Dog Walking in Hillside, Milwaukee

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

1. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

18 repeat clients

"Brian was very friendly and great with Clio. He was on time and stayed the whole time. If I need another walker I will definitely use him again! (more)"

2. Sammi

Your dog is already my best friend

Murray Hill, Milwaukee, WI, 53211

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

"Sammi has looked after my dog on multiple occasions over the last few months. She is extremely reliable and I never am worried when my puppy is in her care. ... (more)"

3. Lexi

#doglife amiright?

Upper East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

About: Hi! I am a college student who loves dogs! I have a golden-doodle (who is massive at 85lbs.) at home, but I am not able to bring her with me to sch... (more)

Available this weekend
4. Quinn

Home full-time, will take swim&hike

Avenues West, Milwaukee, WI, 53233

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

1 repeat client

"I'm a manager at a dog daycare and I would trust Quinn with my own dog, and I don't trust too many people with my baby. I've seen her train dogs quickly and ... (more)"

Available this weekend
5. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

45 repeat clients

"Lori was wonderful! She came over a few days before to get to know Clint and he instantly loved her. She was super chill even though he tore through her stuf... (more)"

6. Laurie

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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 b... (more)"

7. Nikki

Pro Dog Exerciser and Lover! :)

Murray Hill, Milwaukee, WI, 53211

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"Our pup Poppy loves her walks with Nikki! Nikki does a great job taking care of all of our dog's needs. She is very professional and pays attention to all th... (more)"

8. Sarah

Big heart and loves all dogs

Riverside Park, Milwaukee, WI, 53211

Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

"Sarah was great with tulah. She brought her dog along on the walk, per my request, so that they could play together. She informed me of the route and potty b... (more)"

9. Nika

Dogs make me smile more than babies

Lower East Side, Milwaukee , WI, 53202

Drop-In Visits, Dog Walking

6 repeat clients

"My pup is a rescue and can take a little while to warm up to new people. Nika has been very sweet and patient with her. Nika has been on time, communicated w... (more)"

10. Jessica

Will Run/Hike for K9 Kisses!

Upper East Side, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Jessica has been a wonderful dog walker! She takes wonderful care of my dog, and has been very accommodating and flexible, which I greatly appreciate. (more)"

11. Jorden

Gentle and enthusiastic dog lover

Avenues West, Milwaukee, WI, 53233

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

1 repeat client

"Jorden was great and I chose her because she was able to walk my dog later in the evening. (more)"

Available this weekend
12. Jonathon W. & Kelsey

Great for last minute requests!

Harambee, Milwaukee, WI, 53212

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

"They are both great! They were so flexible and were able to handle my last minute request to watch him. I was able to go through my day knowing Diesel was in... (more)"

13. Trevor

Active dog loving couple downtown

Brewer's Hill, Milwaukee, WI, 53212

Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

"Trevor has been great to work with! He is reliable and does a great job with our new puppy. He even sends recap texts and pictures of his time with our dog. ... (more)"

14. Julie

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

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

1 repeat client

"Julie is a dog lover through and through. I would trust her with my dog any day! She has always been very caring and attentive to all my pets as well as her ... (more)"

Available this weekend
15. Annie

Pet First Aid & CPR Certified

Kilbourn Town, Milwaukee, WI, 53203

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Annie is a wonderful dog walker. She is very kind and a great communicator. I can tell her my concerns and she will keep me updated on how my dog is doing. S... (more)"

16. Sammy

Dog Walker/Runner & In-Home Drop-In

Riverwest, Milwaukee, WI, 53212

Drop-In Visits, Dog Walking

"I have seen Sammy be the best doggy parent to her dog the last several years and most recently to my new puppy as well! She is attentive, responsible and I w... (more)"

17. Melissa

Just a girl who loves dogs

Northpoint, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Melissa genuinely loves all animals, especially dogs. She is very sensitive to their needs and knowledgeable about how to care for them. Not only would she b... (more)"

18. Morgan

The Dog Whisperer

Murray Hill, Milwaukee, WI, 53211

Drop-In Visits, Dog Walking

"Morgan has cared for our dog, Rueben, several times. She is very responsible and totally trustworthy. She followed all of our requests and Reuben is always w... (more)"

19. Jo A

I want to connect with your pet!

Riverwest, Milwaukee , WI, 53212

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

About: I've been around animals my entire life. I was responsible for my own pets as a child and always considered it an honor and a pleasure! I'm present... (more)

20. Megan

I love all, no matter how many paws

Brewer's Hill, Milwaukee, WI, 53212

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

3 repeat clients

"Megan has been great for me and my dog! She has been incredibly compassionate and patient with my dog, who was nervous with an unknown person coming in to w... (more)"

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Learn About Premier

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: