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. 


Properties Available 49 properties available
Calendar Free cancellation for 14 days prior to arrival.
Calendar Free cancellation before Sep 26.
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. Sleep 2 additional guests in the sleeper sofa located in the living room. The apartment's location is a true gem for travelers wanting to be close to the action. Sturgeon Bay offers a host o
Upper Deck
Sturgeon Bay Pet Friendly
$90.00 - $372.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.4 (9)
Perfect for families or small groups, this cozy retreat comfortably sleeps up to 6 guests and your family dog! Inside, you’ll find a bright and welcoming space with modern updates and thoughtful touches throughout. Whether you’re gathering for meals, enjoying a movie night, or simply relaxing after a day of exploring, this home offers the perfect
Eagle Harbor Retreat
Fish Creek Pet Friendly
$180.00 - $1,154.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.5 (4)
This property allows up to 3 well-behaved dogs. There is an additional fee collected at booking. Property Features: + Dog friendly - 3 maximum dogs + Fenced-in yard + 4 LED HD Smart TV's (located in living room and each bedroom) + Fire pit + Downtown Sister Bay + Central A/C and Heat + Wi-Fi (due to the rural nature of the property, Wi-Fi and cell
High Garden
Sister Bay Pet Friendly
$243.00 - $1,533.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.1 (7)
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 short drive to Lake Michigan, beaches, restaurants, wineries, and charming coastal towns. Your furry friend
Chalet Cerise
Baileys Harbor Pet Friendly
$184.00 - $1,262.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Bathrooms 1 Half bath
Guests 8 guests
Rating 5 (6)
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
Tuckaway Cottage
Sister Bay Pet Friendly
$85.00 - $504.00 / per night
Bathrooms 1 baths
Guests 2 guests
Rating 4.6 (10)
This cozy retreat offers 1 queen bedroom, 1 bathroom and a fully stocked kitchen. We allow 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 view of sunsets. Guests will also enjoy shared amenities such as
Sunset Shores - Chalet Cabin #3
Baileys Harbor Pet Friendly
$121.00 - $583.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.3 (13)
Enjoy the quiet serenity and amazing views of Lake Michigan from the private waterfront, the furnished deck, fire pit or bench swing. Experience the beautiful sunrises and incredible night skies that Door County has to offer. If you’re looking for a peaceful getaway, a convenient home for fishing, or other adventures throughout the peninsula, this
Waters End Cottage
Sister Bay Pet Friendly
$160.00 - $760.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Bathrooms 1 Half bath
Guests 4 guests
Rating 4.7 (14)
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 stone shore to enjoy the raw beauty of the bay of Green Bay. It's the perfect location to get away from it a
Hot HOT 94
Stony Shore Cabin
Sturgeon Bay Pet Friendly
$156.00 - $681.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.7 (14)
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
Maevebrook
Sister Bay Pet Friendly
$205.00 - $1,406.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (7)
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
Captain's Quarters
Sister Bay Pet Friendly
$148.00 - $891.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (2)
The home faces due west and sits on a point. You can watch spectacular sunsets right from the large windows in the open concept kitchen, dining and living room. From the shore, you have a panoramic view of the beautiful waters of Green Bay. On a clear night from the water’s edge looking south you can see the Green Bay Harbor Entrance Lighthouse and
White Star Point
Brussels Pet Friendly
$203.00 - $1,130.00 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (4)
This property allows up to 3 well-behaved dogs, with an additional fee collected at booking. About the space: + Dog-Friendly! + 2 acres! + 1 Roku Smart TV w/Blu Ray Player in main living area-guests can log into own streaming services + Cable TV service + Washer and Dryer + Iron and Ironing Board + Books and games + Internet- Strong enough to su
Home Away from Home
Sturgeon Bay Pet Friendly
$152.00 - $1,032.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Bathrooms 1 Half bath
Guests 6 guests
Rating 4.9 (11)

Tell us what you're looking for and someone will contact you with available options.

I agree