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.
50 properties available
Free cancellation for 14 days prior to arrival.
Free cancellation before May 11.
Welcome to Chalet Cabin, 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 1 queen bedroom, 1 bathroom and a fully stocked kitchen. We allow up to 2 well-behaved dogs. The
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 The Log Home of Fish Creek, hosted by Simple Life Rentals! Your ideal Door County retreat! This beautiful log home is dog friendly and boasts two separate living spaces, a 3-seasons room, four comfortable bedrooms and two separate outdoor decks. For families traveling with young children, we've got you covered with a crib and a Pack 'n
Welcome to Upper Deck, hosted by Simple Life Rentals! This is a thoughtfully furnished apartment and is perfect for couples or small families looking to explore the wonders of Door County. The comfortable bedroom features a plush king-sized bed. The living area is cozy and inviting, providing a relaxing space to unwind and plan your next outing. Sl
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
Welcome to Collings Summer House, hosted by Simple Life Rentals! You'll be in the heart of Ephraim while staying at this adorable cottage within walking distance to beaches, shopping, restaurants and recreation activities! Located right on Water Street across from Eagle Harbor, you'll be in the center of the action, yet feel worlds away in your pea
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
Looking for a charming rustic getaway? Stony Shore is for you! Stony Shore is hosted by Simple Life Rentals! The cabin was updated in 2024. Enjoy sunset views from the detached deck and enjoy dinner in the screened-in porch as the sun sets. Full-service kitchen, living room and bath with shower make up the living space. Large yard and access to the
Welcome to Day Drinking hosted by Simple Life Rentals! Located just 15 minutes from the Disney Parks, this is an ideal location for your family getaway. Why be cramped in a hotel room when you can have multiple bedrooms, bathrooms and kitchen to spread out? Equipped for all your vacation needs, the home has a full kitchen, two master bedrooms, inte
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 Anam Cara, hosted by Simple Life Rentals. Anam Cara is Gaelic for “Soul Friend,” and this charming cottage truly lives up to its name, offering a warm and welcoming space for your getaway. This retreat features 2 beautifully appointed bedrooms and a sleeping nook, perfect for kids or extra guests. So close to the water that you can see i
Welcome to Fish Creek Pines, hosted by Simple Life Rentals! This home offers modern convenience and rustic appeal, boasting a newly constructed space made entirely out of repurposed shipping containers.With 2 bedrooms and 1 bath, this cozy getaway comfortably accommodates up to 6 guests. Whether you're on a family vacation, a group outing, or a pea
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