Kid-friendly holiday rentals in Oshkosh

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.

Cozy and Simple Downtown Space

Enjoy this great space in a quiet safe neighborhood. One car allowed at the property! The space has comfortable beds, provided hygiene products, a smart TV and snacks + beverages. Wake up and enjoy coffee provided by us. Shops and restaurants within walking distance! Visit The Plaza downtown with ice skating, fire pits, a coffee shop and more. Great for a couples getaway. Luxury for a great price! A portion of the proceeds from bookings go to housing evacuees, refugees and veterans.

Cozy fully furnished home

Are you a traveling professional looking for a cozy and fully furnished home in Oshkosh, Wisconsin? Look no further than this lovely 2-bedroom property! With newer updates, fresh paint throughout, and central air conditioning. Located just a short distance from the lake, trails, and parks, this home is perfect for outdoor enthusiasts who love to explore the great outdoors. And with its convenient location you'll find shopping, dining, entertainment, and medical facilities near by.

The Manor on Church

Welcome to The Manor on Church! This newly renovated first floor apartment has all amenities needed for a perfect escape in Oshkosh, WI. Located in central Oshkosh, you’ll be just minutes away from downtown Oshkosh, and steps away from University of Oshkosh - Wisconsin! The Manor is just 10 minutes away from highway 41 and multiple stores for easy access to everything you need. For some reason I can't add towels as an amenity but we do provide all of those as well!

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.

Comfy Cabin on 170 Beautiful Acres - Come Explore!

The cabin rests on 180 acres of scenic farm wildlife habitat. The property includes an 1800s-era barn & blacksmith shop, a host of wild & domestic animals, miles of private canal with access to the Wolf & Fox Rivers, a hiking trail, garden, orchard, and much more! The farm has been the pride of our family for 6 generations. A converted grainary, the cabin features a full bed, pullout couch, full kitchen, full bathroom, high-speed satellite Wifi and smart-TV.

3BR Near Lake • Walk to Park • Firepit Retreat

Relax in this cozy, modern getaway just steps from the Park and Lake Winnebago. Perfect for families, groups, or peaceful retreats. This home features a stylish interior, firepit table, and gazebo. Enjoy walking trails, the zoo, and quick access to downtown Oshkosh. Prime Fourth of July Location! Watch the Menominee Park fireworks burst directly overhead from the comfort of the front yard or porch — one of the best views in the city!

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.

Rosie's Place A

Hello and Welcome! Rosie's place A features a cozy newly renovated clean furnished upper apartment. Very close to everything in Oshkosh. Great for business travelers, vacationers and visiting University of Oshkosh and Hospital families. Breakfast items, fruit, coffee, tea, soda, water & snacks included. Private parking behind the house. Door code will be provided to enter. No minimum stay!