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 Aug 6.
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
Sunset Shores - Tiger Lily Cabin #5
Baileys Harbor Pet Friendly
$121.00 - $527.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4 (12)
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 81
Stony Shore Cabin
Sturgeon Bay Pet Friendly
$156.00 - $913.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.8 (159)
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 - $425.00 / per night
Bathrooms 1 baths
Guests 2 guests
Rating 4.5 (65)
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
Hot HOT 50
Twilight Ridge
Baileys Harbor Pet Friendly
$152.00 - $934.00 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Bathrooms 1 Half bath
Guests 6 guests
Rating 4.4 (90)
Great for groups!- Consider renting out Thoreau Pond both on the same road! This property allows up to 2 well-behaved dogs. There is an additional fee collected at booking. Property Features: + Waterfront Property on the Bay of Green Bay + Swimmable beach area + Wrap around porch + Shoreline and lake bottom are rocky, water shoes recommended + Ch
Sherwood Point Shores
Sturgeon Bay Pet Friendly
$171.00 - $918.00 / per night
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.3 (57)
This 1910 fully restored log cabin retreat offers 2 bedrooms, 1 bathroom, a main living space with pull-out couch, a fully stocked kitchen and multiple outdoor patios. 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 als
Sunset Shores - Kangaroo Kabin #6
Baileys Harbor Pet Friendly
$154.00 - $375.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 8 guests
Rating 4.8 (10)
Enjoy this property all year long! You can enjoy the wood-burning fireplace and close proximity to Sturgeon Bay in the winter, watch for the lady slippers and baby deer to appear in the spring, relax on the huge front porch or back deck during the summer, and enjoy being surrounded by seasonal colors in the fall. Winter time offers holiday decor pe
Three Little Birds
Sturgeon Bay Pet Friendly
$175.00 - $680.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 (112)
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
Hillside Packers Haven
Green Bay Pet Friendly
$285.00 - $3,000.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Bathrooms 1 Half bath
Guests 14 guests
Rating 4.8 (17)
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 - $616.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Bathrooms 1 Half bath
Guests 4 guests
Rating 4.9 (38)
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
$211.00 - $1,709.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.5 (32)
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
Fish Creek Pines
Fish Creek Pet Friendly
$163.00 - $862.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.7 (52)
This cozy retreat offers 2 queen bedrooms, 1 bathroom and a fully stocked kitchen. Relax by the fireplace or enjoy entertainment on the Smart TV or DVD player. Stay connected with Wi-Fi and take advantage of the washer and dryer for added convenience. The seasonally installed dock accommodates guest's boats, with a nearby boat launch. The pier also
Sunset Shores - Lakeside Cabin #1
Baileys Harbor Pet Friendly
$145.00 - $365.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.7 (9)

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