Skip to content

Our Lakeside Legacy

Baileys Harbor
Baileys Harbor, WI 54202


Book Now


Welcome to our legacy Рthe house that our great grandparents built as some of the first settlers in Baileys Harbor. This loving, well cared for Brann family home has created many great memories for us and we are honored for you to make your own at this one-of-a-kind property, hosted by Simple Life Rentals. All five suites are en suite Рoffering you the utmost comfort and privacy when vacationing with up to 14 of your family and friends. Perfectly situated in the heart of town with over 150 feet of lake frontage in your backyard. The large yard offers expansive views of Baileys Harbor, the lighthouse, and Lake Michigan. Enjoy three levels of patios and decks, all lake facing, to take in the incredible views. Plus, a classic, town facing covered front porch is the perfect spot to watch the folks walking by as they move around town. Lakeside Legacy is the best of both worlds with the hustle and bustle out to the front of the home and the tranquility of wildlife and waves in your backyard. This heart of town location is steps from some of Door County’s finest dining, breweries, shops, marina, kayaking, charter fishing, and beaches. Experience the perfect blend of lakeside charm and modern comfort at our Baileys Harbor retreat. Book now to secure your unforgettable vacation at our Lakeside Legacy.

Winter Hours

Open in Winter


  • 5+ Bedrooms
  • Bed Linens furnished
  • Children Welcome
  • Deck
  • Dishwasher
  • Full Kitchen
  • Grill
  • Internet Access
  • Microwave
  • Open Year Round
  • Private Baths
  • Refrigerator
  • Sundeck
  • Television
  • Washer/Dryer
  • Water View
  • Waterfront
  • Wireless Internet

Rates by Date

We Accept Door County Gift Certificates

Door County Gift Certificate

Use for lodging, restaurants, shopping, attractions, performances, groceries, tours, and more!

View All Participating Members