Vacation Rentals in Oshkosh, WI

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Oshkosh, WI holiday rentals
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555 Holiday rentals and Airbnb in Oshkosh, WI

Best family friendly Oshkosh, WI holiday rentals

Among the 555 accommodations in Oshkosh, WI, here are the 4 best family friendly rentals

Waterfront Lake House, Kayaks And Large Yard - Oshkosh, WI
10 7 reviews
Oshkosh, WI
06/08 – 09/08
A$570/nighttotal: A$1710 (3 )

Waterfront Lake House, Kayaks And Large Yard

2 2
apartment , Oshkosh
This waterfront property is located in Oshkosh, just 5km from Lake Winnebago, the University of Wisconsin-Oshkosh, and the Oshkosh Saturday Farmers Market. The house has received excellent reviews from previous guests.
This holiday home has two bedrooms and can comfortably accommodate up to four people. The property features a garden, barbecue grills, and a patio, making it perfect for enjoying the outdoors.
Lake House On Libby Point, Oshkosh - Oshkosh, WI
10 32 reviews
Oshkosh, WI
26/06 – 28/06
A$439/nighttotal: A$878 (2 )

Lake House On Libby Point, Oshkosh

1 4
apartment , Oshkosh
This lakeside property is situated on Lake Winnebago, near Oshkosh, offering tranquil views and convenient access to Oshkosh's summer events.
The two-bedroom, one-bathroom house sleeps four, boasts a fully equipped kitchen including dishwasher, and provides complimentary kayaks, canoes, and paddleboards for guests' use.
Serenity Shores - Oshkosh, WI
10 2 reviews
Oshkosh, WI
24/07 – 26/07
A$3257/nighttotal: A$6514 (2 )

Serenity Shores

1 5
apartment , Oshkosh
This family-friendly apartment in Oshkosh offers private shoreline access to the Lake Winnebago channel, placing it near local dining, parks, and boat launch sites, and just 10.1 kilometres from the EAA Fairgrounds.
This spacious property accommodates up to 16 guests with five bedrooms and two and a half bathrooms, featuring a fully equipped kitchen, air conditioning, garden, parking, and game rooms, perfect for a memorable stay.
Close To The Big Events In Oshkosh When You Stay At Doty Landings - Oshkosh, WI
9.0 4 reviews
Oshkosh, WI
06/08 – 09/08
A$1261/nighttotal: A$3783 (3 )

Close To The Big Events In Oshkosh When You Stay At Doty Landings

3 2
apartment , Oshkosh
This Oshkosh duplex, located one block from Lake Winnebago and approximately 1.6km from Wittman Regional Airport, offers easy access to the EAA grounds, XRoads41 (8km), and Lambeau Field (83km).
The three-bedroom, two-bathroom property sleeps six guests and features a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, Wi-Fi, and beautiful hardwood floors; enjoy nearby attractions such as the EAA Aviation Museum and the Grand Opera House.

Best Oshkosh, WI holiday rentals with parking

Cozy Retreat  Fireplace Loft Walk To Park & Lake - Oshkosh, WI
9.6 13 reviews
Oshkosh, WI
10/07 – 11/07
A$1680/nightfor 1 night

Cozy Retreat Fireplace Loft Walk To Park & Lake

3 2
apartment , Oshkosh
This Oshkosh holiday home offers three bedrooms, one bathroom and sleeps seven, boasting a convenient waterfront location near Oshkosh's zoo and numerous restaurants, with walking trails easily accessible.
The property features two living rooms, a basement bar, in-house laundry, a kitchen with fridge and microwave, air conditioning, smart TV and internet access, making it ideal for families or groups visiting local attractions such as the Grand Opera House and Oshkosh Public Museum.
Lake Winnebago Channel Brewhaus Townhouse 6 Levels - Oshkosh, WI
9.3 35 reviews
Oshkosh, WI
10/07 – 11/07
A$559/nightfor 1 night

Lake Winnebago Channel Brewhaus Townhouse 6 Levels

1 2
house , Oshkosh
This charming condo is situated in a north-lakeside neighbourhood in Oshkosh, directly on Lake Winnebago, with easy access to the city centre and its attractions. The property enjoys excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The property offers a unique multi-level design, accommodating up to three guests. Guests can enjoy a well-equipped kitchen, two private bedrooms, a washer and dryer, and multiple decks with lake views, alongside free WiFi and limited streaming services.
Eaa 2026 Whole House Rental - Oshkosh, WI
Oshkosh, WI
19/07 – 26/07
A$1362/nighttotal: A$9534 (7 )

Eaa 2026 Whole House Rental

2 4
apartment , Oshkosh
This Oshkosh holiday home is conveniently located near the Experimental Aircraft Association (EAA) grounds, offering easy access to Lake Winnebago and Ford Festival Park.
The two-bedroom, two-bathroom apartment sleeps up to 10 guests and includes amenities such as a microwave, dishwasher, air conditioning, parking, and internet access; its proximity to the EAA Aviation Museum, Paine Art Center and Gardens, Titan Stadium, and Menominee Nation Arena makes it ideal for EAA attendees and visitors exploring Oshkosh.
Industrial Chic Farmhouse..... - Oshkosh, WI
10 2 reviews
Oshkosh, WI
19/07 – 26/07
A$1895/nighttotal: A$13265 (7 )

Industrial Chic Farmhouse.....

3 4
apartment , Oshkosh
This family-friendly apartment in Oshkosh offers tranquil sunset views over a pond, situated just 10 kilometres from the EAA grounds, Target, and an outlet mall.
This modern farmhouse-style residence spans 279 square metres, accommodating up to six guests with three bedrooms, two bathrooms, a fully equipped kitchen featuring a fridge, microwave, and dishwasher, plus air conditioning and private parking.

Frequently asked questions about holiday rentals in Oshkosh, WI

  • When is the best time to book a vacation rental in Oshkosh, WI?

    Booking your vacation rental in advance is always recommended, especially if you're planning to visit during peak season, which is July and August when the EAA AirVenture takes place. If you're looking for more affordable rates, consider visiting during the shoulder seasons, like spring or autumn.
  • What are the best Airbnb and holiday rentals in Oshkosh, WI?

    Rosie's Place A, Quaint 2 Bedroom Upper Apartment In Duplex and Cottage On Lake Winnebago are among the best Airbnb and holiday rentals in Oshkosh, WI.

  • What events or festivals should visitors check out in and around Oshkosh, WI?

    The EAA AirVenture is the biggest event in Oshkosh, attracting aviation enthusiasts from around the world. You also have the Oshkosh Farmers Market, held every Saturday from May to October, and the Oshkosh Art Fair, held in July, which features works by local artists.
  • What are the most popular Airbnbs in Oshkosh, WI?

  • What are the best budget-friendly activities in Oshkosh, WI?

    A walk along the Menominee Riverwalk is a great way to enjoy the outdoors for free. You can also check out the Oshkosh Public Museum, which has free admission on the first Sunday of every month. The South Park is another free option for a day of outdoor fun.
  • What are the best holiday rentals with a pool in Oshkosh, WI?

  • What are the best restaurants with local dishes in Oshkosh, WI?

    For a taste of local cuisine, head to The Waterfront Restaurant, which serves up fresh seafood with a view of the Menominee River. The Original Pancake House is a popular spot for breakfast, and the Oshkosh Brewery has a great selection of craft beers.
  • What are the best rentals for families and kids in Oshkosh, WI?

  • What are the best walking or cycling routes in Oshkosh, WI?

    The Menominee Riverwalk is a great option for a leisurely stroll or bike ride. It stretches for several kilometres along the river, offering scenic views and access to parks and other attractions. The paved path is perfect for all levels of fitness.
  • What are the best rentals or Airbnbs with a jacuzzi in Oshkosh, WI?

    The best holiday rentals or Airbnb with a jacuzzi in Oshkosh, WI are Cozy 2 Bedroom In Oshkosh, Menominee House Lake View and Warm Oshkosh Apartment With Fox River Views.

  • Are there pet-friendly attractions in Oshkosh, WI?

    The Menominee Park Zoo is pet-friendly, allowing well-behaved dogs on leash. The South Park is also a great place to let your furry friend run around, with plenty of open space and walking trails.
  • What are the benefits of choosing a vacation rental in Oshkosh, WI?

    Vacation rentals offer more space and privacy compared to hotels. They also often come with kitchens, allowing you to prepare your own meals and save money. Many rentals are located in residential neighbourhoods, giving you a more authentic experience.

Destinations nearby

Best Oshkosh, WI holiday rentals with a balcony

Cozy 3-br Oshkosh Condo On Lake Winnebago Canal. Eaa, Lifest, Xroads - Oshkosh, WI
Oshkosh, WI
06/08 – 09/08
A$831/nighttotal: A$2493 (3 )

Cozy 3-br Oshkosh Condo On Lake Winnebago Canal. Eaa, Lifest, Xroads

3 2
apartment , Oshkosh
This three-bedroom flat in Oshkosh is situated 8 kilometres from the EAA AirVenture grounds and 5.6 kilometres from the Sunnyview Expo Center, making it a convenient base for festival attendees.
Offering 127 square metres of space for up to six guests, this apartment features two bathrooms, a fully equipped kitchen with a fridge and microwave, air conditioning, Wi-Fi, and a balcony with views, all within easy reach of Lake Winnebago and the Paine Art Center and Gardens.
Eaa Home Rental. Walking Distance To Uwo Shuttle. - Oshkosh, WI
9.6 4 reviews
Oshkosh, WI
26/06 – 28/06
A$808/nighttotal: A$1616 (2 )

Eaa Home Rental. Walking Distance To Uwo Shuttle.

2 4
apartment , Oshkosh
This two-bedroom Oshkosh apartment, near the University of Wisconsin Oshkosh, offers easy access to the EAA AirVenture shuttle and is within walking distance of the Paine Art Centre and Gardens, the Oshkosh Public Museum, and Fox River Brewing Company.
The property sleeps four guests and features a screened porch, air conditioning, internet access, and is conveniently located for events at Titan Stadium or Menominee Nation Arena, providing easy access to Menominee Park and Lake Winnebago.
Newly Renovated Spacious 5-bedroom House Minutes From Airport For Eaa - Oshkosh, WI
Oshkosh, WI
24/07 – 26/07
A$2872/nighttotal: A$5744 (2 )

Newly Renovated Spacious 5-bedroom House Minutes From Airport For Eaa

5 5
apartment , Oshkosh
This five-bedroom house in Oshkosh offers unparalleled proximity for EAA attendees, situated mere minutes from the airshow entrance and within easy reach of the EAA Aviation Museum, Paine Art Centre and Gardens, and Oshkosh Public Museum.
This spacious residence accommodates up to 12 guests with multiple sleeping arrangements, featuring air conditioning, Wi-Fi, a terrace, garden, and parking, making it ideal for families and groups attending events at the Menominee Nation Arena or Titan Stadium.
Charming 3-bedroom House On A Farmette With Ac And Wifi In Delightful Oshkosh. - Oshkosh, WI
10 1 review
Oshkosh, WI
06/08 – 09/08
A$694/nighttotal: A$2082 (3 )

Charming 3-bedroom House On A Farmette With Ac And Wifi In Delightful Oshkosh.

3 2
apartment , Oshkosh
This country-style dwelling in Oshkosh is situated near the Oshkosh Community YMCA Tennis Centre and Fox River Brewing Company, with Sauby Road Managed Land a short distance away.
This property accommodates up to eight guests across three bedrooms and offers a fully equipped kitchen, Wi-Fi, air conditioning, and outdoor amenities including a bonfire pit, whilst being pet-friendly with a doggy door and invisible fence.

Best Oshkosh, WI holiday rentals with air conditioning

Historic Downtown Apt, Algoma Suites #7 - Sleeps 6 - Oshkosh, WI
9.6 19 reviews
Oshkosh, WI
26/06 – 28/06
A$376/nighttotal: A$752 (2 )

Historic Downtown Apt, Algoma Suites #7 - Sleeps 6

3 4
apartment , Oshkosh
This two-bedroom Oshkosh apartment is centrally located in downtown Oshkosh, within walking distance of the Oshkosh Public Museum and the Paine Art Center & Gardens (distances to be confirmed).
The 2-bathroom flat sleeps six, features a kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, and offers easy access to local shops and restaurants.
Beautiful Lakeshore Colonial 2 Story Home - Oshkosh, WI
Oshkosh, WI
19/07 – 23/07
A$2232/nighttotal: A$8928 (4 )

Beautiful Lakeshore Colonial 2 Story Home

3 6
apartment , Oshkosh
This three-bedroom home is situated on the shores of Lake Butte des Morts, just a short drive from the attractions of Oshkosh. The property boasts stunning views of the lake and offers a peaceful retreat for families or groups of friends.
The property sleeps up to six guests comfortably in its four bedrooms and includes a fully equipped kitchen, laundry facilities, and free Wi-Fi. Guests can enjoy the lake views from the spacious patio, relax around the fire pit, or take advantage of the kayaks provided for exploring the lake.
Historic Downtown Apt, Algoma Suites #4 - Sleeps 2 - Oshkosh, WI
9.9 16 reviews
Oshkosh, WI
09/07 – 12/07
A$351/nighttotal: A$1053 (3 )

Historic Downtown Apt, Algoma Suites #4 - Sleeps 2

1 2
apartment , Oshkosh
This Oshkosh Airbnb apartment is centrally located in downtown Oshkosh, providing easy access to local shops and restaurants.
The one-bathroom flat sleeps two guests and features a unique blend of exposed brick walls and modern amenities, offering a comfortable urban retreat.
Waterfront Retreat On Lake Winnebago, Kayaks, Firepit, Dog Friendly - Oshkosh, WI
9.8 80 reviews
Oshkosh, WI
24/07 – 27/07
A$1515/nighttotal: A$4545 (3 )

Waterfront Retreat On Lake Winnebago, Kayaks, Firepit, Dog Friendly

1 2
apartment , Oshkosh
This Oshkosh waterfront holiday home is situated within 5 kilometres of Lake Winnebago, the Paine Art Center and Arboretum, and the Oshkosh Saturday Farmers' Market.
Sleeping six guests, this three-bedroom property boasts a fully equipped kitchen, private patio, free Wi-Fi, and is pet-friendly, offering a perfect base for exploring Oshkosh's attractions.
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