We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Oshkosh vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Oshkosh

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

1 of 3 pages

Home in Oshkosh

4.87 out of 5 average rating, 158 reviews

Go and Go

Cozy 2 bedroom Log home. Can sleep 4-6. Across the street from Lake Winnebago. Short walk to park, zoo and boat landing. 6.5 miles to EAA grounds. Off street parking. Close to shopping, restaurants and downtown Oshkosh. Great rental for Air Show, Book now and bring your boat, jet ski, trailer, and fishing gear or just go sightseeing, dining and relaxing. Full kitchen, New Bath. Very comfortable with a great location. Perfect place to stay for family with students at UWO. Book now!

Cottage in Fond du Lac

4.97 out of 5 average rating, 238 reviews

Cozy Guest House with Lake views.

Our remodeled two bedroom Guest House is adjacent to our Cottage and offers beautiful lake views. Access to Lake Winnebago available at near by boat launches. Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush queen bed and 2 twin beds, 1 full bathroom, and a fully stocked newly remodeled kitchen. Perfect getaway for some R&R with family or friends.

Cabin in Fox Lake

4.96 out of 5 average rating, 142 reviews

Cabin on the Trail

Kick back and relax in this cozy space with up north, cabin vibes. In the summer months enjoy the excellent fishing, swimming and boating and in the winter have fun ice fishing by walking to the lake out your back door! *Please read the full description and look at all of the pictures of the property *Not suitable for parties or loud gatherings. Please note, there is a 4 person maximum, including children. *All dogs/pets must be pre-approved by the host. There is a $50 fee/stay.

Home in Oshkosh

4.99 out of 5 average rating, 100 reviews

Beautiful Warm and Cozy Lake Home Sunsets and more

Beautiful cozy and comfortable home located in a small neighborhood on the east shore of Lake Butte Des Morts .Spacious One bedroom with sleep number queen bed and view of the lake. Spacious living room with gas fire place overlooking the lake. Kitchen, one bathroom and laundry room. Spectacular sunsets, fishing, perfect place to enjoy a camp fire! Short walk to Wiouwash Trail for biking, walking and snowmobiling. Close to EAA Grounds, Oshkosh Outlet Mall and great restaurants.

Guest suite in Waupaca

4.95 out of 5 average rating, 193 reviews

Adventure Outpost for 8 near Chain O Lakes

We’re located just outside of town with easy access to all that the beautiful Waupaca area has to offer. Only 10 minutes from the Chain! The property is surrounded by Maple and Oak mature forest yet has an open meadow perfect for picnics and star gazing. It is beautiful here; you can rest and recharge close to nature. Adventure Outpost is totally updated and designed for your comfort and convenience. The space is cozy, light and refreshing and big enough for the whole family!

Home in Campbellsport

4.99 out of 5 average rating, 146 reviews

Gleason's Chouse

You'll love staying in our unique home, in a quiet neighborhood. This is a recently remodeled 1867 church converted to a "Chouse". Featuring 2 bedrooms, Full Kitchen, 1 Bathroom, Balcony, Parking, and a Gazebo.. all beautifully complimented by a range of antiques and decorations. 8 Miles East of Hwy 41, a 45 min drive to Oshkosh or an hour to Milwaukee. Just down the from Lake Bernice & Eisenbahn Bike Trail. Also close enough to the Kettle Moraine Forest to hike and sightsee!

Cabin in Wild Rose

4.9 out of 5 average rating, 422 reviews

Getaway Wild Rose - Milwaukee

An easy drive from the city, Getaway is a new way to experience the great outdoors. Nestled across dozens of acres of private woodlands, our modern, tiny cabins have everything you need (comfy bed, bathroom, fresh linens) and nothing you don’t. Featuring a private outdoor area (hello, fire pit), each cabin is designed to help you relax, unwind and disconnect from the everyday. Plus, as part of your stay, you'll receive firewood, a s'mores kit, coffee and bottled water*.

Guesthouse in Oshkosh

4.96 out of 5 average rating, 178 reviews

Cottage on Lake Winnebago

Furnished Cottage on Lake Winnebago with beautiful sunrises. 1 bedroom with queen bed. There is plenty of space for air mattresses in common areas. 1 queen air mattress available. One bath, full kitchen fully stocked with dining area, bring your own food to prepare. Bring your water toys or boat, launch nearby and dock access in warmer months with great fishing. Winter months, bring your snowmobile, trails nearby. Great ice fishing when lake is frozen and ice is safe.

Home in Oshkosh

4.91 out of 5 average rating, 192 reviews

Charming Spacious 2BDR by Downtown/Menominee/Lake

This historic and charming home is located just one block away from Menominee Park and Lake Winnebago. Menominee parks offers amusement rides, the Zoo, asphalt trails, boat tie ups, casting dock, historical interest, fishing, ice rink, picnic areas, large playgrounds, baseball fields, soccer fields, tennis/ pickle ball courts, and volley ball courts. The home boasts a lot of character and has all the amenities to make your stay comfortable and memorable.

Home in Oshkosh

4.96 out of 5 average rating, 176 reviews

Character Home by Lake Winnebago

Charming 1930s home, 1 block from Lake Winnebago. Quiet neighborhood. Completely renovated with all the amenities you could want. Within walking distance of Menominee Park and a short drive or bike ride to downtown Oshkosh. Enjoy the farmers market on Saturday's June-October. Several music festivals throughout the year. Fishing tournaments and activities year around. Perfect for ice fishing. Bring your shanty! There’s lake access a block away.

Rental unit in Oshkosh

4.84 out of 5 average rating, 158 reviews

No Cleaning Fees! 2 Bedroom Apartment By The Lake

We’re transparent with our pricing, that’s why we don’t have cleaning fees! The price you see is the price you pay (local taxes still apply). Come stay near the heart of Oshkosh - you’ll be on the second floor with views of Lake Winnebago. If you need anything during your stay we live on-site and are only a message away. Don’t worry though, the units are completely separated so you’ll have all the privacy you desire during your stay.

Cabin in Hancock

4.98 out of 5 average rating, 188 reviews

Peaceful Cabin in the Woods

Our cabin has all the amenities a family could need, but is the perfect getaway from city life. Located on 5 secluded acres in Hancock, Wisconsin. Minutes from downtown Wautoma. Surrounded by woods on all sides, with plenty of open area for outdoor activities. A peaceful setting to enjoy a cup of coffee or a glass of wine while listening to the birds from the porch swing, or around the crackling fire at night, toasting marshmallows.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Oshkosh vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Oshkosh's top sights

EAA Aviation Museum89 locals recommend

Paine Art Center and Gardens54 locals recommend

Fox River Brewing Company Waterfront Restaurant43 locals recommend

Menominee Park Zoo38 locals recommend

Becket's35 locals recommend

Outlet Mall station29 locals recommend

Other great vacation rentals in Oshkosh

Rental unit in Neenah

4.86 out of 5 average rating, 88 reviews

Cozy and Simple Downtown Space

Rental unit in Oshkosh

4.88 out of 5 average rating, 42 reviews

Charming Oshkosh - 2 Bedroom, Walk to Downtown

Guest suite in Oshkosh

4.81 out of 5 average rating, 84 reviews

“This Old House” but well-loved. Cozy one-bedroom.

Cottage in Winneconne

4.91 out of 5 average rating, 44 reviews

Lake Poygan Cottage where you can Fish Hunt Ride

Home in Appleton

4.96 out of 5 average rating, 27 reviews

Spacious Home, Fireside Charm

Home in Oshkosh

5 out of 5 average rating, 11 reviews

Updated|Grill|Patio|Character!

Loft in Amherst

4.94 out of 5 average rating, 87 reviews

Tiny Town Bakery Flatlet

Home in Fond du Lac

4.88 out of 5 average rating, 60 reviews

Country home with fireplace, sauna & putting green

Quick stats about vacation rentals in Oshkosh

Total rentals
830 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
6.2K reviews
Family-friendly rentals
650 properties are a good fit for families
Pet-friendly rentals
220 properties allow pets
Rentals with a pool
40 properties have a pool

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Oshkosh?
Yes! Work meets play with ease at over 320 vacation rentals in Oshkosh featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Oshkosh?
Four-legged friends are welcome in Oshkosh. Choose from more than 220 vacation rentals for guests traveling with pets.
Are there Oshkosh vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Oshkosh, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly townhouse rentals in Oshkosh?
Oshkosh has more than 10 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in townhouse rentals in Oshkosh?
Experience the best of Oshkosh with our townhouse rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do bed and breakfast rentals in Oshkosh have wifi?
Absolutely! We offer over 10 bed and breakfast rentals with wifi in Oshkosh. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oshkosh have a bbq area?
Absolutely! We offer over 220 house rentals with a bbq area in Oshkosh. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oshkosh have a gym?
Absolutely! We offer over 80 house rentals with a gym in Oshkosh. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oshkosh have air conditioning?
Absolutely! We offer over 650 house rentals with air conditioning in Oshkosh. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Oshkosh?
Enhance your stay in our House Rentals with the most popular amenities: over 80 homes with a gym, over 660 homes with wifi, over 650 homes with air conditioning, over 220 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore