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.
49 properties available
Free cancellation for 14 days prior to arrival.
Free cancellation before Jul 30.
This property allows up to 2 well-behaved dogs. There is an additional fee collected at booking. They'll love exploring the nearby parks and trails with you! If you are looking for a nearby location to stay with another family or more guests, please consider “Tuckaway Cottage,” a studio on the same property which can accommodate up to 2 guests. Pr
You'll be greeted by the cozy atmosphere and captivating views of Lake Michigan. With three beautifully appointed bedrooms and two spacious baths, this retreat comfortably accommodates families or groups of friends. The living area is designed to be a gathering space where you can unwind. The kitchen is fully stocked to ensure you have all of the c
The cottage is bathed in sunlight during the day, providing a warm and cheerful ambiance. As the evening sets in, indulge in fireside conversations outside for some mesmerizing stargazing. This property allows up to 2 well-behaved dogs, with an additional fee collected at booking. About the Space: + Dog-Friendly + Two decks with outdoor seating to
The charming studio cottage offers a queen size bed, bathroom, fully stocked kitchen, and a great location! If you are looking for a nearby location to stay with another family or more guests, please consider “Captain's Quarters,” a home which sleeps 8 guests on the same property. Property Features: + Small deck with outdoor patio set + Pet dog fr
At Still Waters, you'll start your day off right, sipping your morning coffee while taking in the stunning sunrise over the river. And if you're lucky, you might even spot some of the local wildlife as they begin their day. Come experience the tranquility and excitement of life on the Wisconsin River at Still Waters. Book your stay today! This prop
This property is in the center of the peninsula providing the perfect opportunity to enjoy to serene and quiet 10 acres of beauty, yet only a few short miles to anywhere you would like to explore. With room to sleep up to 12 guests, 2-1/2 baths, and amenities for the entire family, this cozy haven offers an unforgettable experience in any season.
Start your mornings on the new deck, sipping coffee amidst the peaceful sounds of nature, or cozy up by the gas fireplace for a relaxing evening indoors. Whether you’re exploring the nearby shops and restaurants of downtown Baileys Harbor or unwinding in your private wooded oasis, this home is a perfect year-round getaway.This property allows up to
Enjoy the peace and serenity of the woods with the convenience of a short walk or drive to downtown Baileys Harbor and Lake Michigan. Visit shops, restaurants, the harbor, The Ridges Sanctuary, and more! Property Features: + Back patio with picnic table + Firepit with 6 chairs (please bring local firewood) + Yard games provided: tether ball, ladde
Property Features: + Fully remodeled! + 50AMP Tesla charger+ 1 Smart TV’s with Youtube TV + Board games, or other features for guest’s enjoyment + Fully equipped kitchen (see amenities) + Wi-Fi + Central air and heat Sleeping Configuration: Bedroom 1 (Main level): Queen size bedBedroom 2 (Main level): Queen size bedAdditional sleeping space: Pul
Situated just a 10-minute drive from Lambeau Field. This home is designed for comfort, accommodating up to 14 guests, making it ideal for families or groups of football fans. You’ll love the fully equipped, modern kitchen, featuring granite countertops and stainless-steel appliances—perfect for preparing meals. Relax in the spacious main floor livi
This property is the perfect pet-friendly home! Built with dogs in mind with luxury vinyl floors and low shag carpet. The extra large and fully fenced in back yard lets your pup run free while you hang out by the fire pit. Property Features: + Fire pit and 6 chairs + Patio w/ 4 chairs + Charcoal grill (please bring charcoal) + Cornhole game for o
This cozy retreat offers 1 bedroom, 1 bathroom, main living space with pull-out couch, a fully stocked kitchen and a screen porch. This property allows up to 2 well-behaved dogs. There is an additional fee collected at booking. The seasonally installed dock accommodates guest's boats, with a nearby boat launch. The pier also provides a stunning vie
Tell us what you're looking for and someone will contact you with available options.