What should a first-time visitor not miss in Oshkosh, WI?

Oshkosh is known for its beautiful lakeside setting, so a trip to the Menominee Park & Zoo is a must for first-timers. You'll also want to check out the EAA AirVenture Museum, a real treat for aviation enthusiasts.

What are the best Airbnb and vacation rentals in Oshkosh, WI?

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

Which neighborhood in Oshkosh, WI should you consider for a vacation rental?

The best neighbourhood for a vacation rental would be the historic downtown area. It's close to the lakefront, restaurants, shops, and the Oshkosh Convention Center.

What are the most popular Airbnbs in Oshkosh, WI?

Among the Airbnbs in Oshkosh, WI, Rosie's Place A , Quaint 2 Bedroom Upper Apartment In Duplex and No Cleaning Fees 2 Bedroom Apartment By The Lake are the most popular ones.

What are the top family-friendly attractions in Oshkosh, WI?

For families, the Oshkosh Public Museum is a great choice, with interactive exhibits for all ages. Also, the Oshkosh North Park is perfect for a picnic, with a playground and a splash pad.

What are the best vacation rentals with a pool in Oshkosh, WI?

Hickory On The Lake- Beautiful Home On Lake Winnebago , Hickory Hideaway-2 Bedroom With Lakeviews and Charming Oshkosh Residence Near Fox River With Underground Parking are the best vacation rentals with a pool in Oshkosh, WI.

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

The best time to book a vacation rental in Oshkosh is during the summer months, from June to August. This is when the weather is warm and sunny, and there are lots of outdoor activities to enjoy.

What are the best rentals for families and kids in Oshkosh, WI?

The best rentals for families and kids in Oshkosh, WI are Quaint 2 Bedroom Upper Apartment In Duplex , The Parkway Paddle: Walking Distance To The Lake and Cozy Year Round Lake Front Vacation Home .

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

The biggest event in Oshkosh is the EAA AirVenture, a massive air show held every July. For a more local flavour, try the Oshkosh Farmers Market, held every Saturday from June to September.

What are the best rentals or Airbnbs with a jacuzzi in Oshkosh, WI?

The best vacation 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 .

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

A stroll along the Lake Winnebago waterfront is free and offers beautiful views. You can also visit the Oshkosh Public Library, which has free events and activities throughout the year.

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

For a taste of local fare, head to the The Waterfront Restaurant for their fish fry. You can also try the Bavarian Inn for their traditional German food.

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

The paved path along the lakefront is a great option for walking or cycling. You can also explore the scenic trails at the Menominee Park.

Are there pet-friendly attractions in Oshkosh, WI?

Yes, many parks in Oshkosh are dog-friendly, including Menominee Park and the Oshkosh North Park. The Oshkosh Farmers Market also allows dogs on leashes.

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

Vacation rentals in Oshkosh offer more space and privacy than a hotel. They also often come with kitchen facilities, allowing you to prepare your own meals.

What are the top sports attractions and facilities in Oshkosh, WI?

Oshkosh is known for its strong sports scene. The University of Wisconsin-Oshkosh has a variety of sports teams, and the Oshkosh Arena hosts hockey games and other events.

Best Vacation Rentals & Airbnb in Oshkosh, WI for 2026

10 3 reviews

House On Butte Des Morts Channel!

house, Oshkosh

This Oshkosh waterfront lodge offers direct lake access for swimming, boating and fishing, conveniently located near local attractions (distances unspecified).
The newly renovated property features a two-bedroom, one-bathroom layout sleeping five, a large kitchen with island, in-unit laundry, and a games area with arcade classics.

9.7 40 reviews

Passion Place, Warm & Modern 3-bedroom

apartment, Oshkosh

Clover House, situated in a quiet Oshkosh neighbourhood, is 0.8 kilometres from the Fox River Inlet and the Wiouwash State Trail.
This three-bedroom house, sleeping up to six guests with a pull-out sofa, boasts a modern open-plan design, a fully equipped kitchen including dishwasher, air conditioning, a garden, ample parking, and excellent guest reviews; ideal for exploring Oshkosh's attractions.

9.1 37 reviews

Luxury In A Quaint Lil' Package

house, Oshkosh

This Oshkosh studio apartment boasts a prime location less than 1.6km from I-41, Oshkosh Arena, and the University of Wisconsin–Oshkosh, and within 3.2km of the Experimental Aircraft Association (EAA) AirVenture Museum and Menominee Park Zoo.
The self-catering unit sleeps up to four guests, features a fully equipped kitchenette with fridge and microwave, a smart TV, and high-end amenities including a heated massage chair, and offers one parking space; an additional twin air mattress is available for a fee.

9.7 134 reviews

Jackson Farmhouse

apartment, Oshkosh

This four-bedroom home is located in a peaceful rural setting, just 3.4 km from Lake Winnebago and within 10 km of the Paine Art Center and Gardens, University of Wisconsin-Oshkosh, Oshkosh Saturday Farmers Market, and Oshkosh Public Museum. The property has received excellent ratings for its cleanliness, location, and overall experience.
The spacious property can comfortably accommodate up to eight guests. It includes a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, as well as a garden, air conditioning, parking, and a washing machine.

10 3 reviews

Emperors View

apartment, Oshkosh

This Oshkosh holiday flat is conveniently located near the EAA AirVenture Museum (under 2 km), Oshkosh outlet stores (under 2 km), and Oshkosh city centre (under 4 km), offering easy access to Appleton (32 km) and Green Bay (80 km).
The recently renovated two-bedroom, one-bathroom apartment sleeps up to six guests and boasts a 65-inch electric fireplace, 75-inch TV, fully equipped kitchen with Keurig coffee maker, washer/dryer, free parking for three vehicles, and free Wi-Fi; birthday and anniversary decorating services are available.

9.8 81 reviews

Waterfront Retreatkayaksfirepit*dog Friendly

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.

9.9 30 reviews

Cozy 4 Br Home Close To Airventure & Osh Truck

apartment, Oshkosh

This apartment is situated in a peaceful court in Oshkosh, a short drive from the Oshkosh Convention Center and the EAA AirVenture Museum. It has received excellent ratings for its cleanliness, location, and overall experience.
The property offers four bedrooms and two bathrooms, comfortably accommodating up to eight guests. It features a well-equipped kitchen, a washer and dryer, and a private driveway with space for multiple vehicles.

9.8 35 reviews

Sky & Stream Escape

apartment, Oshkosh

This Oshkosh apartment, ideally located within 8km of the Fox River boat ramps, the EAA Aviation Museum, and under 4km from Aurora Medical Center and the University of Wisconsin Oshkosh, offers easy access to Oshkosh's key attractions.
The three-bedroom, two-bathroom dwelling sleeps six guests and boasts a well-equipped kitchen, Jacuzzi, air conditioning, parking, and whole-house water filtration, complemented by its multi-level layout with bedrooms on both floors.

10 4 reviews

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

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.

9.8 5 reviews

Hickory Hideaway Cozy 2-bedroom Home On Lake Winnebago

house, Oshkosh

Hickory Hideaway is a two-bedroom house in Oshkosh, Wisconsin, situated near Lake Winnebago, 5.6km from the University of Wisconsin–Oshkosh and Oshkosh Public Museum, and within 32km of other attractions such as Fox Cities Stadium and Lawrence University.
This self-catering property offers free Wi-Fi, a private dock with direct lake access, free private parking, and accommodates up to seven guests, boasting a fully equipped kitchen, a washing machine, and a private entrance.

9.6 44 reviews

Cozy House In Northwest Oshkosh

apartment, Oshkosh

This spacious Oshkosh house, situated 6.1km from the Experimental Aircraft Association (EAA) grounds, offers stunning river views and easy access to boat rentals.
The 120 sq m property sleeps six comfortably, boasting three bedrooms, one bathroom, a fully equipped kitchen, and outdoor amenities including a patio, grill, and firepit; air mattresses are available for extra guests.

10 6 reviews

Runway Roots & Wings

apartment, Oshkosh

This three-bedroom flat in Oshkosh is situated just over 6 kilometres from the EAA grounds and is a short drive from the city centre, making it an ideal base for event attendees and those exploring local amenities.
This accommodation offers space for up to seven guests, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, and a dedicated workspace within the 2-car garage, alongside a washer and dryer for convenience.

Best family friendly Oshkosh, WI vacation rentals

Among the 865 accommodations in Oshkosh, WI, here are the 4 best family friendly rentals

9.8 159 reviews

Waterfront Retreat @ Oshkoshs Sawyer Creek

apartment, Oshkosh

This Oshkosh waterfront house, near West Algoma Park, offers easy access to the University of Wisconsin Oshkosh campus, Paine Art Centre, and Fox River Brewery, all within walking distance.
Sleeping six guests in three bedrooms and one bathroom, this family-friendly property boasts a full kitchen, garden, fire pit, canoe/kayak access on Sawyer Creek, parking and air conditioning, plus a unique historical charm as an over-100-year-old home.

10 7 reviews

The Wolfpack Lake House

apartment, Oshkosh

This two-bedroom, two-bathroom house in a central Oshkosh neighbourhood offers convenient access to Oshkosh's attractions, although precise distances require knowing the property's exact address.
The 1920s property sleeps up to ten guests in a configuration including a king-size bed, three twin beds, and a sofa bed, and features a functional office space with a Murphy bed, air conditioning, Wi-Fi, and ample parking.

9.8 32 reviews

Newly Remodeled Lower Unit #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.

9.9 102 reviews

Home Overlooking Lake Winnebago On Eaa Flight Path

apartment, Oshkosh

This apartment is located in a residential area just a short walk from downtown Oshkosh, the EAA AirVenture Museum, and the Menominee Nation Arena, making it an ideal base for exploring the city. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience.
The property is a spacious three-bedroom home with two bathrooms, comfortably accommodating up to 10 guests. It boasts a fully equipped kitchen, air conditioning, a private garden, and parking for multiple vehicles, along with access to Wi-Fi and the added convenience of a dishwasher.

Best Oshkosh, WI vacation rentals with parking

9.9 24 reviews

Home Away From Home

apartment, Oshkosh

This Oshkosh apartment rental is conveniently located near Oshkosh's parks, restaurants, and bars, 3.2km from the city centre and 2.4km from Highway 41.
The three-bedroom, one-bathroom flat sleeps six guests and boasts a recently renovated interior with a fridge, freezer, microwave, air conditioning, internet access, parking, and a private entrance.

9.8 149 reviews

Cozy Getaway 1 Mile From Downtown And Uwo Campus!

apartment, Oshkosh

This apartment is located in a clean neighbourhood in Oshkosh, within walking distance of a grocery store, gas station, and restaurants, and just 1.6 kilometres from Menominee Park, the arena, and other attractions. The apartment consistently receives excellent ratings for cleanliness, location, and overall user experience.
The apartment offers two bedrooms, a living room, dining room, kitchen, laundry room, and a large backyard, accommodating up to five guests. It features a fully equipped kitchen, air conditioning, a private garden, and parking, making it ideal for families and groups looking for a comfortable and convenient stay.

9.8 24 reviews

Peaceful Home In Heart Of Oshkosh!

apartment, Oshkosh

This lakeside property is situated within a 15-minute walk of Oshkosh Convention Centre, the Grand Opera House, and the Oshkosh Saturday Farmers' Market, and under 2km from Menominee Nation Arena and Menominee Park.
This three-bedroom, two-bathroom house sleeps eight guests and offers free Wi-Fi, a fully equipped kitchen, private patio, parking, a spa, and fitness centre; enjoy lakeside views and proximity to Oshkosh's attractions.

9.8 60 reviews

Downtown Tiny Home | Oshkosh

cabin, Oshkosh

This Oshkosh lakeside cottage is located in the downtown area, within walking distance of Lake Winnebago and a grocery store, offering easy access to Oshkosh's amenities.
The 1-bedroom, 1-bathroom retreat sleeps two guests, features a retro-themed interior with a queen Murphy bed, a fully equipped kitchen, and an outdoor sitting area.

Frequently Asked Questions about vacation rentals in Oshkosh, WI

What should a first-time visitor not miss in Oshkosh, WI?
Oshkosh is known for its beautiful lakeside setting, so a trip to the Menominee Park & Zoo is a must for first-timers. You'll also want to check out the EAA AirVenture Museum, a real treat for aviation enthusiasts.
What are the best Airbnb and vacation rentals in Oshkosh, WI?
Rosie's Place A, Quaint 2 Bedroom Upper Apartment In Duplex and Cottage On Lake Winnebago are the most popular Airbnb and vacation rentals in Oshkosh, WI among travelers.
Which neighborhood in Oshkosh, WI should you consider for a vacation rental?
The best neighbourhood for a vacation rental would be the historic downtown area. It's close to the lakefront, restaurants, shops, and the Oshkosh Convention Center.
What are the most popular Airbnbs in Oshkosh, WI?
Among the Airbnbs in Oshkosh, WI, Rosie's Place A, Quaint 2 Bedroom Upper Apartment In Duplex and No Cleaning Fees 2 Bedroom Apartment By The Lake are the most popular ones.
What are the top family-friendly attractions in Oshkosh, WI?
For families, the Oshkosh Public Museum is a great choice, with interactive exhibits for all ages. Also, the Oshkosh North Park is perfect for a picnic, with a playground and a splash pad.
What are the best vacation rentals with a pool in Oshkosh, WI?
Hickory On The Lake- Beautiful Home On Lake Winnebago, Hickory Hideaway-2 Bedroom With Lakeviews and Charming Oshkosh Residence Near Fox River With Underground Parking are the best vacation rentals with a pool in Oshkosh, WI.
When is the best time to book a vacation rental in Oshkosh, WI?
The best time to book a vacation rental in Oshkosh is during the summer months, from June to August. This is when the weather is warm and sunny, and there are lots of outdoor activities to enjoy.
What are the best rentals for families and kids in Oshkosh, WI?
The best rentals for families and kids in Oshkosh, WI are Quaint 2 Bedroom Upper Apartment In Duplex, The Parkway Paddle: Walking Distance To The Lake and Cozy Year Round Lake Front Vacation Home.
What events or festivals should visitors check out in and around Oshkosh, WI?
The biggest event in Oshkosh is the EAA AirVenture, a massive air show held every July. For a more local flavour, try the Oshkosh Farmers Market, held every Saturday from June to September.
What are the best rentals or Airbnbs with a jacuzzi in Oshkosh, WI?
The best vacation 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.
What are the best budget-friendly activities in Oshkosh, WI?
A stroll along the Lake Winnebago waterfront is free and offers beautiful views. You can also visit the Oshkosh Public Library, which has free events and activities throughout the year.
What are the best restaurants with local dishes in Oshkosh, WI?
For a taste of local fare, head to the The Waterfront Restaurant for their fish fry. You can also try the Bavarian Inn for their traditional German food.
What are the best walking or cycling routes in Oshkosh, WI?
The paved path along the lakefront is a great option for walking or cycling. You can also explore the scenic trails at the Menominee Park.
Are there pet-friendly attractions in Oshkosh, WI?
Yes, many parks in Oshkosh are dog-friendly, including Menominee Park and the Oshkosh North Park. The Oshkosh Farmers Market also allows dogs on leashes.
What are the benefits of choosing a vacation rental in Oshkosh, WI?
Vacation rentals in Oshkosh offer more space and privacy than a hotel. They also often come with kitchen facilities, allowing you to prepare your own meals.
What are the top sports attractions and facilities in Oshkosh, WI?
Oshkosh is known for its strong sports scene. The University of Wisconsin-Oshkosh has a variety of sports teams, and the Oshkosh Arena hosts hockey games and other events.

Popular destinations

Best Oshkosh, WI vacation rentals with a balcony

9.6 5 reviews

Eaa Home Rental. Walking Distance To Uwo Shuttle.

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.

10 38 reviews

Entire Victorian Mansion - Near Main St & Farmers Mkt - Sleeps12

apartment, Oshkosh

This centrally located Oshkosh holiday home is within a 10-minute walk of the Oshkosh Saturday Farmers' Market, the Grand Opera House, and the Oshkosh Convention Centre, and under 2km from the University of Wisconsin–Oshkosh and the Menominee Nation Arena.
This 437 square metre property boasts four bedrooms, five bathrooms, sleeping up to twelve guests, and features a fully equipped kitchen, free Wi-Fi, a terrace, garden, parking and is pet-friendly.

9.2 9 reviews

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

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.

10 2 reviews

Home In Oshkosh Near Eaa Air Venture - 5 Blocks Away From Wittman Airport

apartment, Oshkosh

This Oshkosh holiday home is situated within 1.6 to 3.2km of Lake Winnebago, Hughes Home Maid Chocolates, and the University of Wisconsin–Oshkosh, and within 3.2km of the Oshkosh Saturday Farmers' Market and the Grand Opera House.
The two-bedroom, one-bathroom property sleeps up to 10 guests and offers free Wi-Fi, a fully equipped kitchen with oven, microwave and fridge, a terrace, air conditioning, and in-house entertainment.

Best Oshkosh, WI vacation rentals with air conditioning

9.8 250 reviews

Charming Spacious 2bdr By Downtown/menominee/lake

apartment, Oshkosh

This charming home is located just one block from Menominee Park and Lake Winnebago in Oshkosh, offering easy access to a range of outdoor activities and attractions. The property has received excellent ratings for location, cleanliness, and overall experience.
The entire lower level of this spacious duplex is dedicated to guests, accommodating up to four people in its two bedrooms and one bathroom. Guests can enjoy a fully equipped kitchen, dining room, sunroom, family room, and outdoor seating area, making it ideal for families and groups looking for a comfortable and convenient stay.

No reviews

The Angel's Share 1br At A Craft Distillery

apartment, Oshkosh

This one-bedroom flat in Oshkosh is situated conveniently close to Wittman Airport, offering easy access for EAA AirVenture attendees and featuring historic woodwork and hardwood floors.
Guests can enjoy a full kitchen, a clawfoot tub, air conditioning, complimentary parking, and an exclusive offer of free EV charging and a tasting package at the adjacent craft distillery, accommodating up to two people.

9.8 104 reviews

Peaceful Home In Heart Of Oshkosh!

apartment, Oshkosh

This Oshkosh house, a 5-minute walk from Oshkosh's city centre and Convention Centre, offers easy access to attractions such as the Experimental Aircraft Association (EAA) and Menominee Park, all within a short driving distance (approximately 3.2 km to Lambeau Field).
Sleeping up to 7 guests, this single-storey property boasts three bedrooms, one bathroom, a fully equipped kitchen with dishwasher, in-unit laundry, ample parking, Wi-Fi, and a Roku TV.

10 78 reviews

Fenced Yard; Waterfront; Dock, Cozy & Refreshing

apartment, Oshkosh

This Oshkosh lakeside property boasts a tranquil Sawyer Creek location, close to the Wiowash Trail, UW Oshkosh, and Oshkosh Corporation, with the Experimental Aircraft Association grounds approximately 20km away.
The two-bedroom, one-bathroom house sleeps four, offering a fully equipped kitchen, 55-inch smart TV, washer/dryer, two-car garage, kayak access, and outdoor amenities including a propane firepit and barbecue.

Compare Vacation Rentals & Airbnb in Oshkosh, WI