Dog Friendly
Dog-Friendly accommodations
Planning a getaway but don’t want to leave your furry friend behind? Our Wisconsin pet-friendly vacation rentals offer the perfect solution for families and their four-legged companions. From the scenic shores of Door County to the peaceful Northwoods, we’ve carefully selected properties that welcome both you and your pets.
At Simple Life Hospitality, we believe that every journey should include our four-legged companions. Discover our handpicked selection of dog-friendly accommodations tailored to make every stay unforgettable—for you and your furry friend. Embark on your next adventure with peace of mind, knowing that your pup is welcome every step of the way. Let’s make memories together—book your dog-friendly getaway today!
If you have any questions regarding our pet friendly property policy, please us our Contact Us form to inquire.
48 properties available
Free cancellation for 14 days prior to arrival.
Free cancellation before Mar 31.
Welcome to Twilight Ridge, hosted by Simple Life Rentals! Nestled in a serene, wooded setting, this charming retreat offers the perfect blend of seclusion and convenience, just minutes from downtown Baileys Harbor. Start your mornings on the new deck, sipping coffee amidst the peaceful sounds of nature, or cozy up by the gas fireplace for a relaxin
Welcome to Still Waters, hosted by Simple Life Rentals! This stunning ranch-style home boasts 3 spacious bedrooms and 2 modern bathrooms, making it the perfect vacation retreat or year-round residence. Situated on the picturesque Wisconsin River just north of Rhinelander, this property offers an impressive 90 feet of stunning water frontage, provid
Welcome to Cedar Cove Cottage, hosted by Simple Life Rentals! This charming lake house is situated directly on the serene shores of Lake Helen and equipped with all the amenities for outdoor enjoyment. Wade into the 2-foot water and cool off with the kids! The lake has soft loam in the shallow waters. Navigate the grassy shoreline to enter the sha
Welcome to Lily Bay Lodge, hosted by Simple Life Rentals! This 3-story home was built in 1988 and sits on a 2-acre wooded property with 200 feet of sandy Lake Michigan shoreline. It features 3 bedrooms, 3 bathrooms and overlooks Lake Michigan so you'll experience breathtaking views from almost every room in the house. It also has a screened in porc
Welcome to Westeros, hosted by Simple Life Rentals! Renovated in 2017, this one of a kind property offers 2 homes within one for up to 24 guests to enjoy comfortably. The south side accommodates 14 people in 4 bedrooms and has 2 bathrooms, a fully equipped kitchen, and a spacious living area. The north side accommodates 10 people with 3 bedrooms, 2
Welcome to High Garden, hosted by Simple Life Rentals! A Door County family home for generations, this one-story house was completely renovated in 2017. The spacious kitchen is fully modernized with stainless-steel appliances and a stone countertop for a wonderful space to prepare meals. The nearby dining room comfortably seats 8. The living room b
Welcome to Water's Edge Cottage, part of Sunset Shores Resort, hosted by Simple Life Rentals. Nestled along 200 feet of Kangaroo Lake waterfront, guests will enjoy swimming, water sports and fishing in the 1100-acre glacier-formed lake. This cozy retreat offers 2 bedrooms, 1 bathroom, main living space, fully stocked kitchen, and an enclosed porch.
Welcome to Chalet Cerise, hosted by Simple Life Rentals! Escape to your peaceful Door County getaway! Tucked away on a private wooded lot in Baileys Harbor, this cozy retreat offers the perfect balance of relaxation, adventure, and modern comfort. Bring the whole family - dogs are welcome! - and unwind among the trees while still being just a shor
Welcome to Blue Skies and Cherry Pies, hosted by Simple Life Rentals! Enjoy this wooded retreat located just a short drive from the heart of Fish Creek. The house comfortably sleeps 6 and has plenty of room for children to run in the yard or play lawn games. Relax on the spacious deck or show off your BBQ skills. Explore all the opportunities of D
Welcome to King's Landing, hosted by Simple Life Rentals! We invite you, your family, friends, and dogs to stay in this renovated home with a fully fenced-in backyard. We fell in love with this property located in the heart of Sister Bay and put a ton of work into it to make it the ultimate hang-out home. We are honored for you to experience the ut
Welcome to Tranquility Bay Getaway, our stunning waterfront retreat in Sister Bay hosted by The Simple Life Rentals! This charming home offers a perfect blend of tranquility and adventure, promising an unforgettable getaway for you and your loved ones.You'll be greeted by the cozy atmosphere and captivating views of Lake Michigan. With three beauti
Welcome to Captain's Quarters, hosted by Simple Life Rentals! Come spend your next visit to Door County here! This spacious home is perfect for your next getaway. It features 2 bedrooms, 2 bathrooms, a fully stocked kitchen, and a dedicated work space. Enjoy meals on the large deck, and play yard games in very spacious backyard or relax by the fire
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