Holiday 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

Comfortable Two Bedroom Stay, Close To Eaa. - Oshkosh, WI
Oshkosh, WI
10/07 – 11/07
NZ$1374/nightfor 1 night

Comfortable Two Bedroom Stay, Close To Eaa.

2 2
apartment , Oshkosh
This comfortable home is situated in a central location in Oshkosh, just 3.2 miles from EAA, 3 miles from Walmart and 4 miles from the city centre. It's a great base for exploring the city and its attractions.
The property has two bedrooms, a large living room and a family-friendly basement with a pull-out couch, making it ideal for families or groups of up to six people. The house has a fully equipped kitchen, air conditioning, parking, and a spacious backyard with a playground.
Lake House On Libby Point, Oshkosh - Oshkosh, WI
10 32 reviews
Oshkosh, WI
06/08 – 09/08
NZ$569/nighttotal: NZ$1707 (3 )

Lake House On Libby Point, Oshkosh

1 2
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.
Gorgeous New Build 3 Bedrooms Sleeps 10 In Omro ,Wi Water Access - Oshkosh, WI
Oshkosh, WI
24/07 – 26/07
NZ$2556/nighttotal: NZ$5112 (2 )

Gorgeous New Build 3 Bedrooms Sleeps 10 In Omro ,Wi Water Access

3 5
apartment , Omro
This Omro residence is conveniently situated near natural areas such as Deppe State Wildlife Area and Sauby Road Managed Land, with cultural attractions like the EAA Aviation Museum and Oshkosh Public Museum a short drive away.
This spacious 200 square meter holiday home accommodates up to 10 guests across 3 bedrooms and features 3 bathrooms, a fully equipped kitchen, air conditioning, WiFi, an attached garage, and outdoor living spaces including two patios and a fire pit.
Luxury Solar Envelope Home W/ Indoor Sauna - Oshkosh, WI
9.8 9 reviews
Oshkosh, WI
24/07 – 26/07
NZ$2171/nighttotal: NZ$4342 (2 )

Luxury Solar Envelope Home W/ Indoor Sauna

1 5
apartment , Oshkosh
This Oshkosh apartment, sleeping up to 10 guests, is situated in an unspecified location within the city.
The three-bedroom, two-and-a-half-bathroom property boasts a fully equipped kitchen, a private sauna, a fire pit, and a 65" TV, ideal for families or groups seeking comfortable Oshkosh accommodation.

Best Oshkosh, WI holiday rentals with parking

Newly Remodeled Lower Unit #2 - Oshkosh, WI
9.7 30 reviews
Oshkosh, WI
06/08 – 09/08
NZ$472/nighttotal: NZ$1416 (3 )

Newly Remodeled Lower Unit #2

1 2
apartment , Oshkosh
This comfortable apartment is located just 400 metres from the Oshkosh Arena and 500 metres from the Oshkosh Convention Center, making it a great base for exploring the city. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has three bedrooms and one bathroom, accommodating up to six guests. It features a fully equipped kitchen, a garden, parking, and air conditioning, ensuring a comfortable and convenient stay.
Cozy 3-br Oshkosh Condo On Lake Winnebago Canal. Eaa, Lifest, Xroads - Oshkosh, WI
Oshkosh, WI
06/08 – 09/08
NZ$1005/nighttotal: NZ$3015 (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 2026 Whole House Rental - Oshkosh, WI
Oshkosh, WI
19/07 – 26/07
NZ$1647/nighttotal: NZ$11529 (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.
New Renovation!  Gorgeous Lake Views!  Outdoor Hot Tub, Huge Open Concept Rooms! - Oshkosh, WI
10 12 reviews
Oshkosh, WI
24/07 – 26/07
NZ$3327/nighttotal: NZ$6654 (2 )

New Renovation! Gorgeous Lake Views! Outdoor Hot Tub, Huge Open Concept Rooms!

3 5
apartment , Oshkosh
This spacious three-bedroom apartment is located just 6.4 kilometres from the EAA AirVenture Museum and within walking distance of Menominee Park and Lake Winnebago, offering easy access to Oshkosh's key attractions.
The apartment boasts over 370 square metres of living space, featuring a fully equipped kitchen with a dishwasher, a private hot tub, and a laundry room complete with top-of-the-line appliances, comfortably accommodating up to 13 guests.

Frequently asked questions about holiday rentals in Oshkosh, WI

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

    If you want to visit during the summer, book your rental in advance, especially if you're coming for the EAA AirVenture. The shoulder seasons, spring and autumn, are also lovely and less crowded.
  • What are the best Airbnb and holiday rentals in Oshkosh, WI?

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

    You can enjoy a picnic at Menominee Park, it's a beautiful park with a lakefront and plenty of space. The Oshkosh Public Library is also free to visit and has a variety of programs and events.
  • What are the most popular Airbnbs in Oshkosh, WI?

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

    The Waterfront Restaurant is a local favourite, they serve fresh fish and have great views of the lake. The Original Pancake House is also a popular choice, they're known for their delicious pancakes.
  • What are the best holiday rentals with a pool in Oshkosh, WI?

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

    The Lake Walk is a great option for a walk or bike ride, it runs along the shore of Lake Winnebago. The paved trail around the perimeter of Menominee Park is also a popular choice.
  • What are the best rentals for families and kids in Oshkosh, WI?

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

    Yes, Menominee Park is pet-friendly, and you can often see people walking their dogs along the lakefront. The Oshkosh Farmers Market also welcomes well-behaved dogs.
  • 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, Hot Tub - 4 Bedroom - 3 -5 Bathrooms - Perfect Location and Menominee House Lake View.

  • What are the benefits of choosing a vacation rental in Oshkosh, WI?

    A vacation rental can give you more space and privacy than a hotel room. You can also often find rentals with amenities like a kitchen and laundry facilities, which can save you money on dining out and laundry costs.
  • What are the top sports attractions and facilities in Oshkosh, WI?

    The Oshkosh Sports Complex is a great place to catch a game or practice your favourite sport. It has facilities for baseball, softball, soccer, and more. The University of Wisconsin-Oshkosh also has a variety of athletic facilities.

Destinations nearby

Best Oshkosh, WI holiday rentals with a balcony

Charming Updated Home In Oshkosh W/ Free Parking - Oshkosh, WI
Oshkosh, WI
24/07 – 26/07
NZ$2293/nighttotal: NZ$4586 (2 )

Charming Updated Home In Oshkosh W/ Free Parking

3 5
apartment , Oshkosh
This detached house in Oshkosh offers a peaceful residential setting, located 1.6 to 3.2 kilometres (a 5-10 minute drive) from the EAA Aviation Museum and AirVenture grounds, with convenient access to local parks, dining, and shopping.
This 118 square metre residence accommodates up to six guests, featuring three bedrooms, two bathrooms, a kitchen equipped with a fridge, microwave, and dishwasher, air conditioning, a terrace/balcony, parking, and full private access to the entire home.
House Blocks From The Fox River With Access To Lake Winnebago. Easy I41 Access. - Oshkosh, WI
9.0 6 reviews
Oshkosh, WI
26/06 – 28/06
NZ$945/nighttotal: NZ$1890 (2 )

House Blocks From The Fox River With Access To Lake Winnebago. Easy I41 Access.

4 4
apartment , Oshkosh
This Oshkosh holiday home, situated approximately 72km from Green Bay with easy highway access, provides convenient proximity to attractions such as the Paine Art Center & Gardens and Lake Winnebago.
Sleeping eight guests, this three-bedroom property boasts a full, queen, and king-size bed, a further potential bedroom with an air mattress, a bathroom with shower, microwave, dishwasher, air conditioning, and free Wi-Fi.
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
NZ$839/nighttotal: NZ$2517 (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.
Lake Channel 'Brewhaus' Townhouse: 2 Bedrooms With 6 Levels On Lake Winnebago - Oshkosh, WI
10 3 reviews
Oshkosh, WI
10/07 – 11/07
NZ$837/nightfor 1 night

Lake Channel 'Brewhaus' Townhouse: 2 Bedrooms With 6 Levels On Lake Winnebago

4 2
apartment , Oshkosh
This Oshkosh holiday home is situated approximately 1.6km from Lake Winnebago, under 5km from Menominee Park, and within 5km of the University of Wisconsin–Oshkosh.
The 135-square-metre property offers four bedrooms, two bathrooms, sleeps four guests, and includes a fully equipped kitchen, terrace, garden, free Wi-Fi, and ample entertainment options.

Best Oshkosh, WI holiday rentals with air conditioning

Three Bedroom House One Half Mile From Eaa Grounds - Oshkosh, WI
9.0 2 reviews
Oshkosh, WI
09/07 – 12/07
NZ$1864/nighttotal: NZ$5592 (3 )

Three Bedroom House One Half Mile From Eaa Grounds

3 2
apartment , Oshkosh
This three-bedroom property is located just 800 metres from the EAA grounds in Oshkosh, making it ideal for those attending Airventure, and is also close to major retailers and grocery stores. The house has received excellent user ratings.
The 127 square metre property can accommodate up to six guests and features a fully equipped kitchen with a dishwasher, water cooler, stove, and an air fryer, as well as entertainment options like Netflix, Hulu, Disney Plus, and HBO Max via Roku.
Perfect Airventure Home Base 3br/3ba  Sleeps 6+  Spacious & Comfortable - Oshkosh, WI
Oshkosh, WI
19/07 – 26/07
NZ$1886/nighttotal: NZ$13202 (7 )

Perfect Airventure Home Base 3br/3ba Sleeps 6+ Spacious & Comfortable

3 4
apartment , Oshkosh
This three-bedroom, three-bathroom flat is located in a quiet Oshkosh neighbourhood, 13 kilometres from the EAA grounds and near attractions such as the EAA Aviation Museum and Paine Art Centre and Gardens.
This apartment offers accommodation for six guests with air conditioning and internet, featuring an open-plan living area with a fireplace and convenient access to Oshkosh's cultural sites and recreational spots.
2-bedroom House In Oshkosh Minutes From Eaa. - Oshkosh, WI
Oshkosh, WI
19/07 – 23/07
NZ$1856/nighttotal: NZ$7424 (4 )

2-bedroom House In Oshkosh Minutes From Eaa.

2 6
apartment , Oshkosh
This two-bedroom detached house in Oshkosh offers a convenient base, situated just 4.8 kilometres (8 minutes) from the EAA, with nearby attractions including The Outlet Shoppes at Oshkosh and Lake Winnebago.
This accommodation provides space for up to six guests with three bathrooms, a well-equipped kitchen featuring a microwave oven and dishwasher, complimentary WiFi, air conditioning, and a fenced backyard complete with gas and charcoal grills and a fire pit for outdoor enjoyment.
Lovely 2nd Floor Apartment W/ Private Rooftop Deck - Oshkosh, WI
Oshkosh, WI
09/07 – 12/07
NZ$435/nighttotal: NZ$1305 (3 )

Lovely 2nd Floor Apartment W/ Private Rooftop Deck

1 2
apartment , Oshkosh
This studio flat is located within the Brooklyn Lofts development in Oshkosh, offering easy access to the city's attractions.
This apartment features a private walkout deck, a skylight, a full kitchen, air conditioning, and accommodates up to two guests with a queen bed, making it ideal for those attending EAA events.
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