Vacation Rentals By Owner In Oshkosh, WI

This comfortable two bedroom, one bath house is fully furnished with everything you will need for a carefree, enjoyable stay in Oshkosh, WI. Located in a country setting, you will find a nice outdoor space with a charcoal grill, picnic table and fire pit. Yet you are conveniently mere minutes from the city of Oshkosh and everything it has to offer.brbrThe master bedroom has one queen bed, and one full bed. The second bedroom has one full bed. There is an office nook, just in case you need a little computer time.

Comfortable whole house rental, convenient to so many Oshkosh events!

Oshkosh, Wisconsin, United States

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$1860.54

We have 4 traditional bedrooms, an office (that is semi private but accessible from a staircase in master and another bedroom) and a basement sleeping area. We have 4 full bathrooms and a 1/2 bath off of the kitchen. See photos. We also have a fully finished basement with a full bathroom and kitchen area. We live on a lake channel and own paddle boards and a kayak for use. The basement also has a workout area with elliptical and treadmill, and a smart tv.brOnly a short walk from Menominee Park walking/bike trail. Five minutes from downtown, 2 minutes from gas station and grocery store. Quiet neighborhood.brbrGrocery shopping could be done by me prior if you provide a list and payment through Venmo.

EAA Rental!! Colonial Channel Home

Oshkosh, Wisconsin, United States

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Exceptional(1)

$802.73

Home is 5 blocks away from Wittman Airport Terminal. Avoid parking, and parking fees and congestion, by walking to the terminal and taking the free shuttle to AirVenture grounds.brbrClose enough to the action that you can see the higher up sky writing and air performers.brbrA 2 bedroom home featuring hardwood floors and classic natural woodwork. Formal dining room with a custom built-in China cabinet and a modern kitchen w/quartz counter tops, maple cabinets, and induction stovetop makes cooking for the event easy. Main bedroom has cute sunporch. The front porch is enclosed and has a table and TV area.brbr

Home in Oshkosh near EAA Air Venture - 5 blocks away from Wittman Airport

Oshkosh, Wisconsin, United States

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Exceptional(27)

$159.56

2 bedroom, 1 bath centrally located duplex. Guest will have complete access to the lower unit of this bright, charming and quaint duplex in a quiet neighborhood . Close to all the hot spots of Downtown Oshkosh, 3.8 miles from the outlet mall, 3 miles from the EAA Museum, 1.5 miles from the Oshkosh Arena, home to the Herds, and walking distance to lake Winnebago. Home features all the main necessities, a full kitchen and washer and dryer in unit. Parking space in the back by the garage.br

Clean and spacious home.

Oshkosh, Wisconsin, United States

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Exceptional(4)

3 bedroom, 2 bath home in a quiet neighborhood close to downtown, and outlet mall. Nice deck where you can sit and enjoy a fire. Also close to EAA grounds. Come and enjoy what Oshkosh has to offer during the summer. Plenty of restaurants and downtown activities.

Spacious Home that is close to EAA and Shopping.

Oshkosh, Wisconsin, United States

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Exceptional(2)

Private property located in quite neighborhood. Only 5 min from EAA grounds and 5 min from main highway. Large backyard and pool. Space for 3 vehicles in driveway. Can sleep up to 10 ppl comfortably.

EAA private property rental! 5 min from EAA grounds

Oshkosh, Wisconsin, United States

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$787.5

This beautifully designed brand-new home was purchased in December and furnished entirely with brand-new furniture and appliances, creating a fresh, elevated stay for EAA week.brbrThoughtfully designed with warm finishes, custom details, and comfortable spaces throughout, the home offers the perfect place to relax after a full day at AirVenture. The open layout feels bright and inviting, with spaces to gather, unwind, enjoy a meal, or simply recharge before another day at the event.brbrWith 2 bedrooms and 2 full bathrooms, the home comfortably accommodates couples, friends, or small groups looking for something more comfortable and private than a hotel stay. Every room has been intentionally designed to feel polished, welcoming, and exceptionally well maintained.brbrEnjoy slow mornings in the sunroom, evenings on the patio with the grill, and the comfort of returning each night to a space that still feels completely new.brbrThis home is only offered during EAA AirVenture week, making it a rare opportunity to stay in a truly new and thoughtfully finished home during one of Oshkosh’s busiest and most exciting weeks of the year.

Entire BRAND-NEW Home Near EAA

Oshkosh, Wisconsin, United States

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EAA WEEK ONLY... (5 night minimum)brBeautiful lake house with double deck facing the lake and channel lot across the street to use kayaks. Dock is ready to fish for walleyes! You can watch planes fly over the lake from our deck with your favorite beverage. A 3 person hot tub is also located on deck to relax. Bikes and kayaks are available. Sorry - NO PETS ALLOWED!

House on Lake Winnebago

Oshkosh, Wisconsin, United States

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$944.64

Lovely 4 bedroom 2 bath home located near the EAA grounds. 3 full size beds and 1 king bed. 3 bedrooms on upper level and 1 bedroom on lower level. There is also plenty of room to set up air matresses if needed. Near bus route, grocery, and convenience stores.

4 Bedroom Home Close to EAA

Oshkosh, Wisconsin, United States

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$841.42

Only available for EAA. Conveniently located close to the EAA grounds, but in a quiet, family-friendly neighborhood. This allows for enjoying EAA and all it has to offer but providing you with a cozy place to unwind after a long day!

EAA 2026 Whole House Rental

Oshkosh, Wisconsin, United States

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Exceptional(2)

2900 sq ft home with five large bedrooms. Each having a full sized mattress or larger. We also have a bonus room we set up for guest if they would like the extra sleeping space. There are three full bathrooms so no one has to wait long for the shower. A large kitchen with lots of gadgets. Large patio with dinning space, fire pit, gas grill, electric smoker, and beautiful three season room. Ideal for drinking your coffee in the while watching air planes. please feel free to contact me with any further questions, br

Spacious home 5 mile from the EAA grounds.

Oshkosh, Wisconsin, United States

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Exceptional(3)

$621.0

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.

Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago

Oshkosh, Wisconsin, United States

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Exceptional(9)

$189.0

The Bago Bungalow is your home away from home while you visit Oshkosh, Appleton or Green Bay (45 minutes). This year round retreat features 3 bedrooms with 3 queen beds and 1 twin bed, perfect for a group of guests. We have a large fully stocked kitchen and eating area. The comfortable living room has ample seating with a Roku TV and an electric fireplace to take the chill out or to provide ambiance. We have one large bathroom. Bring your boat (18’ dock), kayaks, water toys, snow mobile, UTVs, and fishing gear to enjoy Asylum Bay and Lake Winnebago. Enjoy the pleasant surroundings and modern amenities such as WiFi, AC, and a washing machine. The large backyard is perfect for games, activities and a campfire while watching our amazing sunsets. Dont forget your binoculars to enjoy the marsh birds and catch a glimpse of our neighborhood deer and turkeys.

Lake Winnebago-Oshkosh Home with Water Access~Private 18’ Boat Dock & Large yard

Oshkosh, Wisconsin, United States

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Exceptional(1)

Welcome to our cozy home west of town. Easy access for HWY 41 and local shops. We are close to fast food eateries and a grocery store. While in town you could also enjoy time on the water or shop the outlet mall. We are an hour drive for other points of interest like Green Bay's own Lambeau field. Enjoy your day and evening at the airshow and then come here for some quiet rest to rejuvenate for the next day.

EAA Home Away From Home

Oshkosh, Wisconsin, United States

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Exceptional(34)

$402.43

Waterfront getaway on a peaceful channel with direct access to Asylum Bay and Lake WinnebagobrPerfect for families, friends, and outdoor enthusiastsbr• Easy access to Asylum Bay and Lake Winnebagobr• Dog‑friendly (additional pet fee applies)br• Spacious, fenced‑in backyard (open on the water side for access)br• Double dock ideal for boating, fishing, and relaxing by the waterbr• Kayaks available for guest usebr• Cozy fire pit with firewood providedbr• Indoor and outdoor games for all‑weather funbrbrKayaks:brDuring your stay, we offer the use of kayaks, subject to weather and seasonality. Kindly inform me ahead of check-in if you intend to use them.brbrFirepit:brFeel free to enjoy the fire pit and supplied wood.brPlease ensure the fire is put out before leaving it unattended for a long time.brbrParking:brDepending on size, the driveway can fit 4-6 vehicles and has space for a boat or trailer.brbrPlease note we cannot offer refunds for circumstances out of our control, such as weather conditions. We highly recommend purchasing trip insurance. brbrViolations of our house rules may result in guests being asked to leave prematurely without a refund. brSmoking violation can result in an additional $500 cleaning fee.brNot picking up after smoking outside could result in a $100 cleaning fee.brNot picking up after your dog(s) could result in a $100 cleaning fee.brbrFor safety purposes, security cameras are positioned outside the house. There are no cameras installed inside the premises.brbrGuest accessbrAccess to the entire house and amenities, except for the garage.brbrPlease note that the water level of Lake Winnebago is lowered in October and may significantly affect the water level for boats. kayakers will still be able to enjoy the bay until the lake freezes.brbrWater level at the dock ranges from 2-3 ft and is not swimmable.brbrDuring the Winter months, guests won't be able to ice fish or walk on the ice on the channel. The channel has running water and won't completely ice up.

Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

Oshkosh, Wisconsin, United States

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Exceptional(1)

$295.66

Summary:brbrThis one of a kind residence is situated in the heart of downtown Oshkosh, a city bursting with culture, history, and activities for all ages. Whether you’re here to explore beautiful parks, attend renowned events, or enjoy lakeside dining, Oshkosh offers an endless list of fun things to do!brbrbrbrThe Space:brbrYou will absolutely LOVE this space. Here's why... brbr- Uniquely decorated with high end historic relics and artifacts from across the state. brbr-Tons of character including restored brick walls, exposed rafters and giant windows- 3 bedrooms,1.5 baths brbr- Sleeping space for 6 brbr- Ping pong table and smart tvs brbr-Endless recommendations for things to do, places to go, things to eat when you stay downtown.brbrbrbrGuest Access:brbrYou have private access via a keypad lock to the entire upper level, and ample off street parking for three vehicles.brbrbrbrThe Neighborhood:brbrDowntown Oshkosh is all around us, fully walkable, and is Everything But Ordinary with great restaurants, awesome waterfront access, an amazing convention center, the iconic Grand Theater and one of the best Saturday farmers markets the state of Wisconsin has to offer. It is also home to the world's largest aviation event, EAA Air Venture, which is just a short 10 minute ride away.brbrbrbrGetting Around:brbrUber and Lyft are abundant and ready to take you wherever you want to go. The downtown area is VERY safe and you can easily walk anywhere down here at any time of day or night.brbrbrbrInteraction with Guests:brbrWe give you space to enjoy our space. If any needs come up during your stay, we're just a message or phone call away.

Stylish Downtown Loft – Free Parking & City Views!

Oshkosh, Wisconsin, United States

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$1489.67

Find yourself right at home on the quiet shores of Lake Butte Des Morts, this custom home has everything you could imagine! With up to 8 bedrooms and 8.5 baths, everyone will have their own in suite bath making getting ready a breeze! Views that will take your breath away and every amenity you can imagine. This property won’t last long so don’t wait!

5-8 bed 5.5-8.5 bath custom built lake house.

Oshkosh, Wisconsin, United States

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Exceptional(10)

$158.76

Be one of the first to enjoy this newly renovated studio unit that includes: remote A/C, LED bathroom mirror, touchless toilet, designer bath towels, 2 touchless sinks, ice maker, smart tv, deodorizing recycling and trash cans, complimentary snacks and beverages, continental breakfast, 800+ thread count sheets, fleece linen, extra fleece blanket, blow dryer, complimentary shower slippers, remote and thermostat heater, keypad door knob entry and one parking space. The unit is: 2 miles to EAA, 2 miles to Menomonie Zoo, 1 mile to I-41, 1 mile to Downtown Oshkosh, 1 mile to Oshkosh Arena, less than 1 mile to UW-Oshkosh. Pet free. Smoke free.

Luxury In A Quaint Little Package

Oshkosh, Wisconsin, United States

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$164.67