Vacation Home Rentals By Owner In Oshkosh, WI

Showing 80 Of 157 Vacation Rentals

EAA private property rental! 5 min from EAA grounds

Oshkosh, Wisconsin, United States

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.

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$787.5

/ Nightly

Private Vacation Home

Entire BRAND-NEW Home Near EAA

Oshkosh, Wisconsin, United States

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.

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Select Dates for Price

Private Vacation Home

House on Lake Winnebago

Oshkosh, Wisconsin, United States

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!

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$944.64

/ Nightly

Private Vacation Home

4 Bedroom Home Close to EAA

Oshkosh, Wisconsin, United States

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.

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$841.42

/ Nightly

Private Vacation Home

EAA 2026 Whole House Rental

Oshkosh, Wisconsin, United States

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!

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Exceptional(2)

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Private Vacation Home

Spacious home 5 mile from the EAA grounds.

Oshkosh, Wisconsin, United States

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

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Exceptional(3)

$621.0

/ Nightly

Private Vacation Home

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

Oshkosh, Wisconsin, United States

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.

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Exceptional(9)

$189.0

/ Nightly

Private Vacation Home

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

Oshkosh, Wisconsin, United States

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.

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Exceptional(1)

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Private Vacation Home

EAA Home Away From Home

Oshkosh, Wisconsin, United States

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.

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Exceptional(34)

$402.43

/ Nightly

Private Vacation Home

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

Oshkosh, Wisconsin, United States

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.

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$1489.67

/ Nightly

Private Vacation Home

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

Oshkosh, Wisconsin, United States

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!

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$1979.64

/ Nightly

Private Vacation Home

Minutes from EAA! Spacious 4BR home in a quiet neighborhood.

Oshkosh, Wisconsin, United States

Large open concept home with 4 bedrooms (one king bed and 3 queen beds), 3.5 bathrooms, 3000 square feet in quiet Oshkosh neighborhood only 10 minutes from EAA grounds!brbrPrimary bedroom is large with a king size Select Comfort bed and flat screen TV. Attached bathroom with double vanities and jetted tub. Second and third bedrooms each have high quality and comfortable queen size beds and are attached through a Jack and Jill bathroom. Each bedroom has it's own vanity area! Fourth bedroom is on the lower level and also has a comfortable queen size bed and a bathroom steps away. Quality linens and towels provided!brbrFull kitchen with modern appliances and all the amenities. Large outdoor patio with gas grill, furniture and great views! Bright and sunny sunroom for morning coffee. 2 fireplaces. Large family room, big screen TV, ping pong table, dart board and bar in beautifully finished basement. Open concept kitchen/dining/living area on first floor. Screened in 3-season room for evening cocktails with no bugs! Den/office with height adjustable desk and monitor. Workout space with treadmill, rower and Peloton bike available for use. Washer and dryer available for use.brbrQuality linens, towels and bedding provided. Strong wi-fi access included. Smart TV's.

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Exceptional(4)

$225.19

/ Nightly

Private Vacation Home

Charming Family Home Near University of Oshkosh

Oshkosh, Wisconsin, United States

Summary:brbr●Downtown: 4 minutes. Appleton: 27 minutes Green Bay: 60 minutes. EAA Grounds: 12 minutesbrbr●Flexible self check-in/outbrbr●Exquisitely maintained character homebrbr●Beautifully updated home with many upgradesbrbr●Yard with gas grillbrbr●Driveway with plenty of parking spacebrbr●Safe residential neighborhood brbr●Brand new super comfortable bedsbrbrbrbrThe Space:brbrYou will absolutely love this house. Here's why...brbr●Centrally located and close to EVERYTHINGbrbr●High speed WIFIbrbr●Fully equipped kitchen with a crockpot and instapot brbr●Updated kitchen with new cabinets brbr●Dining room opens to spacious living roombrbr●Fabulous original hardwood floors brbr●Amazing decor brbr●Generous sized bedrooms w/walk in closets. brbr●Updated bathroom adds to this great home.brbrbrbrThe Neighborhood:brbrQuiet, safe residential neighborhood. Great for walking around and a short drive to Downtown Oshkosh.brbrbrbrGetting Around:brbrUber and Lyft are always available and abundant.brbrbrbrInteraction with Guests:brbrWe give you your space while you enjoy our space. You will have the house completely to yourself, and we are just a text or phone call away if something should come up.

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Exceptional(2)

$756.0

/ Nightly

Private Vacation Home

Four bedroom home great for EAA, Lifest, XRoads41 and other Oshkosh events!

Oshkosh, Wisconsin, United States

This 4 bedroom 2 bath home sits just north of Oshkosh on 2.5 acres away from it all but close enough for EAA Air Venture (15 minute drive away), Lifest 2024 (1 mile down the street on the same road!) or Xroads41 (across from the EAA grounds). Spend all day with the crowds and spend every night in peace and quiet. Four bedrooms sleeps 8 comfortably or up to 12 with two queen air mattresses.

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$1218.95

/ Nightly

Private Vacation Home

House for EAA Week 2 minutes from Airport!

Oshkosh, Wisconsin, United States

You will love to stay at this lovingly cared for house for EAA week as it's walking distance (8-minutes) to Oshkosh Wittman Airport. You can catch a shuttle bus from the airport terminal to get to the EAA grounds. 2 queen beds and a finished basement with sofa bed. The basement can also be used as a sleeping area with air mattresses. Lots of space for you and your guests! Quiet street and community and very close to grocery stores and gas stations.

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Exceptional(21)

$713.08

/ Nightly

Private Vacation Home

Hickory on the Lake - Home directly on Lake Winnebago

Oshkosh, Wisconsin, United States

3 Bedrooms | 3 Bathrooms – Stylish, comfortable, and perfect for friends, couples, or small familiesbr Four-Seasons Room – Sip your morning coffee or evening cocktail while soaking in stunning sunrises & sunsets br Quiet, Private Neighborhood – Relax and recharge while staying close to Oshkosh attractions, dining, and outdoor adventures brbrLakeside Living at Its Best – Reconnect, unwind, and create unforgettable memories in a space designed for both relaxation and inspiration brbrNo parties or large gatheringsbrNo pets allowed on the property-$250 FEE - unapproved petsbrNo vaping in house or garage- $250 FEE

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Exceptional(24)

$138.0

/ Nightly

Private Vacation Home

Downtown Tiny Home - Oshkosh

Oshkosh, Wisconsin, United States

Charming 1920's House located in downtown Oshkosh.brbrWelcome to our efficiency style, tiny home located withing walking distance of Lake Winnebago and the grocery store.brbrThis is a perfect place for up to 2 people to stay while visiting!brbrThis tiny home was built in the 1920's and has been completely renovated in a 50's retro theme.brbrIt is an efficiency style house with one bathroom and a queen murphy bed with a very comfortable bed. It has a full kitchen and sitting area outside.

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$1643.95

/ Nightly

Private Vacation Home

Lovely 5-bedroom house in Oshkosh with AC, WiFi 8 miles from EAA Grounds

Oshkosh, Wisconsin, United States

Stay in our 5-bedroom ranch home located 8 miles (11 minutes) from EAA grounds. Nestled in a tranquil neighborhood, our property offers a pond with a gorgeous beach to watch the sunset, and a back patio to watch the sunrise, a soothing retreat for guests. The spacious bedrooms feature a king bed, 2 queen beds, 1 crib, and 1 twin bed, ensuring a comfortable stay for everyone. Indulge in the jetted bathtub or take a refreshing shower in one of the 3 bathrooms. With amenities like AC, a washing machine, iron, heating, hair dryer, and WiFi, kid toys and babyproofed home, your needs are well taken care of. Enjoy all that Oshkosh has to offer when you stay at our place.

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Exceptional(12)

$322.77

/ Nightly

Private Vacation Home

Hickory Hideaway-2 Bedroom with Dock

Oshkosh, Wisconsin, United States

br Lake Winnebago Cottage – Comfort & Family-Friendly Charm!brbr 2 Bedrooms | 1 Bathroom – Newly renovated and perfect for couples or small families.br Peaceful Neighborhood – Nestled in a family-oriented, tranquil setting.brCentral Location – Ideal base to explore Oshkosh and create lasting memories.brbr Exclusive Use – Entire cottage with two-car detached garage and private on-site dock .brBoating Adventures – Let us know in advance for trailer storage and launch/docking info.brOutdoor Fun – Bring your bikes for a ride to Menominee Park or kayaks to explore the calm waters of Lake Winnebago .brbrWhether it’s a couples’ getaway or a small family retreat, enjoy lake views, private dock access, and an unforgettable lakeside escapebrNo parties allowed.brNo pets allowed-$250 FEE - unapproved petsbrNo vaping in the home or garage-$250 FEE

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Exceptional(10)

$258.3

/ Nightly

Private Vacation Home

Lake House on Libby Point, Oshkosh

Oshkosh, Wisconsin, United States

Newly remodeled house on the shore of Lake Winnebago. Nice lot with large shade trees. The house is located in a safe place to walk, jog or bike with very few cars. Close to the events and stores yet far from the chaos.

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Rent a place that suits your needs

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Sleeps

Vacation Home Rentals By Owner In Oshkosh, WI

$787.5

$944.64

$841.42

$621.0

$189.0

$402.43

$1489.67

$1979.64

$225.19

$756.0

$1218.95

$713.08

$138.0

$1643.95

$322.77

$258.3

Rent a place that suits your needs

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