Vacation Rentals By Owner In Oshkosh, WI

Fresh as a daisy fully furnished home is located 5 min from Hwy 41 and 5 min from 2 boat launches on Lake Winnebago. We are approx. 45 min. from Green Bay & stadium. Tucked behind some evergreens, this home has a fully equipped kitchen and washer/dryer. It is a pleasant home to return to after a busy day sightseeing, fishing, hunting, biking, or working in the area. It is about half way between Milwaukee and Green Bay close to one of the largest naturally occurring inland lakes east of the Mississippi. It’s conveniently located for attending the EAA. The kitchen has granite countertops, microwave, coffee maker, coffee grinder, gas stove, refrigerator, toaster, cooking pans & utensils, dishes & silverware, and bakeware. There is internet which guests can use to connect to their own media accounts.

Cottage

Quiet 5min from lake; near boat launches, bike trails, 45 min to Green Bay

Oshkosh, Wisconsin, United States

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Exceptional(3)

$827.52

Let our pet-friendly home be your home away from home. Located in the city of Oshkosh, close to the EAA grounds, highway 41, shopping, and restaurants. Enjoy our large kitchen, outside deck area, and fenced in backyard. We have a finished basement with a bar area and entertainment room. Fenced in back yard with 2 grills.

3 bedroom/2 bath home; close to EAA. Large kitchen and outside deck area.

Oshkosh, Wisconsin, United States

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$1934.66

Only 7 miles from the EAA air show grounds. Huge, private yard with beautiful patio to enjoy the air show or relax after a day of exploring. Perfect spot for dinner under the gazebo or enjoying a bonfire in the firepit. Spacious 4 bedroom, 4 bathroom home allows for your own space. We have 3 king beds and 1 queen bed, as well as a large couch for sleeping. 2 full bathrooms upstairs, 1 half bathroom on main level, and 1 half bathroom in the basement. All rooms have large flat screen smart TV's equipped with youtubetv and other viewing apps. Great home with a perfect mix of country feel and right outside the city, within minutes of amenities.

EAA 2026!! Close to highway, amenities and the EAA airshow grounds.

Oshkosh, Wisconsin, United States

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$393.75

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.brbrHere's a clear breakdown of the sleeping and bathroom arrangements in our cozy Airbnb:brbrMaster Bedroom: Conveniently located on the 1st floor for easy access and comfort.brSecond and Third Bedrooms: Situated on the 2nd floor, providing a peaceful retreat.brBathroom with Tub: Found on the 1st floor, perfect for a relaxing soak.brBathroom with Shower: Located on the 2nd floor, ideal for a refreshing start to your day.brWe look forward to hosting you in our inviting space!brbrEnjoy the luxury of pure, clean water with our advanced well water system, featuring whole-house filtration and a top-notch RO filtration system at the kitchen sink. Cook up a storm in our well-equipped kitchen, complete with ceramic-coated frying pans. Book your stay and experience comfort and convenience like never before!

Sky & Stream Escape, EAA AirVenture Oasis

Oshkosh, Wisconsin, United States

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$422.34

Your getaway for EAA awaits in Oshkosh at this taste of country home. With 3 bedrooms including and 2.5 bathrooms with a full laundry, kitchen and dining area, it is perfect for all of your needs. brbrThe master bedroom has a queen bedroom with huge bathroom on the main level. The upstairs bedrooms have a queen in one bedroom and the other has a trundle or 2 twin beds.brbrThe living room has two adult size couches that would sleep two more. Has a TV with many of your favorite channels.brbrAlso includes an office just outside the master bedroom that can double as a baby room.brThe kitchen is fully stocked with appliances, dishwasher, fridge, microwave and gas stove. Utensils, measuring cups, mixer, blender, popcorn maker, and coffee maker with complimentary coffee included.brThis taste of country retreat offers a soothing escape for guests. Enjoy the feeling of being in the country--petting and/or feeding our horse Lucky--then enjoy the evenings with a bonfire while watching the deer feeding in the fields. brbrThe main entrance has a lock box for entry. The main door also has a doggy door and the yard has an invisible fence for those who are bringing their pets.brbrEasy access to all that Oshkosh and the Valley have to offer and lots of parking. Includes WI-FI and AC. A great place to call home base while you're away, We hope you enjoy your stay.

Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh.

Oshkosh, Wisconsin, United States

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Exceptional(3)

$627.14

Perfect for EAA - less than 2.5 miles to EAA grounds!brThis 3 bedroom ranch style house is close to stores, restaurants, HWY 41, public transportation for EAA.brThis house includes, 3 bedrooms, 1.5 bathrooms, WIFI, AC/heat, fridge, microwave, stove, laundry in the basement and patio to sit outside and watch airplanes fly over. brNo smoking allowed, no pets allowed. br1 bedroom includes; queen bed, tv with direct tv now rokubr2 bedroom includes; queen bed, tvbr3 bedroom; 1 twin bed.brLiving room includes; tv with direct tv now roku stick, loveseat, couch and recliner, and fireplace.brNewly partially finished basement which includes couch, love seat, chair, TV with streaming, fireplace. Great for extra guests or space.

Great for EAA rental! Less than 2.5 miles from EAA grounds!

Oshkosh, Wisconsin, United States

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Exceptional(11)

$209.12

Summary:brbr●Downtown: 2 minutes. Appleton: 25 minutes Green Bay: 55 minutes. EAA Grounds: 8 minutesbrbr●Flexible self check-in/outbrbr●Updated remodeled Housebrbr●Beautiful Remodeled Bathroombrbr●Yard with gas grillbrbr●2 driveways 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●Fishing pier and kayak launch just down the block brbr●High speed WIFIbrbr●Fully equipped kitchen with new appliancesbrbr●Amazing decor will make you feel like you've walked into Pottery Barnbrbr●1st floor officebrbr●Washer and dryer available and free to usebrbrbrbrGuest Access:brbrYou'll have access to the entire house. The garage is NOT accessible unless you are staying longer than 1 month.brbrbrbrThe Neighborhood:brbrJust across the bridge from downtown, we're on a SUPER quiet street near the water with almost zero traffic. 1 block off the river, there's a fishing pier and kayak launch just down the street!brbrbrbrGetting Around:brbrUber and Lyft are always available, and the city is easy to navigate by car.

Downtown Retreat with BBQ & Workspace

Oshkosh, Wisconsin, United States

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$251.91

Stay comfortably in Oshkosh at this 3-bedroom house. The tranquil space features a queen bed, three full beds, and a cozy bunk bed, making it perfect for families or groups. Guests enjoy a single bathroom and climate control that keeps the house comfortable year-round. Whether you’re relaxing indoors or planning your next adventure, this marvelous home offers a welcoming retreat. Our place is equipped for both long or short stays to make your holiday one to remember.

Oshkosh's #1 Home Away From Home

Oshkosh, Wisconsin, United States

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$945.0

Oshkosh is waiting for you at this 2-bedroom house. This enjoyable property offers a fenced back yard, gas and charcoal grills, fire pit, WiFi, washer and dryer and AC. 3 miles (8 minutes) from EAA. We're happy to assist with any questions while you stay at our house.

2-bedroom house in Oshkosh minutes from EAA.

Oshkosh, Wisconsin, United States

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$799.25

Fly in for AirVenture and stay just three blocks from Wittman Regional Airport at this charming, light-filled, 2-bedroom cottage. Eliminate daily parking hassle, an easy walk to the airport shuttle, driveway parking for 2 cars, fast Wi-Fi + breakfast/coffee in this clean, owner-managed home. This cozy retreat keeps you close to the action offers thrilling airshow flyovers by day and an inviting, comfortable space to unwind at night.brbrInside, you’ll find a touch of mid-century flair and thoughtful amenities to make your stay easy and enjoyable. The sleeping arrangements include one twin XL bed, a twin daybed with trundle, and an optional double futon or twin air mattress in the living room. A full bathroom, free washer and dryer, and roomy basement add comfort and convenience for longer stays.brbrEnjoy essentials like high-speed WiFi, heating and A/C, a fully stocked kitchen with disposable dinnerware, and extras like an iron and ironing board, Schwinn bicycle for exploring, and Adirondack chairs for relaxing outside in the quiet yard.brbrWhether you're here for the aircraft, the community, or the memories, we’d love to welcome you to our Oshkosh home during the most exciting week of the year!

Short Walk to AirVenture Shuttle + Parking, A/C, Wi-fi & Coffee

Oshkosh, Wisconsin, United States

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$207.0

This two bedroom stay is only a 15 minute walk to Wittman International Airport and is two blocks away from a lake access on lake Winnebago! Free WiFi along with other amenities make this a comfortable stay! This is one half of a duplex but separate parking and entry make for complete privacy!

Comfortable 2 Bedroom Unit Near Wittman Airport and Lake Access!

Oshkosh, Wisconsin, United States

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Exceptional(7)

$324.69

About this spacebrCozy, private home on the shores of Lake Winnebago. Nice large double lot with continuous seawall for plenty of outdoor enjoyment and boat space.brPlease reach out with any questions!brbr**Owner managed and operated**brbrThe spacebrCozy, private home on the shores of Lake Winnebago. Large double lot for outdoor activities. Step inside and you will have access to both bedrooms, a full bathroom, living room, full kitchen and porch with beautiful views all around.brbrA queen bed, a double bed and a twin to allow for 5 guests easily and comfortably.brbr**You are more than welcome to bring your boat, just please let us know prior to your arrival so we can give you further instruction on parking and launching.brbrGuest accessbrEntire house available for your use.brKayaks available upon request.brbrOther things to notebrUpdates are continuing to happen at this home. Great internet connection, access to TV's.brbrAsylum Bay landing is nice and close for you to launch your boat.brbrOutdoor security cameras are on the property for liability purposes only. There are not any cameras inside the home.

Waterfront Lake House, Kayaks and Large Yard

Oshkosh, Wisconsin, United States

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Exceptional(10)

$150.65

Are you a traveling professional looking for a cozy and fully furnished home in Oshkosh, Wisconsin Look no further than this lovely 2-bedroom property! With newer updates, fresh paint throughout, and central air conditioning, this house is move-in ready and waiting for you to call it home.brbrLocated just a short distance from the lake, trails, and parks, this home is perfect for outdoor enthusiasts who love to explore the great outdoors. And with its convenient location near all the necessary amenities, you'll never have to go far to find what you need. Whether you're looking for shopping, dining, entertainment, or medical facilities, you'll find everything you need just a few minutes away.brbrAnd the best part This property is fully furnished and available for month-to-month leasing, making it the perfect choice for traveling professionals who need a comfortable and convenient place to stay while on the road. With everything you need already in place, you can focus on your work and enjoy all that Oshkosh has to offer in your free time.brbrOverall, this property is a great choice for anyone looking for a comfortable, convenient, and fully furnished home in the heart of Oshkosh. So why wait

Cozy fully furnished house

Oshkosh, Wisconsin, United States

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Exceptional(2)

$876.0

Beautiful lakefront home on a quiet, private road on Lake Winnebago. Includes Central A/C, Washer/Dryer, Internet Access, Gas Grill. Excellent views of planes flying overhead and nearby Sea Plane Base. EAA provides bus service between Sea Plane Harbor and EAA Main Gate. Convenience store/gas 1 mile away.

EAA Dream Home: Immaculate Lake Front Home 5 miles from EAA

Oshkosh, Wisconsin, United States

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Exceptional(13)

$588.8

Welcome to your upscale Oshkosh retreat—perfectly located across from Menominee Park and Lake Winnebago, and thoughtfully designed for comfortable, memorable group stays.brbrWhether you’re visiting for EAA AirVenture, a fishing tournament, a wedding, graduation, or a family gathering, this spacious 3-bedroom home offers the ideal blend of location, amenities, and elevated comfort for groups who value both convenience and a relaxing home base.brbr PRIME LOCATIONbrStep outside and you’re directly across from Menominee Park—featuring lake access, beach, trails, and the Oshkosh Zoo. Enjoy morning walks along Lake Winnebago, quick access to downtown Oshkosh (just minutes away), and easy driving routes to event grounds and local venues.brbr ️ DESIGNED FOR GROUP COMFORTbrThis home is laid out to give your group multiple spaces to gather and unwind:brbr• New upstairs lounge with large TV and fireplace—perfect for relaxing after a long daybr• Comfortable king suite for a premium sleeping experiencebr• Additional bedrooms designed for flexibility and group accommodationsbr• Basement bar/entertainment area—great for evenings togetherbr• Open living and dining areas ideal for conversation and shared mealsbrbrWhether you’re hosting a weekend getaway or attending a major Oshkosh event, the layout allows everyone to spread out while still enjoying time together.brbr FULLY STOCKED, UPGRADED KITCHENbrThe kitchen has been recently upgraded with high-quality cookware and essentials to support real cooking—not just the basics. You’ll find:brbr• Full stainless steel cookware setbr• Multiple pan sizes for group mealsbr• Complete utensil set and prep toolsbr• Ample dishware and serving itemsbrbrPerfect for preparing breakfast before heading out, group dinners after events, or hosting a full holiday meal like Thanksgiving.brbr EASY ACCESS & PARKINGbr• Private driveway parkingbr• Simple, reliable self check-inbr• Quick access to main roads and event locationsbrbr✨ IDEAL FOR EVENTS & EXTENDED STAYSbrThis home is especially well-suited for guests traveling to Oshkosh for:brbr• EAA AirVenturebr• Fishing tournamentsbr• Weddings and family gatheringsbr• Holiday staysbr• Extended weekend getawaysbrbrThe combination of location, space, and amenities makes it a strong choice for guests looking for a higher-quality stay experience.brbr CLEAN, CONSISTENT, AND RELIABLEbrWe take pride in maintaining a clean, well-prepared home with consistent quality for every guest. Our goal is to provide a smooth, stress-free stay so you can focus on enjoying your trip.brbr⸻brbrIf you’re looking for a well-located, thoughtfully equipped home that can comfortably support your group during your time in Oshkosh, this property delivers.brbrWe look forward to hosting you.

Cozy Retreat • Fireplace Loft •Walk to Park & Lake

Oshkosh, Wisconsin, United States

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Exceptional(8)

$331.78

Welcome to Our Home in Oshkosh – “Close to Everything, Cozy and Full of Heart”brbrHi there, and thank you for stopping by—we’re truly honored you’re considering our home for your stay in Oshkosh. That simple click to view our listing It means more to us than you might think.brbrLet us tell you a little story...brbrThis house has soul. She’s stood for over a century, filled with stories, laughter, and the kind of charm you only find in a true Wisconsin classic. From the moment we stepped inside, we felt it—that quiet warmth that instantly feels like a hug. We knew we had to care for her.brbrSince then, we’ve poured our hearts into gently updating her—most recently with a bright, welcoming new kitchen (it’s our favorite place to sip coffee in the morning) and a newly paved driveway that makes coming home feel just right.brbrWe’re tucked away in a peaceful neighborhood where the mornings are quiet, the neighbors wave hello, and the breeze off Lake Winnebago carries a little bit of magic. While the lake isn’t directly in our backyard (it peeks through just beyond our neighbor’s home), you’re only five minutes from its shoreline—and just three minutes from a beautiful Fox River launch. Whether you love casting a line, paddling into the sunset, or just watching sunlight dance on the water, there’s a little serenity waiting for you here.brbrWhat’s NearbybrDowntown Oshkosh – Just half a mile away, filled with cozy cafés, friendly shops, fresh markets, and hidden local gems we think you’ll love.brbrInside the HomebrYou’ll find three snug and welcoming bedrooms and 1.5 sparkling-clean bathrooms (the full bath has a tub—perfect for a long soak after exploring). We’ve tried to think of everything, including:brbrFast, reliable Wi-FibrbrA Smart TV with Netflix, Amazon Prime & HulubrbrA security system for peace of mindbrbrThoughtful little touches that say: “you’re home”brbrA Little Note from UsbrI work in luxury hospitality (I’m a Senior Sales Manager with Four Seasons Hotels and Resorts), so making guests feel special is second nature. But this home This one’s personal. We’ve created a space that feels not just comfortable, but truly cared for. A space to exhale, reconnect, and feel held.brbrOne Small But Important RequestbrTo preserve the peaceful spirit of our home, we kindly ask that guests have a consistent 5-star review history on VRBO. And just so there’s no confusion—VRBO only allows bookings paid through their platform, so we’re unable to accept employer-paid bookings by check or outside invoice. Thank you for understanding.brbrWe’re so grateful you’re here. And if you decide to stay, we’d be thrilled to welcome you—fresh biscotti waiting on the counter, just for you.brbrWith warmth and care,brYour Hosts in Oshkosh

Welcome to Our Home in Oshkosh – “Close to Everything, Cozy and Full of Heart”

Oshkosh, Wisconsin, United States

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Exceptional(12)

$411.25

Newly updated lake home ready for you to enjoy a perfect getaway. Enjoy fishing or boating on Lake Winnebago or sit on the deck and enjoy the quiet. Located just minutes away from EAA museum and boat launch is right down the road.

Newly updated house on Lake Winnebago, Great Fishing and minutes from EAA

Oshkosh, Wisconsin, United States

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Select Dates for Price

Located in Oshkosh, enjoy what this 4-bedroom house has to offer. The charming bedrooms include a king bed, a queen bed, and two full beds, providing plenty of space for guests to relax. With two bathrooms equipped with hair dryers, getting ready is a breeze. The house stays cool and comfortable with air conditioning and heating, making it a soothing retreat no matter the season. Ironing is easy with the provided iron, helping guests feel right at home. Experience what Oshkosh has to offer with a stay at our charming house.

EAA Ready! Charming 4-bedroom house with AC in lovely Oshkosh

Oshkosh, Wisconsin, United States

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Select Dates for Price