Compare Vacation Rentals & Airbnb in Oshkosh, WI

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Oshkosh, WI vacation rentals
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865 Rentals and Airbnb in Oshkosh, WI

Best family friendly Oshkosh, WI vacation rentals

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

Sky & Stream Escape - Oshkosh, WI
9.8 36 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.
Farmhouse Retreat - Oshkosh, WI
10 3 reviews

Farmhouse Retreat

apartment, Oshkosh
This four-bedroom Oshkosh farmhouse, located a short cycling distance from Lake Winnebago, offers easy access to Oshkosh's attractions including the Oaks Candy Shop and a free zoo.
The property, boasting a three-car garage and bikes for guest use, comfortably accommodates seven guests and includes a fully equipped kitchen, central air conditioning, and a screened porch overlooking a 0.5-hectare garden.
Waterfront Retreat*kayaks*firepit*dog Friendly - Oshkosh, WI
9.8 87 reviews

Waterfront Retreat*kayaks*firepit*dog Friendly

house, 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.
Sky & Stream Escape,   Eaa Airventure Oasis - Oshkosh, WI
10 1 review

Sky & Stream Escape, Eaa Airventure Oasis

apartment, Oshkosh
This Oshkosh family-friendly holiday home, situated a short drive (approximately 2.4km and 3.2km respectively) from the Paine Art Center and Gardens and Titan Stadium, offers convenient access to local attractions.
The three-bedroom, two-bathroom property sleeps six guests and boasts a full kitchen with modern appliances, in-unit laundry facilities, air conditioning, free Wi-Fi, a workspace with printer, plus outdoor amenities including a garden, patio furniture, and fire pit, and indoor entertainment such as table football.

Best Oshkosh, WI vacation rentals with parking

Downtown Tiny Home - Oshkosh - Oshkosh, WI
9.6 26 reviews

Downtown Tiny Home - Oshkosh

apartment, Oshkosh
This 1920s-era studio flat is situated in downtown Oshkosh, Wisconsin, within walking distance of Lake Winnebago and close to the Oshkosh Saturday Farmers' Market and The Outlet Shoppes at Oshkosh.
The self-catering unit, featuring a queen Murphy bed, full kitchen with fridge and microwave, and outdoor seating area, comfortably accommodates two guests and offers air conditioning, parking, and internet access.
Newly Remodeled Lower Unit #2 - Oshkosh, WI
9.8 34 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.
Home Away From Home - Oshkosh, WI
9.9 28 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.
Villa Montserrat - Oshkosh, WI
9.8 22 reviews

Villa Montserrat

house, Oshkosh
This family-friendly flat in a quiet district of Oshkosh offers a peaceful retreat, perfect for unwinding with loved ones.
With three bedrooms and two bathrooms, this accommodation comfortably sleeps eight guests and includes a kitchen with a fridge, microwave, and dishwasher, alongside air conditioning, Wi-Fi, and on-site parking.

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?

  • 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?

  • 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?

  • 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

Centrally Located Home W/ Yard & Fast Wifi - Oshkosh, WI
10 6 reviews

Centrally Located Home W/ Yard & Fast Wifi

apartment, Oshkosh
This Oshkosh holiday home is situated in a peaceful residential neighbourhood, a short 4-minute drive from Oshkosh city centre, and conveniently located 43km from Appleton and 97km from Green Bay.
This three-bedroom, one-bathroom property offers 135 square metres of living space, accommodating up to six guests and boasting a fully equipped kitchen with appliances including a dishwasher, microwave, fridge, crockpot and Instant Pot, a private garden with gas grill, and ample private parking.
Stylish Downtown Loft – Free Parking & City Views! - Oshkosh, WI
No reviews

Stylish Downtown Loft – Free Parking & City Views!

apartment, Oshkosh
This character-filled flat in downtown Oshkosh offers convenient access to local attractions, situated within walking distance of restaurants, waterfront access, the Grand Theatre, and a farmers' market, with the EAA Air Venture just a 1.6-kilometre drive away.
This family-friendly apartment accommodates up to six guests across three bedrooms and 1.5 bathrooms, featuring amenities such as air conditioning, Wi-Fi, a full kitchen, a terrace, and off-street parking for three vehicles, along with a ping pong table for entertainment.
House Blocks From The Fox River With Access To Lake Winnebago. Easy I41 Access. - Oshkosh, WI
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.
Home In Oshkosh Near Eaa Air Venture -  5 Blocks Away From Wittman Airport - Oshkosh, WI
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

Relaxing Lakefront Getaway On Lake Butte Des Morts - Oshkosh, WI
10 151 reviews

Relaxing Lakefront Getaway On Lake Butte Des Morts

apartment, Oshkosh
This one-bedroom apartment is situated on the east shore of Lake Butte Des Morts, a short walk from the Wiouwash Trail and close to the EAA Grounds, Oshkosh Outlet Mall, and several restaurants. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment offers a comfortable space for two guests, with a fully equipped kitchen, modern amenities, and a private backyard with lakefront access. Guests can enjoy stunning lake views, a peaceful environment, and access to various activities including fishing, swimming, biking, and walking.
Cozy Getaway 1 Mile From Downtown And Uwo Campus! - Oshkosh, WI
9.8 153 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.
Centrally Located Home W/ Yard & Fast Wifi - Oshkosh, WI
9.6 25 reviews

Centrally Located Home W/ Yard & Fast Wifi

apartment, Oshkosh
This comfortable home is situated in a quiet residential area in Oshkosh, just 4km from the city centre, 12km from the EAA Grounds, 27km from Appleton, and 60km from Green Bay. It has consistently received excellent guest ratings for its location and cleanliness, and a very good rating overall.
The home offers three bedrooms and one bathroom, comfortably accommodating up to six guests. It features a fully equipped kitchen with modern appliances, a spacious living room, and a private garden with a gas grill, perfect for enjoying the outdoors.
Hickory Hideaway Cozy 2-bedroom Home On Lake Winnebago - Oshkosh, WI
9.9 6 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.
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