Compare Vacation Rentals & Airbnb in Oshkosh, WI

865 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Oshkosh, WI vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

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

Charming Downtown Family Home With 3 Season Porch - Oshkosh, WI
No reviews

Charming Downtown Family Home With 3 Season Porch

house, Oshkosh
This recently updated three-bedroom, two-bathroom detached house in Oshkosh is conveniently located only 3 minutes from Downtown Oshkosh and 14 minutes from the EAA Grounds, with Appleton a 25-minute drive and Green Bay 55 minutes away.
This family-friendly property accommodates up to eight guests and features a fully equipped kitchen with a gas stove, a gas grill, a large rear deck, high-speed WiFi, and flexible self check-in/out, making it ideal for those seeking a comfortable stay with easy access to local attractions.
Cozy Retreat  Fireplace Loft Walk To Park & Lake - Oshkosh, WI
9.6 14 reviews

Cozy Retreat Fireplace Loft Walk To Park & Lake

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.
Farmhouse | Historic  4br  Sleep 8  Near Hwy 41 - Oshkosh, WI
9.7 135 reviews

Farmhouse | Historic 4br Sleep 8 Near Hwy 41

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.
Lank's Lookout On Lake Winnebago - Oshkosh, WI
9.9 31 reviews

Lank's Lookout On Lake Winnebago

house, Oshkosh
This lakeside apartment is situated just 15km from the EAA AirVenture Museum and 45km from Lambeau Field, offering easy access to these popular attractions. The property enjoys a peaceful and relaxing atmosphere, with stunning views of Lake Winnebago and direct access to its shores for swimming, fishing, and birdwatching. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
This three-bedroom, two-bathroom apartment comfortably accommodates up to eight guests, with a variety of sleeping arrangements including a master suite, a bedroom with trundle beds and a pull-out sofa bed, and a loft with two queen beds. The apartment is equipped with a fully-equipped kitchen, air conditioning, a garden, and parking, as well as access to water toys, life jackets, and charcoal grill supplies for enjoying outdoor activities.

Best Oshkosh, WI vacation rentals with parking

Eaa Rental Home - Oshkosh, WI
10 2 reviews

Eaa Rental Home

apartment, Oshkosh
This centrally located flat offers convenient access to Oshkosh via Highway 41, placing it in the town's core and near the Oshkosh Airshow, approximately 800 meters from the event grounds.
This 3-bedroom, 1-bathroom flat accommodates up to 8 guests and features a kitchen, air conditioning, and parking, providing a comfortable base for exploring local attractions and dining.
Spacious 4-bed 3 Bath House, Close To Eaa - Oshkosh, WI
No reviews

Spacious 4-bed 3 Bath House, Close To Eaa

apartment, Oshkosh
This four-bedroom, two-bathroom flat is situated in a quiet Oshkosh neighbourhood, offering convenient access to the EAA, located 8 kilometres away, and a short drive to the town centre, with the lake and walking trails just a 2-minute walk from your door.
This property accommodates up to eight guests with multiple bedding configurations, including a king-size bed, two queen-size beds, a twin bed, and a futon, complemented by a fully equipped kitchen, two living areas, a formal dining room, air conditioning, and on-site parking for a comfortable stay.
Luxury Lakefront Home On Lake Winnebago - Oshkosh, WI
10 1 review

Luxury Lakefront Home On Lake Winnebago

apartment, Oshkosh
This renovated four-bedroom, two-bathroom lake house offers an exclusive location on Lake Winnebago, situated in a quiet inlet within Oshkosh's most desirable neighbourhood, providing a peaceful escape.
This spacious property accommodates up to ten guests, featuring a modern kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, garden access, and parking, with opportunities for nature observation and water activities on the lake.
Charming Downtown Family Home With 3 Season Porch - Oshkosh, WI
8.0 10 reviews

Charming Downtown Family Home With 3 Season Porch

apartment, Oshkosh
This recently remodelled detached house in Oshkosh is located in a safe residential neighbourhood, offering convenient access to downtown (4.8 kilometres), the EAA Grounds (22.5 kilometres), Appleton (40.2 kilometres), and Green Bay (88.5 kilometres), and is situated just 160 metres from Stevens Park.
This spacious 178 square metre property accommodates up to 8 guests with 3 bedrooms and 2 bathrooms, featuring a fully equipped kitchen with a gas stove, complimentary high-speed WiFi, air conditioning, a garden with a gas grill, off-street parking, and flexible self check-in/out for ease of arrival and departure.

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

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.

Best Oshkosh, WI vacation rentals with air conditioning

Duck Inn On Mallard - Oshkosh, WI
9.7 24 reviews

Duck Inn On Mallard

apartment, Oshkosh
This charming cottage is located on a channel leading to Lake Winnebago, just minutes from downtown Oshkosh and Menominee Park, and 5 miles from the EAA Aviation Museum. The property has received excellent ratings for location, cleanliness, and overall user experience.
The cottage has three bedrooms and three bathrooms, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, air conditioning, parking, and access to the internet, making it an ideal choice for families or groups of friends visiting Oshkosh.
~Oshkosh Oasis~ - Oshkosh, WI
9.8 33 reviews

~Oshkosh Oasis~

apartment, Oshkosh
This Oshkosh condo, conveniently located off the highway, offers easy access to the city and surrounding areas.
Sleeping up to 10 guests, this four-bedroom, three-bathroom property boasts a jacuzzi, fitness centre, and private weight room, alongside a relaxing backyard with a campfire and hot tub.
Oshkosh's #1 Home Away From Home - Oshkosh, WI
No reviews

Oshkosh's #1 Home Away From Home

apartment, Oshkosh
This three-bedroom flat in Oshkosh offers convenient access to cultural attractions including the Grand Opera House and Paine Art Center and Gardens, as well as shopping at Oshkosh Saturday Farmers Market and The Outlet Shoppes at Oshkosh.
This property accommodates up to ten guests with air conditioning and internet, and is situated within easy reach of family-friendly spots like Pollock Community Water Park.
Hot Tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location - Oshkosh, WI
10 45 reviews

Hot Tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location

apartment, Oshkosh
This Oshkosh holiday home, situated just inside the city limits, is 6.4km from the Experimental Aircraft Association (EAA) and 1.6km from boat launches.
This spacious 223 square metre property boasts four bedrooms with queen-size beds (including a Murphy bed), four bathrooms, and accommodates up to ten guests, offering a lower-level games room, hot tub, and proximity to attractions such as the Grand Opera House and Pollock Community Water Park.
©2026 cozycozy.com