If you’re planning a trip to Milwaukee and don’t want to leave your furry friend behind, you’re in luck. The city is packed with dog-friendly spots—and that includes plenty of stylish and cozy Airbnbs that welcome four-legged guests with open arms. Here are some of the best dog-friendly Airbnbs in Milwaukee!
Entire Cozy Cottage
Tucked between Milwaukee, Wauwatosa, and West Allis, this one-bedroom hideaway feels like a relaxing retreat while keeping you close to the action. It has all the comforts of home, including a big-screen TV and surround sound for movie nights with your dog and a fully stocked kitchen for home-cooked meals. But the real treat? A fenced-in side yard perfect for your pup to sniff, explore, and lounge in the sun. Plus, furry guests are welcomed to the home with a pet bed and food & water bowls.
Highlights:
- Hosts up to 4 guests
- 1 bedroom, 2 beds, & 1 bath
- Fully fenced-in side yard
- Located in a quiet neighborhood, but a short drive from attractions
Artfully Designed Home
This home in the Cooper Park neighborhood has serious style—and it’s just as friendly to your dog as it is to your camera roll. From the cozy fire pit in the backyard to the thoughtful design touches throughout, this two-bedroom house strikes the perfect balance of comfort, space, and amenities. Dog owners will also appreciate the host’s love for pups (they’ll even leave your dog a treat!) and the nearby green spaces for morning walks.
Highlights:
- Hosts up to 4 guests
- 2 bedrooms, 2 beds, & 1 bath
- Dog owners must pay a non-refundable pet deposit
- Private backyard stocked with lounge chairs, lights, a wood fire pit, and firewood
Barclay House in Walker’s Point
This freshly renovated home in Milwaukee’s trendy Walker’s Point neighborhood is as stylish as it is spacious. Whether you’re heading to a Brewers game or walking to the lakefront with your pup, you’ll love the central location and large layout. There’s also a huge private backyard for your dog to roam while you relax on the deck or hop in the hot tub. Not to mention, this Airbnb is just minutes from Downtown Milwaukee and nearby bike trails, making it easy to take a downtown stroll or bike ride with your dog.
Highlights:
- Hosts up to 6 guests
- 1 bedroom, 3 beds, & 2 baths
- Spacious backyard and two decks
- Located minutes from downtown Milwaukee
5th St. Retreat
Traveling with a big group? No problem. This beautiful Victorian home is perfect for families, friend groups, and their furry companions. Just blocks from downtown, it has four bedrooms, a full kitchen, and even a formal dining area for group meals. The outdoor space is just as inviting, with a large yard your dog will love. And after a day exploring Milwaukee’s breweries and dog-friendly spots, everyone—including your pup—will be happy to settle into this cozy retreat.
Highlights:
- Hosts up to 14 guests
- 4 bedrooms, 8 beds, & 2 baths
- Spacious, fenced-in backyard
- Within walking distance of several downtown sights
Cozy Bay View Bungalow Getaway
This historic Bay View bungalow home might become one of your dog’s favorite vacation spots. Located just a block from Bay View Dog Park, it’s a dream for pups who love to run and play. Inside, the house is full of cozy details and thoughtful updates, from smart lighting to speedy WiFi. It’s a great fit for couples or small groups, especially those looking to relax, unwind, and enjoy the best of Milwaukee’s local charm—without leaving your dog behind.
Highlights:
- Hosts up to 5 guests
- 3 bedrooms, 3 beds, & 1 bath
- Located one block from Bay View Dog Park
- Additional fee required for pet owners
No matter where you stay, Milwaukee offers plenty of pet-friendly fun—and these Airbnbs make it easy to bring your best friend along for the adventure. With fenced yards, welcoming hosts, and great locations, these homes are a win-win for dogs and their humans alike. Happy travels!
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