Vacation Rentals By Owner In Oshkosh, WI

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

Bed

1

Bath

7

Sleeps

$1814.4

Experience EAA AirVenture from a true lakefront home designed to be both a comfortable retreat and a practical basecamp for the week.brbrThis 3-bedroom, 2.5-bath home sits directly on Lake Winnebago with a private dock including paddle boards, just a few miles from the AirVenture grounds and approximately one mile from the seaplane base. The location is ideal for pilots, crews, and families who want easy access to AirVenture while enjoying the calm of the lake at the end of each day.brbrThe home features four beds plus a workout loft, offering flexible sleeping arrangements for small groups. With 2.5 bathrooms, mornings and evenings stay easy even during a busy AirVenture schedule. The lakefront setting, dock, and outdoor space provide a relaxed place to unwind, grill, or simply watch the activity on the water.brbrA convenience store is within walking distance, making quick supply runs simple during the week. Paddle boards are available for guest use, and the dock is well suited for enjoying the lake throughout the stay.brbrThis home is offered as an AirVenture week rental with a minimum stay requirement. It is best suited for responsible guests seeking a quiet, comfortable, and well-located home during one of Oshkosh’s busiest and most special weeks of the year.

Lakefront Airventure Headquarters with Dock 1.4 mi to SeaPlane Base

Oshkosh, Wisconsin, United States

Bed

Bath

Sleeps

$215.25

The Red Brick Inn property is a beautiful, ten-acre country inn & retreat built in 2007. We are a licensed, registered facility. The property houses spacious separate suites with private entrance and bath, refrigerator, microwave, coffee maker and in-room bar eating area. Visit includes a separate, enclosed 4-season room, usable by all. We offer great walking trails, as well as a state biking trail just a half mile away, with plenty of bird watching. Kayak and bike rentals are available as well. No fish cleaning on the premises please.

Redbrick Inn and Retreat Behringer Suite

Oshkosh, Wisconsin, United States

Bed

Bath

Sleeps

$418

Welcome to Robin’s Nest, your warm and inviting retreat on the picturesque waterfront of Lake Winnebago! This delightful two-bedroom, one-bathroom house is nestled near South Asylum Bay, providing a serene yet convenient location that is just a short seven-mile drive to EAA. brbr /brInside, you'll find a cozy primary bedroom with a comfortable queen bed, while the second bedroom features a full-over-full bunk bed, perfect for children or friends. The family room offers flexible sleeping arrangements with both a queen sleeper sofa and a separate twin sleeper sofa.brbr /brStep outside into the backyard oasis, where you'll discover a 40-foot dock, inviting fire pit, a six person Master Spas hot tub for relaxation, and a raised deck that offers breathtaking views of the lake. Unwind in one of the hammocks during a midday siesta, sizzle up a delicious dinner on the grill, and witness the mesmerizing moonrise over the glistening waters. Fall asleep to the soothing sounds of the waves gently crashing against the rocks, as the cool breeze wafts through an open window.brbr /brFor those seeking adventure, we have you covered. Take advantage of the two kayaks, two paddle boards, and provided life jackets for exciting water exploration. In the garage, you'll also find bicycles to explore the area, cornhole (bags) boards for friendly competitions, a ping pong table for entertainment, and a poker table for unforgettable game nights.brbr /brFor those who bring their own laptop for work or online activity, there is a small desk in the primary bedroom with monitors, keyboard, and a mouse available.brbr /brWhen it's time to indulge your taste buds, you'll be delighted by the array of local restaurants just a stone's throw away. Treat yourself to delectable meals at Mike's Place, Sushi Lover, The Chalice, Cinders, Los Jaripeos, and The Roxy Supper Club. And don't forget to satisfy your sweet tooth with a visit to Leon’s Frozen Custard, a delightful spot for delicious ice cream treats.brbr /brOur family cherishes this charming lake house, and we are confident that you will too. Whether you're seeking tranquility and relaxation or thrilling adventures on the water, Robin’s Nest offers the perfect setting for an unforgettable getaway. Book your stay with us now and create lifelong memories on beautiful Lake Winnebago.

Perfect Waterfront Retreat Destination on Lake Winnebago

Oshkosh, Wisconsin, United States

2

Bed

1

Bath

4

Sleeps

$630.0

Unwind in Oshkosh at this charming house. With 4 bedrooms and amenities like WiFi, a washing machine, heating, and AC, guests can enjoy a pleasant stay. Our place is equipped for both long or short stays to make your holiday one to remember.

Charming house in enchanting Oshkosh with 4 Bedrooms, WiFi, AC

Oshkosh, Wisconsin, United States

Bed

Bath

Sleeps

$82.17

Fully renovated in 2023. This is a modern and spacious 2 bedroom, 1 bathroom upper apartment in modern bi-level style duplex packed with amenities.brbrSleeps 4, but room for more if needed. Each bedroom is very spacious and contains queen beds. The living room does not have a pullout couch but it is a sectional with chaise. There is room in the living room space for some air mattresses.brbrKitchen features all brand new stainless steel Frigidaire appliances. brOther features of kitchen:br- Dishwasherbr- Garbage disposalbr- Deep stainless steel farm style sinkbr- Over the range microwavebr- Ice maker in freezerbr- Reverse Osmosis drinking waterbr- 4 bar stoolsbrbrBathroom features a new bathtub and bidet toilet attachment.brbrThe balcony has a table and umbrella for outdoor meals and hanging out.

Apartment

Modern 2 Bedroom In Oshkosh

Oshkosh, Wisconsin, United States

Bed

Bath

Sleeps

$1150.0

Spacious 5-Bedroom Retreat with Pool – Perfect for EAA & Summer Stays! Looking for the perfect summer getaway Whether you're visiting for EAA AirVenture 2025 or just looking for a relaxing retreat in Oshkosh, this spacious, fully updated home has everything you need. Located just 6.5 miles from Wittman Regional Airport, it's a peaceful oasis with easy access to local attractions, dining, and outdoor activities.brbrA Home Designed for Comfort & Convenience This 5-bedroom, 2 full-bath, and 2 half-bath home offers plenty of space for families, groups, or multiple parties. The master suite features a king bed, with four additional queen-sized beds in the other bedrooms and a double-sized bed in the library.brbrGourmet Kitchen & Outdoor Dining The fully loaded kitchen boasts a stunning waterfall island, perfect for cooking and entertaining. Step outside and grill in the backyard, enjoying warm Wisconsin summer evenings in a private, fenced-in space.brbrRelax in the Screened in Porch & Recharge! Beat the summer heat with a swim in the large in-ground pool or unwind in the newly remodeled entertainment friendly basement—complete with a pool table and Xbox setup.brbrAmple Parking & Great Location With plenty of parking, including an extra manicured lot next door for lawn games, there’s room for multiple vehicles, making this an ideal spot for extended stays or group trips.brbrAvailable for the Entire Summer of 2025 No need to limit your stay to just EAA—this home is available all summer long, whether you're here for the airshow, a family vacation, or an extended getaway.brbrDon’t miss your chance to book this relaxing, well-equipped home for your summer visit to Oshkosh!

Spacious Retreat with Inground Pool - Perfect for EAA & Summer Getaways!

Oshkosh, Wisconsin, United States

Bed

Bath

Sleeps

$489.9

This is my husbands family home that he grew up in. It has beautiful hardwood floors and was built by his Great Grandfather.brbrOur duplex has a park across the street, is a block away from beautiful Lake Winnebago, about a mile away from Wittman Regional Airport / EAA grounds, only 5 miles from the XRoads41 grounds, 52 minutes from Lambeau Field and we don't want to forget about all of the restaurants and shopping that Oshkosh has to offer.brbrClose to the EAA grounds with planes flying over the house all day if you want to see them without being at the busy grounds all day.brbrFishing in Lake Winnebago all year is only a block away with a view of it out the front door.brbrThe new outdoor summer music venue XRoads41 is only 5 miles away.brbr52 minutes from Lambeau Field, pending traffic of course.brbrLadies if fishing isn't for you but you want to vacation together, stay here and be close to all of the great shopping while the men are out fishing and then enjoy dinner out at any of Oshkosh's fabulous restaurants.

Apartment

Close to the big events in Oshkosh when you stay at Doty Landings

Oshkosh, Wisconsin, United States

Bed

Bath

Sleeps

$167.9

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.

Apartment

Luxury In A Quaint Little Package

Oshkosh, Wisconsin, United States

Bed

Bath

Sleeps

$492.72

1920 Craftsman style home. Two bedrooms, screened in porch. Walking distance to: EAA shuttle at UW Oshkosh, Paine Art Center and Gardens, Oshkosh Public Museum, and Fox River Brewing Company Waterfront Restaurant.brbr

EAA Home Rental. Walking Distance to UWO Shuttle.

Oshkosh, Wisconsin, United States

Bed

Bath

Sleeps

$180.13

The Red Brick Inn property is a beautiful, ten-acre country inn & retreat built in 2007. We are a licensed, registered facility. The property houses spacious separate suites with private entrance and bath, refrigerator, microwave, coffee maker and in-room bar eating area. Visit includes a separate, enclosed 4-season room, usable by all. We offer great walking trails, as well as a state biking trail just a half mile away, with plenty of bird watching. Kayak and bike rentals are available as well. No fish cleaning on the premises please.

Redbrick Inn Courtney Suite

Oshkosh, Wisconsin, United States

Bed

Bath

Sleeps

$709.78

Welcome to your cozy lakefront winter retreat in Oshkosh, Wisconsin! Whether you’re planning a couples weekend, a family holiday stay, an ice-fishing trip, or a month-long rental for work or relocation, this peaceful home offers a warm, comfortable, fully furnished winter escape with beautiful snow-covered lake views.brbrLocated right along the water, this home features comfortable bedrooms, high-speed WiFi, a full kitchen, warm ambient lighting, plush blankets, and cozy winter décor—everything you need for a relaxing winter stay.brbrPerfect for:br • Couples seeking a quiet, scenic winter getawaybr • Families visiting for holidays or UW-Oshkosh graduationbr • Ice fishing groups (Lake Winnebago is unbeatable)br • Winter sports weekendsbr • Traveling nurses or mid-term staysbr • Guests needing temporary housing during renovation or between homesbrbrJust minutes from shops, restaurants, grocery stores, EAA, downtown Oshkosh, and major medical centers, you get the best of privacy and convenience. Enjoy your vacation in this gorgeous lake house get away.brThe home is completely remodeled and professionally decorated. Sip coffee in the morning while looking out over lake Winnebago. Enjoy family meals at the custom dining room table for 12.

Cottage

Modern Lake house on Lake winnebago

Oshkosh, Wisconsin, United States

Bed

Bath

Sleeps

$580.5

Discover the perfect blend of modern elegance and natural beauty in thisbrbrbrand-new, two-story home with spectacular lake views. Nestled in a serene,brbrlakefront location near the Wiouwash Trail, this property offers a uniquebrbrcombination of tranquility and convenience.brbrbrbrLocated right on the lakefront, you can enjoy direct access for swimming,brbrfishing, or simply unwinding by the water's edge. Biking enthusiasts will lovebrbrthe proximity to Wiouwash Trail, where you can explore scenic routes leadingbrbrto charming local breweries and cafes. Despite its tranquil setting, thebrbrproperty is conveniently close to town, offering easy access to dining,brbrshopping, and local attractions.brbrbrbr★☆ NEARBY ATTRACTIONS, LANDMARK & RESTAURANTS☆★brbrbrbr * Lake Butte des Morts - 6 min drivebrbr * Wiouwash Trail - 9 min drivebrbr * Bare Bones Brewery: 1 milebrbr * Winkler's Westward Ho: 2.5 milesbrbr * Asylum Point Lighthouse - 11 min drive brbr * Pollock Community Water Park - 13 min drive brbr * Oshkosh Farmers Market - 13 min drive brbr * The Sun Dial @ Downtown Oshkosh - 14 min drive brbr * New Moon Cafe - 14 min drive brbr * Pete's Garage Bar - 15 min drivebrbr * The Outlet Shoppes at Oshkosh - 17 min drivebrbr * Menominee Park - 18 min drivebrbr * EAA AirVenture - 20 min drivebrbrbrbr★☆ KEY FEATURES ☆★brbrbrbr * Brand new construction with contemporary design elementsbrbr * 2 kayaks and 2 paddleboards available for guest use brbr * Two-story layout maximizing views of the lakebrbr * Direct lakefront access with dock (boat access for guests okay)brbr * Proximity to Wiouwash Trail, perfect for biking and exploringbrbr * Quiet neighborhood ensuring peace and privacybrbr * Easy access to local breweries and town amenitiesbrbr * Fully equipped kitchen, stocked with the essentialsbrbr * Open living area perfect for bonding with families & friends!brbr * Spacious outdoor area loaded with amenities (outdoor furniture, outdoor dining, BBQ grill+ more!)brbrbrbr★☆ BEDROOM ARRANGEMENT☆★brbrbrbr * BR1: 1 King Bedbrbr * BR2: 1 Queen Bedbrbr * BR3: 1 Queen Bed brbr * BR4: 2 Twin over Full Bunkbedsbrbrbrbr★☆ LIVING ROOM ☆★brbrbrbrStep into a spacious, light-filled living room adorned with modern decor andbrbrlarge windows that frame picturesque lake views. Relax on plush sofas orbrbrgather around the cozy fireplace on cooler evenings.brbrbrbr★☆ KITCHEN & DINING ☆★brbrbrbrThe sleek, fully-equipped kitchen is a chef's delight, featuring stainlessbrbrsteel appliances, granite countertops, and ample space for preparing gourmetbrbrmeals. Enjoy morning coffee at the breakfast bar or dine with a view at thebrbrelegant dining table.brbrbrbr★☆ PARKING ☆★brbrbrbr * 3 parking spaces available (garage & driveway)brbrbrbr★☆ OUTDOOR SPACE ☆★brbrbrbrStep outside to your private oasis where a spacious patio awaits. Sipbrbrcocktails as you watch the sunset over the lake, grill up a feast for friendsbrbrand family, or simply unwind in the tranquility of the landscaped backyard.brbrbrbr★☆ HOUSE RULES ☆★brbrbrbr * No smokingbrbr * No pets allowed. brbrbrbr * Street parking is NOT allowedbrbr * Fees will apply for damaged and/or missing paddleboards and/or kayaks.brbr * No events, parties, or large gatheringsbrbr * Must be at least 25 years old to bookbrbr * Please report any damages that occur during staybrbr * There is a $500 fee for smoking in the premises.brbr * Guests may request an early check-in (up to 3 hours before 4pm) or a late check-out (up to 2 hours after 10am), so long as there is not a reservation booked at our property for the day of your request. Please message us a day in advance to confirm availability and receive the applicable fee quote.brbr * Extra Guests: If more guests than permitted are found at the property, we reserve the right to deny entry based on policies. Extra guests will be treated as trespassers. An additional fee of $50/night per extra guest may apply, or we might request that you vacate the property.brbr * If uncertain about guest numbers or daytime visitors, please reach out. We aim to prevent any misunderstandings. brbrbrbr★☆ Book Now & Let Us Take Care Of You! ☆★brbrbrbr

NEW LISTING! Sunset Cove (4-Bedroom Home)

Oshkosh, Wisconsin, United States

Bed

Bath

Sleeps

$366.53

✨ Spacious Tri-Level Lake Winnebago Retreat – Fun, Comfort & Connection brbr Perfect for Families, Couples & Groups – Plenty of room to relax and reconnectbr Three Cozy Living Areas – Each with a fireplace for warmth and ambiancebr Large Kitchen & Dining – Ideal for meals and gatherings with loved onesbrbr Expansive Yard & Deck – Gas grill , fire pit , and Adirondack chairs for evenings under the stars ✨br Entertainment for All – Foosball table ⚽ and TVs in every bedroom keep everyone happybrbr Steps from TJ’s Harbor Restaurant – Enjoy delicious wood-fired pizzasbr⛳ Nearby Golf – Play a round at Oshkosh Country ClubbrbrWhether it’s family time, a romantic escape, or an adventure-filled getaway, this home blends comfort, fun, and convenience for an unforgettable Lake Winnebago stay! brNo large parties or gatheringsbrNo pets allowed on the property-$200 FEE brNo vaping in the house or garage

Lilly Lakeside House

Oshkosh, Wisconsin, United States

Bed

Bath

Sleeps

$520.3

Experience Goyke – Your Lakeside Retreatbrbr✨ Relax in Style: Stunning lake views meet modern comfort in this 3-bed, 3-bath haven. Thoughtfully furnished spaces, a cozy reading nook, and updated appliances make it easy to unwind and feel at home.brbr Room for Everyone: Two queen master suites with private baths give you space to recharge—perfect for friends, family, or a solo escape.brbr Lakeside Evenings: Gather around the firepit, soak in the water views, and let the gentle breeze set the mood for a perfect night.brbr Local Flavors: Just a short walk to TJS Harbor for wood-fired pizzas, craft cocktails, and unbeatable vibes.brbr Escape Awaits: Whether it’s a weekend getaway or a longer stay, Goyke blends comfort, style, and lakeside charm effortlessly.brbr Book your escape today!brNo large parties or gatheringsbrNo pets allowed on the property- $200 FEE brNo vaping in house or garage

Goyke House- Best Lakeviews

Oshkosh, Wisconsin, United States

Bed

Bath

Sleeps

$383.88

✨ Luxury 4-Bedroom Lakeside Retreat – Comfort, Style & Tranquility brbr 4 Bedrooms | 4 Bathrooms – Spacious and private, perfect for families or groupsbr King & Queen Beds – Cozy bedrooms designed for restful nightsbr Chef’s Kitchen – Modern appliances make cooking for large groups effortlessbr ️ Elegant Dining Area – Ideal for family meals or entertaining friendsbrbr☀️ Expansive Outdoor Deck – Grill, soak up the sun, or relax with a bookbr Fire Pit Evenings – Gather under the stars for unforgettable memoriesbr Nearby Dining – Just steps from TJ’s Harbor Restaurant, serving hand-fired pizzas with charming waterfront viewsbrbr Prime Location – A serene getaway yet close to attractions, shopping, and outdoor adventuresbr✨ Perfect for – Family vacations, group getaways, or lakeside retreatsbrbrBook now and experience lake views, modern comforts, and memorable moments at this beautiful lakeside escape! brNo large parties or gatheringsbrNo pets allowed on the property-$200 FEE brNo vaping in the house or garage

The Harbor Hideaway.

Oshkosh, Wisconsin, United States

Bed

Bath

Sleeps

$382.95

Stay in the heart of Oshkosh in our newly remodeled Aviation themed home, The Hangar. This is a perfect getaway with a large upgraded modern kitchen and a large living space with foosball and board games. Open concept with a 65 inch smart tv in the living room! There are 2 bedrooms and 2 full bathrooms downstairs including a master suite with king size bed with master bath. Upstairs, there are 3 bedrooms each with queen beds, a full bathroom, and a kitchenette. All rooms have smart tv's in them! All new windows that let in great lighting, enjoy reading a book on the window seat on a nice afternoon. Large lawn yard for entertaining. Two car garage along with a driveway for plenty of parking. Walking distance to a coffee shop, restaurants, and beautiful South Park. Less than a mile away from Menominee Nation Arena and less than 3 miles from EAA.

Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.

Oshkosh, Wisconsin, United States

5

Bed

Bath

12

Sleeps

$800.89

Your Oshkosh adventure begins at this 4-bedroom house. With 1 full bed, 2 queen beds, and 1 king adjustable, tempur-pedic bed. This phenomenal property offers a cozy retreat for guests. The 3 bathrooms feature a bathtub, shower, and hair dryer for added convenience. Close to EAA Airventure and shopping this home offers a wonderful place to enjoy your time in Oshkosh. There is a backyard retreat for everyone. You can entertain by a fire or relax in the hottub (separate deposit required for hottub use).

Close to EAA!

Oshkosh, Wisconsin, United States

4

Bed

Bath

8

Sleeps

$977.5

• Just 1.7 miles from the EAA AirVenture groundsbr• Quick and easy access by car, bike, or even a longer walkbr• Quiet neighborhood to relax after busy air show daysbrbr• 3 bedrooms, 2 full bathroomsbr• Comfortably sleeps 6 in bedsbr• Space for additional guests with air mattresses if neededbrbr• Primary bedroom with queen bed and private full bathroombr• Second bedroom with queen bedbr• Third bedroom with queen bedbrbr• Fully equipped kitchen for cooking and meal prepbr• Open living and dining area with plenty of seatingbr• Two full bathrooms to make getting ready easy for groupsbrbr• Off-street parking for multiple vehiclesbrbr• Ideal for families, friend groups, or aviation enthusiastsbr• Perfect home base for EAA week close to all the action without the traffic hassle

1.7 Miles to EAA, 3Bed 2 Bath

Oshkosh, Wisconsin, United States