Vacation Rentals By Owner In Oshkosh, WI

A piece of tranquil paradise 15 minutes from EAA AirVenture w/quick highway access! Updated 3,000 sq ft lake channel property w/ over 300 ft of water front- dock w/ seating and lighting, swimming ladder, landing/ kayak launch. Tie up your boat to the large dock, as the water is always calm on the channels! Great fishing off dock and seawall! New expansive patio with MasterSpa hot tub, gas fire pit, Adirondack seating, and outdoor dining. brbr4 bedrooms (including first floor master suite), 2.5 bathrooms, 2 living rooms. All second floor bedrooms have individual temperature controls for perfect sleeping conditions! Granite counter tops, stainless appliances, custom mosaic tile floors and inlaid hardwood flooring, custom Brazilian cherry & wrought iron staircase. All linens included.brbrView EAA AirVenture planes from the patio all day! brbrRenters have access to 4 kayaks and a stand up paddle board! Plenty of life jackets on site (including children’s sizes). Channel leads to Lake Winnebago- large sandbar for swimming at opening of channel. Can also swim off of the dock! This property is a summer dream destination!brbrExplore the beautiful waterfront neighborhood on the 4 bikes which are provided at no additional cost!

Beautiful Waterfront Retreat- Perfect for EAA AirVenture!

Oshkosh, Wisconsin, United States

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$592.25

Located in Oshkosh, this house is a dream. With 3 bedrooms including a queen bed, twin bed, and murphy bed, guests will have a terrific stay. Enjoy the convenience of 2 bathrooms with showers and hair dryers. Other phenomenal features include AC, a washing machine, WiFi, heating, and a fitness room. We're happy to assist with any questions while you stay at our house. Available for EAA 2025 Rental. Only 15 minute drive to Whitman Airfield and 10 minute drive from Downtown Oshkosh.

Charming 3-bedroom house in Pleasant Oshkosh with WiFi, fitness room

Oshkosh, Wisconsin, United States

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Exceptional(22)

$666.98

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.brbrRoom 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.brbrLocal Flavors: Just a short walk to TJS Harbor for wood-fired pizzas, craft cocktails, and unbeatable vibes.brbrEscape Awaits: Whether it’s a weekend getaway or a longer stay, Goyke blends comfort, style, and lakeside charm effortlessly.brbrBook 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

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Exceptional(2)

$1275.0

Beautiful and spacious - 5 bedroom, 4 bathroom, 6+ bed ranch home, 4,000+ sq ft, with an open concept living space and professional kitchen. Located a little over 3 miles from the EAA grounds (take the back way in!).brbrThe house is at the end of a cul de sac in a quiet, safe, residential neighborhood. Lower level has a bar, fireplace, exercise room, sauna and additional living room. Large backyard with patio, grill, fire pit, swing set and outdoor seating.brbrThere are couches and air mattresses as well. Washer and Dryer available for use.brbrVery close to shopping area - Festival Foods grocery store, many fast food chains and local restaurants, Wal Mart, gas stations and pharmacies.

Oshkosh Home for Air Venture - 3 miles from EAA Air Show

Oshkosh, Wisconsin, United States

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Cozy full size 11x16 w/2 full size closets. + dresser. View of a beautiful backyard trees & bushes, a calm and quit place. There's a patio & BBQ available for your use. Dining room w/ kitchen.brsunny..

EAA. Rental

Oshkosh, Wisconsin, United States

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Exceptional(5)

$541.77

This enchanting 1920's Oshkosh property promises a comfortable stay, complete with a king bed, twin bed, and 3 bunk beds, perfect for a peaceful slumber. Amenities include AC and WiFi, ensuring guests can relax and recharge. The 2-bedroom, 2-bathroom property features a bathtub and shower for convenience. Furthermore, guests can enjoy additional spaces, including a cozy living room with a sofa bed and a functional office with a murphy bed. Fall in love with Oshkosh's charm and numerous attractions. As a top Wisconsin fishing lake, bring your boat and enjoy the private pier available from May to September, exclusively for guests. Explore the EAA, watch the Milwaukee Bucks Herd Team, or take a 10-minute walk to the local, free zoo. Whether visiting family or on business, Oshkosh has something for everyone, making this property an ideal choice.

Discover the Perfect Lake House Getaway on Lake Winnebago in Oshkosh!

Oshkosh, Wisconsin, United States

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Exceptional(1)

$993.93

Located in a quiet Oshkosh neighborhood with 4 bedrooms, 2 full baths and 2 1/2 baths. Includes a theater room, pool table, and mini bar. Large backyard with seating, grill and a fire pit for relaxing. Home is conveniently located 2.5 miles (8 minutes) from the EAA.

Beautiful Home Available for EAA AirVenture 2026!

Oshkosh, Wisconsin, United States

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Exceptional(1)

$1260.0

Start your day with a beautiful sunrise on the lake and end the day with a gorgeous sunset while enjoying a campfire on the lakeshore. Beautiful Lake house for rent, available July 17-27th …3 bedrooms and loft area…queen bed in each bedroom and 1 queen futon and 2 twin beds in loft, 2 full baths, 2 living rooms and large patio and fire pit. Large tvs in bedrooms and living rooms. 2 kayaks are also available for use. 15 passenger pontoon with captain available for extra charge. 10 miniute drive to EAA grounds.

EAA Lakefront Paradise- JUST RELISTED DUE TO EMERGENCY CANCELLATION BY RENTERS

Oshkosh, Wisconsin, United States

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Exceptional(6)

Perfect for all your EAA needs. 4.7 miles from the airport, this home has 2 queen beds and a sofa sleeper, comfortably sleeps 6 people. There are 2 large living rooms and a large sunroom. This home is a mere 2 blocks from the beautiful lake Winnebago which has miles of walking trails, parks, the zoo, tennis, volleyball, and pickle ball courts. There are two grocery stores within a mile and many restaurants and bars closely located on Main Street.

RENTAL - 4.7 miles away, newly remodeled ranch home

Oshkosh, Wisconsin, United States

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$335.1

Relax and enjoy this warm, modern, open concept 3-bedroom, 2-bath home, with a deck, parking for 2 cars. We are told it's comfy, clean, and happy. We are located on a quiet street in Oshkosh, close to Rte 41 and 45 (Algoma), 10 m from Lake Winnebago & 45 min from Lambeau Field. brbrWe are also ½ mile from the Fox River Inlet and Wiouwash State Trail. It’s perfect for a couple's retreat, an outing for the family, or those in town for any Oshkosh and surrounding area events! We are in a safe area.

Passion Place, warm and modern 3-bedroom, 2 Bath home in Oshkosh, WI

Oshkosh, Wisconsin, United States

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Exceptional(2)

$926.16

This house is a half mile from the EAA grounds so you'll be close by for all of airventure. There are three bedrooms sleeping six people total. Washer and dryer, full kitchen with dishwasher, water cooler, stove, air fryer. brbrLocated conveniently close to Target, Walmart and local grocery stores. The house also has central air and a smart thermostat to keep you comfortable. Netflix, Hulu, Disney Plus, HBO Max all available via Roku. We also have a PS5 and Nintendo Switch.brbrDriveway parking is available and can accommodate multiple vehicles.brbrPlease note three cats reside at this property. They will be boarded elsewhere during your stay and we will remove all pet related items. Additionally a thorough cleaning will reduce the presence of pet related smells but we cannot guarantee they will be completely eliminated. Please be mindful of this upon booking so it does not impact your stay.brbrBook now to make sure you're close to all the action for Airventure 2024!

Three Bedroom House One Half Mile From EAA Grounds

Oshkosh, Wisconsin, United States

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Exceptional(12)

$897.75

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

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Exceptional(54)

$483.66

Spacious Tri-Level Lake Winnebago Retreat – Fun, Comfort & Connection brbr Perfect for Families, Couples & Groups – Plenty of room to relax and reconnectbrThree Cozy Living Areas – Each with a fireplace for warmth and ambiancebrLarge Kitchen & Dining – Ideal for meals and gatherings with loved onesbrbrExpansive Yard & Deck – Gas grill fire pit, and Adirondack chairs for evenings under the stars brEntertainment for All – Foosball table and TVs in every bedroom keep everyone happy!brbr 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-$250 FEE-unapproved pets brNo vaping in the house or garage-$250

Lilly Lakeside Retreat Near Lake Winnebago – Cozy Fireplaces & Family Fun

Oshkosh, Wisconsin, United States

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Exceptional(53)

$536.76

Luxury 4-Bedroom Lakeside Retreat – Comfort, Style & Tranquility brbr 4 Bedrooms | 4 Bathrooms – Spacious and private, perfect for families or groupsbrKing & Queen Beds – Cozy bedrooms designed for restful nightsbrChef’s Kitchen – Modern appliances make cooking for large groups effortless Elegant Dining Area – Ideal for family meals or entertaining friendsbrbrExpansive Outdoor Deck – Grill, soak up the sun, or relax with a bookbr Fire Pit Evenings – Gather under the stars for unforgettable memoriesbrNearby 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 retreats**brbrBook now and experience lake views, modern comforts, and memorable moments at this beautiful lakeside escape! brbrNo large parties or gatheringsbrNo pets allowed on the property-$250 FEE- unapproved pets brNo vaping in the house or garage-$250 FEE

The Harbor Hideaway.

Oshkosh, Wisconsin, United States

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Exceptional(4)

$765.43

Whether you are visiting for EAA AirVenture, a summer family reunion, abrbrcorporate retreat, or simply a weekend escape on the water, Sunset Covebrbrdelivers a rare combination of modern design, outdoor recreation, andbrbrlakefront serenity that is hard to find in this market.brbrbrbrWelcome to Sunset Cove, a brand-new lakefront retreat on the shores of LakebrbrButte des Morts in Oshkosh, Wisconsin. This spacious two-story home offersbrbrfour bedrooms, three full bathrooms, and accommodations for up to ten guests,brbrwith panoramic lake views from every level and direct water access right frombrbryour backyard.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

Lakefront 4BR w/ Dock & Kayaks | Oshkosh

Oshkosh, Wisconsin, United States

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$353.21

Located just minutes away from the Oshkosh EAA grounds, our beautifully updated house promises a cozy retreat during your stay.brbrFeatures include: 2 bedrooms (2 full sized beds), fold out couch (sleeps 1-2), 1 bathroom, fully equipped kitchen, cozy living room with smart tv, furnished patio, washer and dryer, free parking.brbrKITCHEN FEATURES: br- Fridge/freezerbr- Oven with stovetopbr- Keurig coffee brewerbr- Microwave, toaster, blenderbr- Pots, pans, cooking utensilsbr- Plates, bowls, cups, mugsbr- Spice collectionbrbrBEDROOM FEATURES: br- Full-sized bed in eachbr- Premium linensbr- Dresser/ClosetbrbrBATHROOM FEATURES: br- Large bathtub/showerbr- High-quality towelsbr- Extra toiletry itemsbr- Hair dryerbrbrLIVING ROOM FEATURES: br- Smart TVbr- Comfortable chaise sectionalbr- Board gamesbrbrOTHER FEATURES: br- Keyless entrybr- Free parkingbr- Outdoor seating/eating areabr- Washer & dryerbrbrLOCATION: br- 5 minutes from EAA groundsbr- 5 minutes from downtown Oshkoshbr- 5 minutes from I-41br- Less than 5 minutes from Target/Grocery StorebrbrATTENTION TO DETAIL: brbr- Cleanliness is a top priority for us, and we pride ourselves on welcoming you into a sparkling clean home!brbr- Our home has a washer and dryer. Laundry pods are available for you to use.brbr- We provide premium linens for each guest.brbr- We provide basic goods such as paper towels, tissues, hand soap, and dish soap.brbr- Coffee and spices are includedbrbrDuring your stay, feel free to message me with any questions or concerns!

Cozy & Updated Oshkosh Home 5 Minutes from Airport

Oshkosh, Wisconsin, United States

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Experience EAA in comfort and style in this beautiful, newly constructed 3-bedroom home located just 7 miles from the EAA grounds. With two king beds and one queen bed, there’s plenty of space to relax and unwind in over 2,800 square feet of thoughtfully designed living space.brbrThe home features three full bathrooms, making mornings easy and stress-free for everyone. After a full day at AirVenture, unwind on the covered porch or enjoy a meal prepared on the Weber gas grill—perfect for gathering and relaxing together.brbrThis inviting home offers a warm, welcoming atmosphere and serves as an ideal home base during your time in Oshkosh. We hope you enjoy your stay!

EAA Housing • Spacious 3BR Home • 7 Miles to Grounds • 2 Kings • Covered Porch

Oshkosh, Wisconsin, United States

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Exceptional(2)

Looking for a place to stay for EAA 2026 We've got you covered. Enjoy a quiet neighborhood located on the North side of Oshkosh. Easy access to I-41. 25 minutes to ATW. Central Air/Heat throughout the house, 2-car attached garage, Living room PLUS oversized Family room, Blackout curtains in every room. Lots of stuff for kids to do here. Multiple sleeping arrangements. Free Queen size auto air mattress available for additional guests. When you enter you will be welcomed by the Cathedral ceilings and an open concept Living room, Kitchen and Dining room with dishwasher, stove, Countertop Convection Oven, Ice Maker, Water Dispenser, Coffee maker and complimentary coffee. Brand new Clothes Washer and Dryer included. Off the dining room there is a concrete patio overlooking the fenced in backyard with a beautiful garden, Trampoline, and Swing set. 2 player electrical basket ball hoop all toys seen in the pictures are available for you and your guests. brbr6 Minutes from the Highway/Interstate 41

Spacious quad level 3 Bedroom 3 Bath, Wi-Fi, Key-less. Great for EAA

Oshkosh, Wisconsin, United States

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Bath

Sleeps

Exceptional(83)

$355.69