Dog Walking in Hillside, Milwaukee

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

1. Kelly

Dog Walker/Sitter near Lakefront

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Kelly was wonderful! She was very communicative, and friendly. She asked questions to make sure she understood and knew everything she needed to know. (more)"

2. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

64 repeat clients

"Lori is awesome! She's so good with our puppy Olive. It's great to have someone reliable and trustworthy to take care of our fur baby. I highly recommend Her! (more)"

Confirmed Memorial day Availability
3. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Dog Walking

26 repeat clients

"Lola seems to be enjoying her walks and Brian gives me a lot of information in the Rover cards. Brian is also flexible in scheduling and very accomodating. T... (more)"

4. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

32 repeat clients

"Sarah has always been fantastic with Hazel. I was talking my sister a few minutes ago about planning a trip, and how we need to plan around Sarah’s schedule... (more)"

5. Laurie

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"I'm so happy I found Laurie! She responds to my messages quickly, is reliable, and most importantly my dog loves her! Also she offers very flexible hours, wh... (more)"

6. Taylor

Full-time Pupper Lover

Juneau Town, Milwaukee, WI, 53202

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

"Taylor has had a dog her whole life. She is a responsible young adult who’s love of all animals makes her one of the best caregivers. She has been responsibl... (more)"

Confirmed Memorial day Availability
7. Tasha

Your dog’s next bff!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Tasha has watched my dog Chester in the past. She made him her first priority at all times. She used caution when taking him on walks especially when interac... (more)"

Confirmed Memorial day Availability
8. Jenna

FREE MARCH 15-25 on SPRING BREAK

Cambridge Heights, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Jen LOVES dogs, small or big, young or old, Jen LOOOOOVES dogs! Every time I am with her and we see a dog she shouts out "Dogger! He/she is sooo cute!" She a... (more)"

9. Caitlin

Run, walk, play with dogs!

Northpoint, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"When I adopted my dog Oliver, he fell in love with Caitlin immediately. I went to go pick him up and she went with me as this is both an exciting and nerve w... (more)"

10. Becca

It's a Ruff Life-- need help?

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Becca is wonderful! She is very caring with our pup, Dobby. She's attentive, warm, sweet, and responsible. She has great communication skills, and we love wo... (more)"

11. Julia

Fenced in backyard! I ? Exercise

Lower East Side, Milwaukee, WI, 53202

Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Julia is great! She followed up with everything she did and sent photos after every walk. My dog loved her! I would definitely recommend having Julia walk yo... (more)"

12. Polina

Your Dog Makes My Day Paw-fect!

Historic Third Ward, MILWAUKEE, WI, 53202

Drop-In Visits, Dog Walking

"Polina has always been in love with dogs. She took care of my dogs better than anyone else. She loved the dogs and the dogs loved her :) :) :). Polina is re... (more)"

Confirmed Memorial day Availability
13. Kirstie

I have had animals all my life!

Riverwest, Milwaukee, WI, 53212

Drop-In Visits, Dog Walking

15 repeat clients

"My dog immediately took to Kirstie! My dog was in a happy mood when I returned, which means she had a good time. I would definitely recommend Kirstie for any... (more)"

14. Melainie

Your pups home away from home!

Lower East Side, Milwaukee, WI, 53202

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

2 repeat clients

"Lainie is such a good person. My dog was very sick yesterday and she stayed with him until i could get home from work to take him to the vet. She goes abov... (more)"

15. Caitlin

Walker, runner, sitter, snuggler!

Upper East Side, milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

About: Hello! My name is Caitlin. I have been caring for dogs all my life, having many of my own and caring for other's furry friends. The past couple ye... (more)

16. Margaux

Walk/run outside&chill inside? Deal

Murray Hill, Milwaukee, WI, 53211

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

About: I have experience working at the Safe Harbor Humane Society shelter in Kenosha for about 2 years. I have dog-sat several dogs from that shelter inc... (more)

17. Matthew J

Large fenced in yard- Home fulltime

Riverwest, Milwaukee, WI, 53212

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

2 repeat clients

"Matthew has cared for my two large-breed dogs numerous times during week long vacations. He has always been accommodating to their needs and gives them direc... (more)"

Confirmed Memorial day Availability
18. Dawn

Big or small- I love them all!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Dawn came highly recommended by our former walker who had to (sadly) move away. From the moment we met Dawn at our meet and greet, I felt instantly at ease. ... (more)"

19. Hunter

Dog lover exploring Milwaukee!

Riverwest, Milwaukee, WI, 53212

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

2 repeat clients

"Hunter is responsive, timely, and reliable. Jane loves her twice weekly walks with him! (more)"

20. Mackenzie

Interactive part-time caretaker

Kilbourn Town, Milwaukee, WI, 53203

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: Hello, I’m Mackenzie. I love dogs of all sizes and ages. I grew up with one Yorkshire Terrier and Two Yorkie-Poos, one of which was mine and I was ... (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: