Vacation Rentals By Owner In Oshkosh, WI

Discover the peacefulness of a cozy three-bedroom lakeside house in Oshkosh, steps from breathtaking Lake Winnebago. This cozy retreat offers a fully stocked kitchen, complete with a stove, oven, refrigerator, grill, and all the essentials you need to whip up delicious meals. Enjoy your morning coffee on the porch, taking in the stunning lake views, or gather around the fire pit in the evening for a relaxing night under the stars. With amenities like air conditioning, heating, and a washing machine and dryer, you'll have all the comforts of home. Indulge in some retail therapy at The Outlet Shoppes or stimulate your senses at the EAA museum in Oshkosh, just 18 minutes from your doorstep. Whether you're seeking a peaceful getaway or an adventure-filled vacation, this charming cottage offers the perfect blend of comfort and convenience.

Cottage

Lakefront Cottage on Lake Winnebago-18 minutes from the EAA grounds

Oshkosh, Wisconsin, United States

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$95.83

I’m so excited to announce the completion of our Oshkosh one-bedroom executive suite. We spared no expense and gutted this entire unit to bring our traveling doctors and executive level placements something that suited their needs.brbrThe brand new bathroom has a deep tub, great big gleaming shower head, sleek marble tile finishes, tile flooring, modern wide edge sliding shower door, and new vanity for an upgraded spa like bathroom.brbrThe single bedroom features a beautiful king bedroom set and an extra comfortable mattress, bamboo bed sheets, oversized driftwood mirror, cable/roku/flatscreen TV and ample closet space.brbrThe living room features a large sectional couch and a huge live edge “Property Brothers” dining table that makes an amazing dining or work space while you enjoy a show on the 65 inch flatscreen TV and warm your toes by our 60″ wide executive electric fireplace. The fireplace features a range of settings providing warmth and various visual fire settings. Built in Air Conditioning is also featured throughout the unit. (Brand new double split system).brbrThe kitchen features a mini bar for extra prep space, brand new slate grey cabinetry with glass windows, new dishwasher, a new large fridge with ice maker/water dispenser, over range microwave, and quartz countertops.brbrThe theme of this unit is airplanes in honor of Oshkosh’s EAA show. There is also a lovely spacious patio furnished with white wicker furniture that looks out on a very small stream “Sawyer Creek.” Location is only blocks from big box stores and highway access, but tucked away with a little corner of nature in the back yard where you can frequently see deer, herons, cranes, woodchucks, squirrels, ducks and more!

Apartment

Ritchie’s Oshkosh Chalets: Executive Airplane Suite

Oshkosh, Wisconsin, United States

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Select Dates for Price

Our home is a perfect place to stay. Secluded on the end of a cul-de-sac with lots of trees and beautiful views off our deck. We are right on the flight line so lots of planes fly right over to view ( during EAA only). We are located 7 miles from the EAA grounds. The first floor has two bedrooms with king beds and two full bathrooms. A half bath is also located on the first floor. Our lower half has a walk out basement that leads to an amazing pool (A perfect place to cool off) with plenty of entertaining room (Blackstone grill is also by the pool area). Downstairs has two bedrooms both with king beds. Also a bonus room with two queen beds. Downstairs each bedroom has their own half bath (One toilet and a sink) which leads into a joined full bathroom. The outdoor deck has a wet bar and a grill and an amazing 8 person hot tub. The beautiful wooded lot has an fire pit. This is our family lived in home and we only rent it out for the week during EAA and for this coming 2025 Draft! We are approximately 58 miles to the packers stadium.

Beautiful Executive home perfect location for the NFL Draft or EAA airshow.

Oshkosh, Wisconsin, United States

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Exceptional(6)

$481.13

Located in Oshkosh, this house is a dream. Easy access to Hwy 41. Blocks from Fox River and Lake Winnebago. EAA is minutes away. Enjoy fishing on the Fox River or boating on Lake Winnebago. Nearby walking/bike path that goes for miles. Bring your bikes. Enjoy a short walk to the Paine Art Center. Door County is a popular destination. Take an early drive for the day and be back before sunset. If your a Green Bay Packer's fan, enjoy Lambeau Field 50 minutes away. Tour the museum, sports shop and outdoor activities it has to offer.brMy house has 4 bedrooms. The bathroom is equipped with a shower and a hair dryer for convenience. Heating and AC ensure a pleasant temperature year-round. WiFi is available for staying connected. brOwner recently retired with one small dog as companion.

House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.

Oshkosh, Wisconsin, United States

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$805.0

Large home near lake Winnebago, within walking distance to parks, restaurants, and a few tavern's. Partially finished basement with bar, pool table, and family room. One bedroom with king size bed , one bedroom with a queen size bed, one bedroom with a full size bed. Located near sea base and less the a mile to wittman airport. Great for large groups or family's. Gas grilll on property, also a gazebo and patio furniture along with a 18'x34' pool in backyard.

3+bedroom home great for EAA.

Oshkosh, Wisconsin, United States

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Exceptional(2)

$2145.0

Enjoy peace and quiet is this 4 bedroom, 2.5 bath country home. 1 king bed, 2 double beds, and 1 twin bed. Very spacious bonus room over garage that can fit air mattresses if needed!! Ask if need large group to stay, can make arrangements. Located 10 miles (11 minute drive) from EAA grounds in Oshkosh!!

Beautiful 4 BR Home 10 miles from EAA!

Oshkosh, Wisconsin, United States

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$141.73

Escape to Private Paradise cozy, fully equipped, and perfect for a weekend getaway. Great value for couples or small families seeking a relaxing escape!brbrWhy Book This Camper:br• Firepit & outdoor space for relaxing evenings br• Pond, beach & playground nearby br• Ideal for couples or small families br• Looking for more space Our sister camper Hidden Haven is near by! Book your private escape today!brbrBook your stay at Private Paradise today and enjoy your perfect weekend escape!

Caravan Park/Campsite

Private Paradise Camper Beach, Pond, Firepit

Oshkosh, Wisconsin, United States

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Exceptional(18)

$280.17

Situated in a prime location, this stunning 2-bedroom industrial loft condo overlooks the beautiful Fox River. With it's spectacular views, luxury amenities and spacious living area it is perfect for a romantic getaway or special celebration. Within blocks of the Leach Amphitheater, farmers market and bike trail, it is the perfect destination within Oshkosh and the surrounding cities of Appleton and Green Bay.

Condo

Prime destination for Oshkosh and Appleton, stunning river views

Oshkosh, Wisconsin, United States

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Exceptional(37)

$546.25

Reviews on another travel site: Excellent home... This place was perfect. - December 19, 2023.brbrThe home is located just within the city limits of Oshkosh, 4 miles from EAA, 1 mile from boat landings, 16 miles to Fond du Lac and 27 miles to Appleton. This beautiful 4 bedroom home boasts three bedrooms on the main floor and one in the lower level. All Queen size beds, including an additional queen size murphy bed. Great game room and entertainment area in lower level. The outside area is great for entertaining which includes a hot tub. We would love to host your group.

Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location

Oshkosh, Wisconsin, United States

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Exceptional(5)

Select Dates for Price

Master Bedroom with queen size bed will have 2 dresser drawers + closet space along with Smart TV + DVD player. 2nd bedroom with closet space. Finished basement has room for an air mattress. Living Room also has Smart TV and DVD player.

Private, clean home with AC for EAA

Oshkosh, Wisconsin, United States

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Exceptional(4)

$328.65

Welcome to this enchanting house in Oshkosh. This cozy retreat features 2 bedrooms with queen beds, 2 full bathrooms and a spacious living room with a queen blowup mattress for additional sleeping space. Guests can enjoy amenities like large outdoor seating space on a quiet channel, fire pit, grill, room to park your boat, WiFi, AC, heating, a washing machine, an iron, and a hair dryer. Escape to this peaceful haven for a fantastic getaway. We look forward to hosting you at our place.

Beautiful, relaxing lake home.

Oshkosh, Wisconsin, United States

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Exceptional(2)

$742.36

3 Bedroom House with a Queen Size Sleeper Sofa about 4 miles from EAA. Quiet neighborhood, Central Air, Gas Grill, Fire Pit on the patio, King Size Tempurpedic Mattress in Master Bedroom, Queen Size Tempurpedic Foam Mattress in 2nd bedroom with Hybrid Mattresses in the other. Wireless Internet, Dishwasher, Washer and Dryer, Close to EAA in a quiet neighborhood. No Pets, Non Smoking House with 2 flat screen tvs. 3 car garage. 20 year rental history.

Sleeps 8, 4 miles to EAA, Central Air

Oshkosh, Wisconsin, United States

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Exceptional(5)

$281.75

Beautiful residential duplex in Oshkosh, WI just minutes from EAA AirVenture! Only 0.6 miles from Aurora Medical Center Oshkosh and 1 mile from Mercy Medical Center. Close to all the shopping and fun!brbrThis 2-story executive duplex boasts 2 large bedrooms, 1.5 baths and ability to sleep 5 or 6. It’s perfectly located in the heart of the Fox Valley, centrally located to Appleton, Neenah, and Fond du Lac as well as 45 min from Green Bay.brbrAll the amenities are here: full kitchen, washer/dryer, 2 car garage parking, fenced in backyard, tv and wi-fi.

3 miles from EAA! Beautiful Oshkosh Duplex: The Westhaven

Oshkosh, Wisconsin, United States

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$573.75

Enjoy the amazing EAA event that is taking place since July 24th until July 30st.brWelcome to our beautiful property, fully equipped with full kitchen, living area and 3 beautiful and spacious bedrooms.

3 bedroom historic house for EAA AirVenture Oshkosh

Oshkosh, Wisconsin, United States

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$420.0

Come enjoy this beautiful home during your time at EAA. Located less than 5 miles from the grounds, this lovely home has 5 bedrooms, 3.5 bathrooms, 2 living areas, and a lovely kitchen. It has a lovely outdoor patio area with a propane fire pit and gas/pellet grill. You will have peak a boo water views though out the whole house. This home was just built in 2025 and is in a quiet and lovely area near Jones Park. This home has two large (65 and 80 inch) smart tvs, high speed internet, gas fire place, and much more to make your stay comfortable and relaxing. Make this home your home for your week at EAA

Modern 5 bedroom, 3.5 bathroom home close to EAA with water views

Oshkosh, Wisconsin, United States

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$1535.17

Exclusive Neighborhood provides a Place to enjoy for 4-6 renters as a Spectacular Private Corporate Executive Rental, Easy Access to the EAA Grounds, a View of the Airshows with aircraft flying over our house. This Rental is Situated On 1.75 Private Acre approx. 1.5 miles from the EAA Grounds. if You Are Searching for Any or All of the Following Look No Further You Found the Spot: Privacy, Easy Access to EAA and also Sea Plane Bay. Ideal to meet guests at the Airshow and then a perfect elegant home to unwind and relax for 4-6 people. Lovely Living room with attached Dining room. Comfortable Family Room and lovely comfortable sunroom next to a well stocked kitchen overlooking the backyard. Electric included up to $300/month a/ overage charged to reflect usage. Security deposit required.brWe can provide a concierge service with 1 drop off and 1 pick up at EAA each day w/ extra rides negotiated. Let us know all your needs and we will have the refrigerator/freezer stocked with your favorites charged to your credit card. We can schedule reservations for you at the finest restaurants and provide you with a fascinating history of the Oshkosh community since we are 2nd generation Residents.brWe want this to be the first of many enjoyable experiences to the EAA community beginning with a comfortable ride from the Airport w/ reasonable pick up fees. No animals please and you will be in a perfect location to enjoy festivities throughout Oshkosh with Stonewood as a comfortable home for 4-6 renters to recharge for the next day.

Corporate Executive Rental for EAA Airventure Close to EAA w/ flying over house!

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$1150.0

This is a perfect place for any EAA Airventure traveller. We are located 3 miles from the grounds. Spend your days out at EAA then relax back at this secluded space. The property includes 4 bedrooms and 3 full bathrooms. 3 queen beds and 1 loft full size bed. There is an outside porch as well as a sunroom for lounging. Gas grill, fire pit, and 2 car garage all for your use. Pets will also be considered with a deposit. Free Wi-Fi and Roku streaming device. Make this place your home while you are away from yours. This is the perfect place to spend your night while rejuvenating after your fun days at EAA. The property is private and secluded yet only minutes away from Target, Aldi, grocery stores, and the Airventure grounds. The house is located on 1.1 acre of land and has ample parking. If sharing with friends there is also an additional entrance to finished basement from the garage. 3 full bathrooms on site. Two bathrooms with stand up showers and 1 with a tub and shower.

EAA Oasis 2026 only 3 miles to Airventure

Oshkosh, Wisconsin, United States

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$1095.43

Enjoy this serene space while lounging in the outdoor hot tub or by the gorgeous gas fireplace surrounded by nature after a busy day at EAA. Space for friends and family to create memories. Two large living rooms and a large open concept kitchen flows into the outdoor patio high up in the treetops. Picturesque secret garden front patio overlooks a quaint farmette setting while the back patio overlooks a beautiful vineyard and 5 acres.

Serene property close to EAA

Oshkosh, Wisconsin, United States

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Exceptional(33)

$471.5