Holiday rentals in Oshkosh

Cozy Duplex in Oshkosh

Enjoy this cozy space close to Main St with breweries, restaurants and activities nearby. Within walking distance to the River, Lake Winnebago, Downtown Oshkosh, the Arena and only a 5 minute drive to the EAA Grounds/ Wittman Regional Airport! Less than 2 miles away! In addition to the fantastic location, this single story duplex offers a queen bed and a pull out couch for additional guests. Washer and dryer included in-unit. Street parking available, door code will be provided for self check in

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!

Fox Flats, Great Location!

Welcome to our charming, fully furnished studio in the heart of Neenah, WI! Perfect for mid- or long-term stays, it features a private bathroom, in-unit washer and dryer, and convenient parking. Enjoy free WiFi, all utilities included, and monthly cleaning for a truly stress-free stay. Ideal for work or leisure, this cozy, comfortable space is ready for you to move in and feel at home from day one. Send us a message for inquiries, we’d love to have you and make your stay comfortable!

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.

The Tree House. Whole house. Enjoy Appleton!!!!

Cozy downtown Appleton home close to everything Appleton has to offer!! Within walking distance to Farmers Market, Fox Performing Arts Center, restaurants and within 30 minute drive to world famous Lambeau Field home of the Green Bay Packers!! Enjoy the tranquil backyard with one of the biggest maple trees in the city, enjoy vintage artwork and spin classic vinyl in the music room. Fall 2025 just around the corner. The house is yours! No other guests.

Beautiful Lake Home.

Our Beautiful two bedroom cottage is located on the shores of Lake Winnebago . 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 beds, 1 full bathroom, Laundry room with washer and dryer. The perfect home for a laid back group of friends, couples or a family to stay with all the comforts of being at home.

Jackson Farmhouse

Welcome to the farmhouse, perfect for a big group! Our beautifully restored 100 YEARD OLD farm house is located on Jackson St in Oshkosh giving you quick and easy access to highway 41! ** this home is old and has sloping floors ** The easy in and out driveway can hold at lease 6 cars if needed during your stay at our comfortable property. After a long day of whatever you may be in town for you'll be able to relax in your own piece of country!

Freshly Renovated, Modern House - Great Location

-Historic residential district near downtown, Lawrence University, the Performing Arts Center, Mile of Music and more - great location but still VERY quiet area. -30 minutes to Green Bay and Oshkosh -3 season porch -New deck overlooking wooded backyard -Safe, well established neighborhood with tree-lined streets and beautiful parks -Need more space or traveling with friends? Click Visit our profile to see our additional 5★ Appleton properties

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!

Cozy getaway 1 mile from downtown and UWO campus!

2 bedroom home with a living room and dining room, kitchen with appliances, laundry room and Big backyard. (Kid friendly) Grocery store, gas station, and restaurants are less than a mile away. (Within walking distance) Great, clean neighborhood. Only a mile from Menominee park, arena, and other destinations you may want to explore.

Waterfront Retreat @ Oshkosh’s Sawyer Creek

Relax with the whole family at this peaceful 3 bedroom waterfront home. This home is adjacent to “West Algoma Park” one of Oshkosh’s many parks. Within walking distance to UWO campus, Paine Art Center, Fox River Brewery and Oshkosh Corp Headquarters. For business or pleasure this home will fulfill all your needs.