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 Nov 5.
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
Still Waters
Rhinelander Pet Friendly
$123.00 - $463.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (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
$150.00 - $1,459.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (11)
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 - $467.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.1 (8)
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 - $541.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.3 (13)
Property Features: + Board games, card games, and yard games! + Great outdoor spaces + Wifi (Due to internet availability in Door County, this property has a 5GB daily limit) + 2 Smart TV's and DVD player + Dog friendly + Minutes from county park, boat launch, and beaches of Green Bay + Wildlife is commonly observed in the yard Door County Tourism
Cabin in the Woods
Sturgeon Bay Pet Friendly
$150.00 - $1,171.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.7 (19)
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
$183.00 - $1,570.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.2 (8)
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 - $384.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.5 (10)
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 (7)
Inside, you’ll find two inviting living rooms—each with its own fireplace—and upstairs, two bedrooms that open to their own private decks. From sunrise over the water to cozy evenings by the fire, this home offers a truly quintessential Door County experience. This property allows up to 2 well-behaved dogs, with an additional fee collected at book
Goettelman's Lake House
Sturgeon Bay Pet Friendly
$350.00 - $1,305.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Bathrooms 1 Half bath
Guests 8 guests
Rating 5 (9)
This property allows up to 2 well-behaved dogs under 25 pounds each. There is an additional fee collected at booking. About The Space: + Lake Michigan Waterfront + Fire pit + Gas Grill + Patio table + 4 chairs + Picnic Table + 3 kayaks available seasonal (May until end of October, maybe earlier if weather permits) + 6 adult life vests + Dog frie
Lily Bay Lodge
Sturgeon Bay Pet Friendly
$205.00 - $1,084.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (20)
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 - $489.00 / per night
Bathrooms 1 baths
Guests 2 guests
Rating 4.6 (12)
Inside, you'll find the large, fully equipped kitchen with a quartz island with seating for 4. Kick back and unwind in front of the Smart TV with ROKU streaming, featuring Spectrum cable for your entertainment pleasure. Stay connected with the work space and enjoy cozy evenings with the gas fireplace. Relax in style on the screened-in porch, or unw
Indigo Meadow at the Ridge
Egg Harbor Pet Friendly
$248.00 - $1,798.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 (6)

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