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Dog Walking in Hillside, Milwaukee

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

1. Haani Shay Verified Background Check

Pets will always feel like home

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"We have been working with Haani for a month so far. She's so great with Gus! Since she started working with Gus, he's gotten better at understanding and listen… (more)"

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2. Elaina Verified Background Check

College student missing dog time

Avenues West, Milwaukee, WI, 53233

Drop-In Visits, Dog Walking

"Kind, gentle, trustworthy and responsible— all wrapped into one animal-loving package: that’s Elaina! Elaina stayed in our house for 12 days with two dogs and … (more)"

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3. Rachel Verified Background Check

** Mission: meet ALL the dogs **

Lower East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Always trust Rachel with Kemba, there is no one else who sends me as many photos, updates on the walk, etc. arrives on time and brings my guy back happy! (more)"

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4. Niamh Verified Background Check

Available to help through Covid!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Niamh is very responsible and reliable. My dog is always so excited to see her. She provides a daily update when dog sitting. It’s obvious she loves animals… (more)"

5. Laurie Verified Enhanced Background CheckRover 101

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Laurie was awesome! I went to work knowing my puppy was in good hands. Furthermore, with her extensive history in training dogs I knew she would do nothing but… (more)"

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6. Larissa Verified Background Check

Excited to make new furry friends!

Kilbourn Town, Milwaukee, WI, 53205

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I moved to Milwaukee fairly recently, but I work from home so I am looking forward to dog-walking in my spare time. Growing up on a farm gave me lot… (more)

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7. Nellie Verified Background Check

Love & care for your fur baby

Yankee Hill, Milwaukee, WI, 53212

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I will love your fur baby as if it was my own and dedicate my full attention on caring for your dog. Experienced animal lover and pet owner lookin… (more)

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8. Monica Verified Background CheckRover 101

Monica's downtown dog boarding

Riverwest, Milwaukee, WI, 53212

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"For our puppy's first walk with Monica, we received two texts, a photo, and a video. Really put our minds at ease! (more)"

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9. Wendy Verified Background Check

I Treat All Fur Baby's like Family

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

About: Hello my name is Wendy I became a dog walker/sitter because I love Animals . I'm very loving and caring when it comes to Animals ...I was raised on a… (more)

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10. Max Verified Background Check

Long runs for high energy dogs!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Did a great job, kemba was happy when he returned! (more)"

11. Melanie Verified Background Check

Unique, fun, and down to earth

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Melanie is a smart and caring person. I worked with her at veterinary clinic as her direct manager. She brought to my attention medical concerns for our boardi… (more)"

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12. Taylor Verified Background Check

Treating your fur baby like family

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Taylor was a life saver as we needed a walker on a bit short notice this weeks. She’s a GREAT communicator, was timely, and had our pup’s best interest in mind… (more)"

13. Calisa Verified Background Check

I am willing to learn something new

Lower East Side, ,ilwaukee, WI, 53202

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have a love for animals. I used to own a pet of my own. This is my first time working with others pets. Am willing to try something new. I am ava… (more)

14. Lauren & Derek Verified Background Check

Must Love Dogs

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, Drop-In Visits, Dog Walking

"Lauren and Derek have been great dog sitters to three of our Dachshunds now. Even though they’ve all had very different personalities and needs, Lauren and Der… (more)"

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15. Siri Verified Background Check

Very flexible dog lover!

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Siri is just fabulous with our dog! Our dog is 11 years old and Siri has watched her and taken care of her numerous times! She is very responsible and seems … (more)"

16. Kayla Verified Background Check

Caring and Trustworthy Pet Services

Lower East Side, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

"Kayla has done a great job caring for and walking my dog. She is very responsive, adaptable, friendly, and professional. I highly recommend her. (more)"

17. Gina Verified Background Check

Looking for some puppy love

Brewer's Hill, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

"Thanks again!! Gina is so nice and is loved by not only my pup but also my kitty! (more)"

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18. Alex Verified Background Check

Let me love your baby like my own!

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Alex is an animal lover 100%! She is kind and loves to play with dogs and cats! She is polite and cheerful! Alex loves all animals as if they were her own. You… (more)"

19. Jeremy Verified Background CheckRover 101

Neighbor providing additional love

Juneau Town, milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Jeremy has a passion for animals like no other. Jeremy connects with animals faster than anyone I know. Jeremy connected with one of my cats that is very shy a… (more)"

20. Emma Verified Background Check

Dogs are proof good still exists

Avenues West, Milwaukee, WI, 53233

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I grew up with dogs and currently have a miniature golden retriever! So I love going on walks and spending time with them. Growing up and throughout … (more)

Dog lovers in Hillside, Milwaukee, WI love dog walkers on Rover.com. Over 1,089 pet owners have reviewed dog walkers on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog walking in Milwaukee can be when you book with Rover. Wondering how much it might cost to book dog walking? Check out our average dog walking rates to get an idea before contacting a dog walker near you.

We've been there: rushing home during every lunch break to take the dog for a quick walk around the block. Good news: You can easily find and book Hillside dog walking services on Rover. Whether you need a one-time dog walker or someone to take your dog for a stroll every day, we've got you covered. Exercise for your dog and peace of mind for you are just a few clicks away. Every walk is covered by premium pet insurance, at no extra cost to you. You can even ask your dog walker to send you a photo update. Whether you already have a favorite dog walker on Rover or you're new to the site, we'd love to connect you with a dog walker in Hillside, Milwaukee the next time you're unavailable. We're confident you and your dog will love it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover walkers in Hillside, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a walker who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including: