Oak & Orchard House

Family-Friendly Farmhouse with Crib, Toys, and Playset

Welcome to Oak & Orchard House, a family-friendly, renovated 1923 farmhouse on a quiet street in Sister Bay. Nestled between forest and field, and full of character and modern amenities, it sits alongside an old orchard of apple and pear trees, making it the quintessential Door County setting. Designed for easy travel with babies and young kids, the home includes a crib, high chair, toys, kids’ dishes, and a backyard playset, so you can pack lighter and enjoy a peaceful getaway.

We believe a vacation rental is more than just a place to sleep—it is the setting for the moments you’ll carry with you long after you leave. Part of An Anthology of Stays, this renovated 1923 farmhouse honors the heritage of Door County vacationing by providing a space designed for connection. Whether you are prepping a meal around the reclaimed wood kitchen island or sharing stories in the living room, we provide the backdrop so you can focus on creating the stories you’ll recall for years to come.

Every detail is curated to help you slow down and lean into the beauty and history of the peninsula: getting lost in a puzzle on a rainy afternoon, challenging the kids to a board game, or cozying up in the window seat with a good book. From enjoying a home-cooked meal around the dinner table, to watching the sunset through the trees, this is your place to reconnect with the people who matter most and add a beautiful new chapter to your family’s history.