Vacation Home Rentals By Owner In Oshkosh, WI

Showing 40 Of 157 Vacation Rentals

$507.23

Oshkosh EAA AirVenture Rental

Oshkosh, Wisconsin, United States

Very clean, single family ranch home. Smoke free. 7 night minimum rental. Less than 3 miles to E.A.A. Grounds. Easy access to restaurants, shopping and main hwy. City bus stop is 2 blocks away. Relax after a long exciting day at AirVenture in our recently updated, 3-bedroom, 1.5-bath home. Finished basement. Quite neighborhood with deck/patio and grill. All the comforts of home!

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$862.5

/ Nightly

Private Vacation Home

1.7 Miles to EAA, 3Bed 2 Bath

Oshkosh, Wisconsin, United States

• 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 bedsbrbr• 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

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Exceptional(1)

$100.0

/ Nightly

Private Vacation Home

Perfect location for travel workers, close to everything and fully furnished!

Oshkosh, Wisconsin, United States

Completely updated and fully furnished house has everything you need while traveling for work or vacation. Comfortable king bed, blackout curtains. Guest bedroom with trundle bed. Newly remodeled kitchen with full size appliances. Electric fireplace. 55 smart TV in living room and smart TV in master bedroom. This house is in a great friendly and safe neighborhood and is close to the park for walks. This is a mid-term rental, meaning it's a month to month rental with a minimum of one month. We make exceptions to this for EAA.

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Exceptional(3)

$320.35

/ Nightly

Private Vacation Home

Cozy & Quiet in Oshkosh!

Oshkosh, Wisconsin, United States

Enjoy this beautiful home that’s perfect for groups, families, or even solo business travelers!brbrAbout this spacebrbr•Flexible self check-in/outbr•Newly remodeled housebr•Safe residential neighborhood on quiet, end-streetbr•Brand new comfortable bedsbr•Bedroom with large, walk-in closet perfect for pack and play if bringing small childrenbr•Washer and dryerbr•Central Air conditioningbrbrPets welcome — $135 per pet per stay. Please message with the number of pets so we can add the correct fee.brbrYou will find convenient access to many area attractions:br5 minute drive to EAAbr4 minute drive to University of WI Oshkoshbr4 minute drive to Menominee Nation Arenabr4 minute drive to downtown Oshkoshbr3 minute drive to Convention CenterbrbrThe entire house is all yours! There is a small yard. However, there is not any outdoor patio furniture or seating outside so plan on spending your time in the house while you're at the property.brbrGuest check-in time is 3pm and checkout is 10am.brbrThe two bedrooms are located upstairs and the full bathroom is located downstairs.

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Exceptional(5)

$1158.21

/ Nightly

Private Vacation Home

Beautiful house located 5 minutes drive to EAA AIRVENTUE

Oshkosh, Wisconsin, United States

Beautiful house that is super clean with country settings with woods in backyard, and dead end street that leads to to the lake! Restaurants 2 blocks away and close to shopping areas too! Great thing is a few minutes drive to Eaa grounds!brPlus a hot tub for your aches and nice swimming pool to cool off in!!brAlso huge sectional that could easily sleep more..

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Exceptional(1)

$833.75

/ Nightly

Private Vacation Home

Spacious 4-bedroom house with Beautiful Patio close to EAA in Oshkosh

Oshkosh, Wisconsin, United States

This 4-bedroom house in Oshkosh is perfect for your escape. We are less than 3 miles to EAA With 3 queen beds and 1 full bed, this lovely property offers 2 1/2 bath and amenities like a hair dryer, iron, washing machine, WiFi, AC. We have the availability of a queen mattress and a pack and play for an infant. We're happy to assist with any questions while you stay at our house.

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Sleeps

Exceptional(2)

$1054.4

/ Nightly

Private Vacation Home

Cozy Home a few miles away from EAA & Sea Plane Base

Oshkosh, Wisconsin, United States

This cozy home is nearby EAA and the EAA Sea Plane base. With three bedrooms that sleep 6 people total, the comfortable living areas allow space to spread out and are cozy enough for a couple extra bodies to sleep if needed. Enjoy a quaint neighborhood with view of planes flying overhead during EAA Airventure on the homey patio. Stocked with any and all household essentials, make yourself at home and take a cool break from your EAA adventures.

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$1814.4

/ Nightly

Private Vacation Home

Lakefront Airventure Headquarters with Dock 1.4 mi to SeaPlane Base

Oshkosh, Wisconsin, United States

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.

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Exceptional(1)

$1150.0

/ Nightly

Private Vacation Home

Beautiful 4br home located within blocks of EAA grounds!

Oshkosh, Wisconsin, United States

Spacious 4br 2bath ranch with large private back yard. 2 living room areas, large eat in kitchen/breakfast bar seating, formal dining room, and bonus room. Home is located in a nice and quiet neighborhood at the end of a cul de sac. House is fully furnished and has everything to make your stay comfortable. Located near many restaurants and shopping. After a day of exploring, come back to hang out on the deck or grill out.

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$268.47

/ Nightly

Private Vacation Home

5 Min from University of Wisconsin – Oshkosh

Oshkosh, Wisconsin, United States

Enjoy a comfortable and effortless stay in this inviting home, complete with strong Wi-Fi and a smart TV in every room for seamless streaming. The fully stocked kitchen makes cooking a breeze, and private parking ensures added convenience throughout your visit.brbrRelax in the backyard, unwind with your favorite shows on the Roku TV, or stay on top of your laundry with the in-home washer and dryer. This cozy space is thoughtfully designed to make your stay smooth, enjoyable, and stress-free.brbrThis beautifully designed fully furnished property is centrally located.br★★5 min drive to University of Wisconsin–Oshkosh★★br★★6 min drive to Aurora Medical Center - Oshkosh★★br★★10 min drive to Menominee Park★★br★★10 min drive to downtown Oshkosh dining & shopping★★brbrbr★Cleanliness★br￫ Cleaned by a professional teambrbr★Fully Equipped Kitchen★br￫ Potsbr￫ Pansbr￫ Dishesbr￫ Utensilsbr￫ Cooking oilbr￫ Salt + Pepperbr￫ Coffee makerbr￫ Tea KettlebrbrAs our guests, you will have access to all parts of the space as listed. Our property isbrdesigned to provide you with a comfortable and convenient stay, and we have madebrsure that you will have everything you need to feel at home.brbrAvailable 24/7 if you should need anythingbrbr￫ Important: We are committed to protecting our property and community which isbrwhy we require guest screening and verification. Please note that before yourbrbooking begins, you will need to verify your details and ID through our verificationbrsystem. You will also be required to pay a $50 non-refundable damage waiver inbrcase you cause accidental damage during your stay.

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$259.65

/ Nightly

Private Vacation Home

Charming Updated Home in Oshkosh w/ Free Parking

Oshkosh, Wisconsin, United States

Summary:brbrThis charming and fully updated home offers a comfortable and inviting stay in the heart of Oshkosh, Wisconsin, USA. With thoughtful updates throughout, a spacious layout, and warm curb appeal, this property is ideal for guests seeking a relaxing and convenient home base whether traveling for work or leisure.brbrbrbrThe Space:brbrInside, you’ll find a bright and spacious living room designed for gathering and entertainment. The main floor includes a convenient half bath, while the updated kitchen features a snack bar and flows seamlessly into the dining area—perfect for meals and conversation. Upstairs, the home offers three generously sized bedrooms along with a full bathroom, providing comfortable accommodations for families or groups. The charming front porch adds an extra touch of warmth and a welcoming place to unwind.brbrbrbrGuest Access:brbrEnjoy full access to the entire home, complete with your own private entrance.brbrbrbrThe Neighborhood:brbrLocated in a residential area of Oshkosh, this home provides a peaceful setting while still offering convenient access to local amenities. Guests can enjoy nearby parks, dining options, shopping, and easy routes to explore the greater Oshkosh area. The property is especially well-positioned for visitors attending events at EAA Aviation Museum and the annual AirVenture grounds, located approximately 2–5 miles away (about a 5–10 minute drive).It is also conveniently located about 20–25 miles from Appleton, Wisconsin, USA (roughly a 25–30 minute drive) and approximately 35–40 miles from Green Bay, Wisconsin, USA (about a 40–50 minute drive), making it a great central base for exploring Northeast Wisconsin.brbrbrbrGetting Around:brbrUber and Lyft are always available, and the city is easy to navigate by car.brbrbrbrInteraction with Guests:brbrWe give you the space to enjoy our space. Should any questions come up during your stay, we're just a text message or phone call away.

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$282.45

/ Nightly

Private Vacation Home

Shorewood - 10 steps away from the water!

Oshkosh, Wisconsin, United States

This fully equipped and furnished one story, 2 bedroom bungalow (with a twin hide-a-bed in the living room area) will appeal to your ideas of a relaxing vacation! If you desire internet, this home is so equipped and has Wi-Fi! Just bring your clothing and personal care items! The East facing deck off the living room lets you watch the gorgeous sun AND moon rises over beautiful, relaxing Lake Winnebago! A 40' dock for you to fish from, or step into the water from it's ladder for swimming! We STRONGLY RECOMMEND WATER SHOES because of the zebra mussel shells. We provide both a pedal boat and kayak for your waterfront use at no extra charge! Complete with flat screen TV's in the living room and both bedrooms, your entertainment needs will be met. There is also a large side yard for activities such as croquet, badminton or volleyball, when you might be taking a break from your waterfront activities. The kitchen is fully equipped, stocked with anything needed for your culinary desires. There is an electric glass top range, both coffee pot and single serve pod coffee makers, double door refrigerator/freezer with water and ice dispensers, built-in dishwasher and microwave too! In the event you need to wash clothes, there is a 1st floor washer and dryer for your use. So............make your reservation for a relaxing stay at Shorewood. It is directly west of and across the lake from our other rental called Twilight, and just a few minutes from the city limits of Oshkosh, WI. Close to boat ramps, parks, grocery stores and restaurants! Sorry, Strictly, no pets allowed in consideration of future guests who may have allergies. Strictly, no parties or events allowed!

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Exceptional(7)

$751.69

/ Nightly

Private Vacation Home

Relaxing Lake Winnebago Waterfront Retreat

Oshkosh, Wisconsin, United States

Relaxing Lake Winnebago Waterfront RetreatbrExperience the simple pleasures of lakeside living in this newly remodeled Oshkosh vacation home! Featuring 3 bedrooms, 2 full baths, and 2 half baths, this beautifully designed home is the ideal spot to enjoy endless activities on Lake Winnebago. Go ice fishing on Lake Winnebago or snowmobiling around Winnebago county in the winter ortake the pedal boat out for a spin or kayak around the lake! in the summer! After, relax in the serene living room while admiring panoramic views of the lake through floor-to-ceiling windows, or end the night with stargazing on the patio!brIn the winter, enjoy nearby hiking and the 200-mile network of snowmobiling trails in Winnebago County. As the lake freezes over, walk right onto Lake Winnebago to join the crowd for some ice fishing. There are several sleds free for guests to use with several sledding hills around Oshkosh for both the small ones as well as dare devils. Or just enjoy the serene lake views with friends and family from the comfort of the living room while drinking a warm cup of hot chocolate.brIn the summer, it is equipped with a 4-person pedal boat and 4 kayaks (2 single kayaks and 2 double kayaks) that are free to use to guests. Launch them right out the backdoor from our private dock. Or sit back on the patio while you grill out with your friends and family. (Note: Watercraft are usually put into storage around Oct/Nov when temperatures drop)brThe house is stocked with more board games than you'll have time to play. Everything from family friendly games for the kids to others meant for those competitive at heart. brThis cozy 3-bedroom, 4-bathroom home fits 8 people comfortably with 6 beds plus a sofa bed. There are 3 queen sized beds, 3 twin beds, and a sofa bed along with an aero bed and pack ‘n play to make sure everyone sleeps comfortably. brOne bedroom is furnished with a queen-sized bed and full-sized sofa bed. Another with 2 queen-sized beds. And the third has a 3-bed bunk bed. There is also a queen-sized aero bed available for even more sleeping space.brFor any smaller kids, there's a pack 'n play available along with a booster seat that can be locked into one of the dining room chairs and toys to keep them occupied for the entire weekend.brPlease reach out if you have any questions about the property or the area.

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$1070.94

/ Nightly

Private Vacation Home

Spacious Oshkosh Home – 9 Minutes from EAA AirVenture

Oshkosh, Wisconsin, United States

Nestled in Oshkosh, this welcoming home offers a spacious and comfortable base just 9 minutes from EAA AirVenture Oshkosh. Perfect for pilots, aviation enthusiasts, exhibitors, and families coming in for AirVenture, this home gives you a convenient place to land after a full day at the show.brbrWith 4 bedrooms and multiple sleeping arrangements including full beds, a queen bed, a futon, baby crib, and two extra clean air mattresses, there’s plenty of room for crew, family, and friends to rest and recharge.brbrThe home features 2 full bathrooms with thoughtful amenities including a bidet and hair dryer to make your stay easier. Heating and air conditioning units keep the space comfortable during summer days and cool Wisconsin evenings.brbrEnjoy a fully stocked kitchen, cozy living spaces, WiFi, TV, washer and dryer, and fresh linens—all set in a quiet neighborhood just minutes from the action at EAA.brbrAfter a full day on the flightline, enjoy the backyard setup with a fire pit, grill, and patio seating—perfect for unwinding and swapping stories from the day’s flying.brbrWhether you’re here to catch every departure, explore the grounds, or reconnect with fellow aviation fans, this home is a clean, comfortable “home base” for your Oshkosh AirVenture experience.

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Exceptional(8)

$301.13

/ Nightly

Private Vacation Home

Charming Downtown Family Home with 3 Season Porch

Oshkosh, Wisconsin, United States

Summary:brbr● Downtown: 3 minutes. Appleton: 25 minutes Green Bay: 55 minutes. EAA Grounds: 14 minutesbrbr● Flexible self check-in/outbrbr● Updated remodeled Housebrbr● New main level bathroombrbr● Safe residential neighborhood brbr● Enclosed front porchbrbr● Yard with gas grillbrbr● Large deck off the back of the housebrbrbrbrThe Space:brbrQUALITY, STYLE AND CHARACTER BLEND PERFECTLY WITH THE MODERN UPGRADES WE ENJOY TODAY!!!! You will absolutely love this house. Here's why...brbr● Centrally located and close to EVERYTHINGbrbr● High speed WIFIbrbr● Fully equipped kitchen with gas stovebrbr● Staircase w/wrought iron accentsbrbr● Washer and dryerbrbrbrbrThe Neighborhood:brbrOur neighborhood is well established and quiet, with Stevens Park just a block away.brbrbrbrGetting Around:brbrUber and Lyft are always available, and the city is easy to navigate by car.brbrbrbrInteraction with Guests:brbrWe give you the space to enjoy our space. Should any questions come up during your stay, we're just a text message or phone call away.

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Exceptional(4)

$492.72

/ Nightly

Private Vacation Home

EAA Home Rental. Walking Distance to UWO Shuttle.

Oshkosh, Wisconsin, United States

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

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$1102.5

/ Nightly

Private Vacation Home

EAA AirVenture 2026 Convenient location, 4 miles to EAA, minutes to groceries

Oshkosh, Wisconsin, United States

EAA AirVenture 2026! Convenient location, only 4.5 miles from EAA, & minutes from grocery/liquor store and fast food places. Has 3 bedrooms, 2.5 baths, sleeps 6 or more. With large backyard, porch and firepit. Beautifull recently updated home, with large back yard, firepit, and outside porch with table and chairs, a grill and a bag game to enjoy. 3 bedrooms, master is on 1st floor with king bed and ensuite bathroom. 2nd and 3rd bedrooms, both have queen beds, are upstairs with a full bathroom between the rooms. The half bathroom is by the kitchen. Fully equipped kitchen, large table with 6 chairs. Dry bar in the kitchen area. Large family room, and also a living room on 1st floor, both with large TV’s. Basement is completely finished with a large bar, TV and seating area, with a dartboard. More amenities include a 2 car garage, air conditioning and WIFI. 3 of the 4 TV’s have an Apple TV as a streaming device, the 4th TV has a ROKU streaming device. Close to grocery/liquor store, Aurora, Menards, Culver’s, McDonalds, and Subway all within walking distance, about 15 minutes, or a short drive of 4 minutes. Close to Hwy 41 also. We do have a cat, which will be boarded.

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Exceptional(15)

$278.51

/ Nightly

Private Vacation Home

Charming 3+ bdrm 3 bath house in Oshkosh on Sawyer Creek & Fox River near EAA

Oshkosh, Wisconsin, United States

Get ready to relax in this 3+bedroom, 3-bathroom house in Oshkosh just minutes from EAA, restaurants, and shopping. This gorgeous property offers everything you need for an excellent stay. It is located on Sawyer Creek which leads into the Fox River and connects to Lake Winnebago, Lake Butte Des Morts, Lake Winneconne, Lake Poygan and the Wolf River. Docking available if you bring your own boat and outdoor fire pit. Sleeps up to 12 with 1 queen bed, 2 double beds, 3 twin beds, 2 sofa beds, and a futon for additional space. The 3 full bathrooms are equipped with all the essentials. The house was originally a duplex but it is being used as a single family. You will have the property all to yourselves during your stay.

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Exceptional(91)

$483.0

/ Nightly

Private Vacation Home

WolfDen Getaway-Winnebago Channel

Oshkosh, Wisconsin, United States

“Awesome Place” - “Great spot with easy lake access!” – Please read the reviews. brbrYou’re only 0.3 miles from the boat launch. The channel allows you to dock your boat at the property during your stay. It’s a large home with plenty of space with a newly renovated lower level, including a pool table, ping pong, darts and foosball. There are 65” smart tv’s in each of the family areas and 42” smart tv’s in every bedroom.brbrThere’s plenty of parking for your family or boat trailer.brbr4 bedrooms, 3 bathrooms, open concept, walk out lower level. Three bedrooms on main floor and one bedroom on the lower. Dock and fire pit by the channel. Great place to relax with family. Firewood included. Kayaks available. Near many attractions.br

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Exceptional(30)

$181.89

/ Nightly

Private Vacation Home

Redbrick Inn Courtney Suite

Oshkosh, Wisconsin, United States

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.

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Rent a place that suits your needs

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View 216 Private vacation home

Most popular vacation rentals in Oshkosh

Exceptional(30)

$393.75

/ Nightly

Private vacation home

Sky & Stream Escape, EAA AirVenture Oasis

Oshkosh, Wisconsin, United States

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Exceptional(30)

$303.58

/ Nightly

Private vacation home

Lakeside- peekaboo views, dock access: ensuite baths, professionally furnished.

Oshkosh, Wisconsin, United States

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Exceptional(30)

$312.89

/ Nightly

Cabin

Cabin Oasis on Lake Winnebago \"Minutes from EAA\"

Oshkosh, Wisconsin, United States

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Exceptional(30)

$320.35

/ Nightly

Private vacation home

Cozy & Quiet in Oshkosh!

Oshkosh, Wisconsin, United States

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Exceptional(30)

$324.69

/ Nightly

Private vacation home

Waterfront Lake House, Kayaks and Large Yard

Oshkosh, Wisconsin, United States

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Exceptional(30)

$328.65

/ Nightly

Private vacation home

Beautiful, relaxing lake home.

Oshkosh, Wisconsin, United States

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Exceptional(30)

$331.78

/ Nightly

Private vacation home

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

Oshkosh, Wisconsin, United States

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Exceptional(30)

$355.69

/ Nightly

Private vacation home

Cozy year round Lake Front Vacation Home

Oshkosh, Wisconsin, United States

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Exceptional(30)

$356.82

/ Nightly

Private vacation home

Perfect Waterfront Retreat Destination on Lake Winnebago

Oshkosh, Wisconsin, United States

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Bath

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Exceptional(30)

$483.66

/ Nightly

Private vacation home

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

Oshkosh, Wisconsin, United States

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Vacation Home Rentals By Owner In Oshkosh, WI

$507.23

$862.5

$100.0

$320.35

$1158.21

$833.75

$1054.4

$1814.4

$1150.0

$268.47

$259.65

$282.45

$751.69

$1070.94

$301.13

$492.72

$1102.5

$278.51

$483.0

$181.89

Rent a place that suits your needs

Most popular vacation rentals in Oshkosh

$393.75

$303.58

$312.89

$320.35

$324.69

$328.65

$331.78

$355.69

$356.82

$483.66

Most Popular Cities in Wisconsin