Dog Walking in Hillside, Milwaukee

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

1. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"As always, Sarah is amazing! Our schedule changed a bit for the evening and she was more than willing to accommodate. We are very thankful to have found so... (more)"

Confirmed Holiday Availability
2. Lori

Experienced dog & cat sitter

Miller Valley, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

56 repeat clients

"Lori is FANTASTIC! She is always friendly, professional, and wonderful with all the pups in our building. This time, she was a huge help to us in a crunch ... (more)"

Confirmed Holiday Availability
3. Sara

Long walks and a fenced in yard

Wauwatosa, WI, 53213

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

"Sara is the kindest most honest person in the world. As long as I’ve known her she’s had 2 dogs in her home as well as other pets. She also has been taking c... (more)"

Confirmed Holiday Availability
4. Yessenia

Home full-time- Years of experience

Riverwest, Milwaukee, WI, 53212

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

2 repeat clients

"Yessenia has been watching my babies for a long time, she's like family. I have been comfortable leaving them with her since day one. They always seem so com... (more)"

5. Melainie

Your pups home away from home!

Lower East Side, Milwaukee, WI, 53202

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

1 repeat client

"Lainie was a real life saver with my German Shepherd, Wahoo, when I knew I was going to be stuck late at work. He's a friendly dog in general, but he had nev... (more)"

6. Nora

Unending love and energy for pups!

Northpoint, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Our dog, Zoe, is a very energetic pup, who was always super-excited to see Nora. Nora was patient and calm with her, and accommodating about using a training... (more)"

Available this weekend
7. Taylor

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Taylor did an awesome job! (more)"

8. Megan

I love all, no matter how many paws

Story Hill, Milwaukee, WI, 53208

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

5 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)"

9. Brooke

Caring & Experienced Dog Sitter

Riverside Park, Milwaukee, WI, 53211

Drop-In Visits, Dog Walking

5 repeat clients

"Brooke was great! She went above and beyond and completely erased the anxiety I had towards leaving my dog alone. I recommend her 110% and don't ever see mys... (more)"

10. Quinn

Home 90%, will take swim&hike

Avenues West, Milwaukee, WI, 53233

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

2 repeat clients

"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)"

11. Andrew

I love dogs and they love me!

Lower East Side, Milwaukee, WI, 53202

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

"Andrew has lived with and/or taken care of dogs his whole life. I actually get jealous that Andrew always has a better connection with the dog then me - rega... (more)"

12. 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)"

Confirmed New Years Availability
13. Ala

Like 2 wlk alone, luv 2 wlk w/ dogs

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Ala has been a great pet sitter for my two dogs over the past few years. Not only is she great with the dogs, she is also very reliable, leaves our house sp... (more)"

14. Olivia

Animal Behavior Master's Student

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Olivia is my daughter and I can assure you that she is kind, intelligent, and not at all fearful around pets. She grew up on a hobby farm where we had a dog,... (more)"

15. Ashlyn

I'll exceed your pet's needs

Northpoint, Milwaukee, WI, 53211

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

"Ashlyn is the best dog sitter! My Aussie and two Chihuahuas LOVE when she comes over! You can really tell Ashlyn loves dogs as she cares for them like they'r... (more)"

Available this weekend
16. Emmanuel

I has been around dogs all my life

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Emmanuel is a sweet best friend but even more sweet to his own two little kittens. He would be a great loving dog caregiver, He’s even watched my little 2 ye... (more)"

17. Kirsten

Home full-time - Will run with dogs

Riverwest, Milwaukee, WI, 53212

Drop-In Visits, Dog Walking

About: Hello! I am an upbeat, active and positive 24-year-old who has just recently moved to Milwaukee. I’m currently in between jobs and thought this wou... (more)

Confirmed Christmas Availability
18. Taylor

Full-time Pupper Lover

Juneau Town, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Baxter loves when Taylor stays with him. Having Taylor care for my Baxter boy puts my mind at ease while I'm away from home. Taylor is reliable, responsible,... (more)"

19. Kenyonll

9 out of 10 pups recommend

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

About: I have taken care of my family's 4 year old French Mastiff since he has been a puppy. Samson is an energetic and social dog that requires constant ... (more)

20. Jonathon W. & Kelsey

Great for last minute requests!

Harambee, Milwaukee, WI, 53212

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

9 repeat clients

"Jonathon and Kelsey were fantastic, so willing to help even though I requested just the day before. They paid attention to detail in the quality of his care ... (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: