Welcome to Midwest Traveling!
We are so happy that you found us and we look forward to hosting you at one of our beautiful vacation homes.
Years ago we embarked on a real estate adventure, which has led us to form a new passion for interior design and hospitality. Our short term rentals are designed with a fun twist or theme and include all the comforts of a fully furnished home.

Enjoy our spacious four bedroom, three bathroom duplex within a 10 minute walk to the south shore of Lake Michigan. This area is the tourist hub for the Indiana Dunes territory and also includes breweries, wineries, gardens, shopping, a casino and even a zoo!

Enjoy our spacious three bedroom, two and a half bathroom duplex within a 10 minute walk to the south shore of Lake Michigan. This area is the tourist hub for the Indiana Dunes territory and also includes breweries, wineries, gardens, shopping, a casino and even a zoo!

Escape to the ultimate Wisconsin group getaway on a 5-acre, man-made, sand-bottom lake in New Lisbon, perfectly located in the heart of Central Wisconsin, 28 miles to the Wisconsin Dells. This one-of-a-kind vacation rental sleeps up to 29 guests, making it the ideal home base for family reunions, corporate retreats, and multi-family vacations. Spend your days swimming, kayaking, or fishing (catch and release) right on the property's sand-bottom lake, then unwind in one of hot tubs or relax in the on-site sauna. As the sun sets, gather around the fire pits for s'mores and storytelling under the stars. Rainy day or night owl? Head to the game rooms for arcade games, and entertainment for all ages. With spacious sleeping arrangements, and resort-style amenities, these Wisconsin lake houses deliver the space and features large groups need, without sacrificing comfort or fun. Whether you're planning a bachelor/bachelorette party, holiday gathering, or milestone celebration, this New Lisbon property checks every box. Book your Central Wisconsin lake retreat today , space this large books up fast!

Stay in the heart of Andersonville, one of Chicago's most beloved neighborhoods, in this beautifully updated garden-level unit. Featuring 3 spacious bedrooms and 2 full bathrooms, this home comfortably sleeps up to 5 guests, perfect for families, small groups, or friends traveling together. Enjoy the best of city living with a peaceful retreat feel: step outside to your own private backyard, ideal for morning coffee, evening drinks, or simply unwinding after a day of exploring Chicago. Inside, the unit offers a cozy, light-filled layout with modern finishes and all the comforts of home. Located just steps from Andersonville's famous boutiques, coffee shops, restaurants, and nightlife along Clark Street, you'll have easy access to some of the city's best local dining and entertainment, all while enjoying a quieter, residential feel away from the downtown crowds. Public transit and major Chicago attractions are just a short ride away, making this the perfect home base for your Chicago stay.
Our Vision
We are driven by dedication to design unique homes that our guests can admire and create memorable experiences within.
We go above and beyond to offer personalized service, insider recommendations, and warm and attentive hospitality.
Are you Ready to book with us?
At Midwest Traveling, our booking conditions are designed to provide flexibility and convenience for our guests. We offer both online booking through our website and the option to contact our customer service team for assistance. To secure your reservation, we require a deposit or full payment, depending on the specific property and booking terms. Our rates are transparent and include all applicable taxes and fees.
We understand that plans can change, and we strive to accommodate our guests’ needs. Our cancellation policy may vary depending on the specific property and booking terms. We recommend reviewing the cancellation policy stated at the time of booking or contacting our customer service team for further assistance. In some cases, we offer flexible cancellation options and the possibility of rescheduling your stay for a future date. Our goal is to provide fair and reasonable solutions to ensure your satisfaction.
We understand that pets are a part of the family, and we strive to accommodate their presence. However, we have a strict no pet policy. We only allow service animals and an additional $150 cleaning fee will be added to your stay.
Absolutely! We welcome families and strive to provide a child-friendly environment. Many of our vacation homes are suitable for children, with features such as spacious living areas, comfortable bedrooms, and amenities that cater to families. We aim to create a memorable and enjoyable experience for guests of all ages, ensuring that families feel right at home during their stay.
Depending on the property check-in time is typically in the afternoon, around 3:00 PM or 4:00 PM. As for check-out, it is usually in the morning, around 10:00 AM or 11:00 AM, to allow sufficient time for cleaning and preparation for the next guests. If you have specific requirements or need to arrange alternative times, please contact us, and we will do our best to accommodate your request.
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