobile paths, the Boathouse Bungalow is the ultimate retreat for exploring!

Top guest favorite

A historic home features a light-colored exterior with large windows, allowing ample natural light. The entrance is framed by steps leading up to a porch, complemented by a well-maintained garden. The sky above is bright blue with scattered clouds.

Home in Oshkosh

4.92 out of 5 average rating, 216 reviews

Charming Spacious 2BDR by Downtown/Menominee/Lake

This historic and charming home is located just one block away from Menominee Park and Lake Winnebago. Menominee parks offers amusement rides, the Zoo, asphalt trails, boat tie ups, casting dock, historical interest, fishing, ice rink, picnic areas, large playgrounds, baseball fields, soccer fields, tennis/ pickle ball courts, and volley ball courts. The home boasts a lot of character and has all the amenities to make your stay comfortable and memorable.

Guest favorite

Two horses are seen grazing in a grassy field at sunset. A white horse is positioned in the foreground, while a smaller brown horse grazes nearby. The sun is setting behind trees in the background, casting a warm glow over the landscape.

Farm stay in Omro

4.9 out of 5 average rating, 79 reviews

Comfy Cabin on 170 Beautiful Acres - Come Explore!

The cabin rests on 180 acres of scenic farm wildlife habitat. The property includes an 1800s-era barn & blacksmith shop, a host of wild & domestic animals, miles of private canal with access to the Wolf & Fox Rivers, a hiking trail, garden, orchard, and much more! The farm has been the pride of our family for 6 generations. A converted grainary, the cabin features a queen bed, full kitchen, full bathroom, high-speed satellite Wifi and smart-TV.

Guest favorite

A modern firepit table is shown, featuring a square surface filled with dark stones and flames flickering at the center. The surrounding design incorporates a textured stone base, providing a cozy setting for outdoor gatherings.

Home in Oshkosh

4.87 out of 5 average rating, 239 reviews

3BR Across from Park • Watch Fireworks from Porch!

Unbeatable Fourth of July Location! 🎆 Watch Menominee Park’s spectacular fireworks burst directly overhead from the front yard or porch — one of the best views in Oshkosh, just steps from the park! This cozy, modern getaway is perfect for families, groups, or peaceful retreats. Enjoy a stylish interior, gazebo with firepit table, and unbeatable access to the lake, zoo, walking trails, and downtown Oshkosh — all just a short stroll away.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Winnebago County vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Winnebago County

A bright kitchen is showcased, featuring white appliances against a backdrop of light gray brick walls. Natural light enters through a window adorned with dark curtains, illuminating the clean countertop space. A doorway leads to another room, adding depth to the layout.

Home in Oshkosh

4.86 out of 5 average rating, 7 reviews

Month to Month Furnished Oasis: Budget Friendly! 1

StephenRating, 5 stars7 months ago

Nice place and fit my area stay for the time I was here, close to downtown and the lake side shore for a gorgeous and refreshing walk.

Guest favorite

Cottage in Neenah

4.94 out of 5 average rating, 480 reviews

Lake Life, year round hot tub!

ChelseaRating, 5 stars2 days ago

We had a great time staying at Max’s lake house! The lake was beautiful, and we were able to do a lot of swimming and kayaking. We were really impressed how nice the home was and easily found everything we needed. We stayed on the property almost the entire time but it’s also close to plenty of food options and activities. Highly recommend!

Guest favorite

Cottage in Winneconne

5 out of 5 average rating, 20 reviews

Quaint Channel Cottage

CheyenneRating, 5 stars1 month ago

Beautiful on the channel. Our family enjoyed our stay very much! Rachael was a great host and responded fast to our questions. Would definitely go back!

A modern living room features a comfortable dark sofa positioned near a television set. A floor lamp provides soft illumination. Natural light enters through the window adorned with blinds, while a light area rug enhances the space's coziness.

Apartment in Oshkosh

5 out of 5 average rating, 5 reviews

Newly Renovated Upper Unit

DanRating, 5 stars1 week ago

Nice 2 bedroom apartment & very nice kitchen. Much better than a hotel room.

Top guest favorite

A spacious patio area is visible, featuring a comfortable seating arrangement with navy blue cushions and a glass-top table. The home is designed with large floor-to-ceiling windows that offer expansive views of the surrounding greenery and landscaping. Steps lead up to the entryway from the patio.

Home in Oshkosh

5 out of 5 average rating, 23 reviews

Relaxing Lake Winnebago Waterfront Retreat

ColeRating, 5 stars2 months ago

Great place to stay. House is very large and has plenty of room for a lot of guests. Kitchen and bathrooms are all well stocked and there are a lot of extras that you won’t get at most units. It was also nice to have so many beds on each floor and the availability of the air mattress. Would highly recommend if staying in this area.

A wooden dock extends over calm water, featuring several posts with white caps. A small boat is tied to the dock, while a brick building with large windows is visible in the background. The scene is bathed in sunlight under a clear blue sky.

Apartment in Oshkosh

4.86 out of 5 average rating, 207 reviews

Quaint 2 bedroom upper apartment in duplex.

VictoriaRating, 5 stars3 weeks ago

Awesome place! Loved how well-equipped the kitchen was. Great restaurants and bars nearby. Would love to stay again

Superhost

An outdoor patio area is showcased, featuring red Adirondack chairs arranged around a fire pit. A grill is positioned nearby, and a sectional seating arrangement is visible. Lush greenery frames the space, with tall trees providing shade in the background.

Home in Oshkosh

4.74 out of 5 average rating, 99 reviews

The Parkway Paddle: Walking distance to the lake

CharlesRating, 5 stars2 days ago

Nice space for the grandkids too

Guest favorite

A serene view of a wooden dock extending over still waters, surrounded by lush greenery. The early morning light reflects off the water's surface, creating a peaceful ambiance. A tall heron is perched on the dock, adding a touch of wildlife to the tranquil scene.

Home in Oshkosh

4.92 out of 5 average rating, 120 reviews

Waterfront Retreat @ Oshkosh’s Sawyer Creek

NancyRating, 5 stars5 days ago

The house sits on a peaceful lot. There is a park next door and a fantastic backyard. This was wonderful for our pup. House has everything you need and is not clogged up with things you don’t! Location cannot be beat! Fantastic location.

Show all

Vacation rentals in Winnebago County

Top-rated vacation rentals in Winnebago County

Vacation rentals for every style

Popular amenities for Winnebago County vacation rentals

Other great vacation rentals in Winnebago County

Destinations to explore