Dog Walking in Hillside, Milwaukee

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

1. Lori

Experienced dog & cat sitter

Miller Valley, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

47 repeat clients

"Lori is great! She tailored her visit to work with my long day and even helped me out by feeding them! The dogs were calm when I got home, even after a lon... (more)"

2. Brooke

Caring & Experienced Dog Sitter

Riverside Park, Milwaukee, WI, 53211

House Sitting, 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)"

3. Laurie

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Laurie is extremely knowledgeable about dogs and was there in a pinch when I had to leave town and our dog got kennel cough the night before. She had no prob... (more)"

4. Paige

Home full-time, will jog with dog!

Murray Hill, Milwaukee, WI, 53211

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

4 repeat clients

"Paige is a responsible, caring, and incredibly fun person to entrust your pet to. I have no doubt she will bring lots of energy to her pup clients and you'll... (more)"

5. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Sarah was fantastic! She was on time, very communicative and took great care of our fur babies during a quick feeding visit! Absolutely wonderful :) (more)"

Available this weekend
6. Taylor

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Taylor did an awesome job! (more)"

7. Amy

Four legged friend lover

Riverwest, Milwaukee, WI, 53212

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

"Amy has helped care for my dogs for years. She is a true dog lover and treats my pups like her own. I've had her stay at our house while we are on vacation a... (more)"

8. Becki

Wanted: Furry Walking Buddies!

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

About: Hello there! I'm proud to offer my services as a dog walker and sitter to the Greater Milwaukee Area. I have 8 years of experience with dogs off al... (more)

9. Quinn

Home full-time, 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)"

10. 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)"

11. Amber

Doggie Paws N' Play

Walker's Point, Milwaukee, WI, 53204

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

57 repeat clients

About: **please scroll to the bottom to read our boarding requirements. Thank you so much!!** Hello! Starting this exciting business with DogVacay ... (more)

12. Sarah

Big heart and loves all dogs

Riverside Park, Milwaukee, WI, 53211

Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

"Sarah is great with Bandit! She walks him a mile every time and brings her dog along as well. It's great for Bandit to have a puppy pal to socialize with! (more)"

13. Jonathon W. & Kelsey

Great for last minute requests!

Harambee, Milwaukee, WI, 53212

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

6 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)"

14. Megan

I love all, no matter how many paws

Brewer's Hill, Milwaukee, WI, 53212

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

4 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)"

15. 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)"

16. Annie

Pet First Aid & CPR Certified

Kilbourn Town, Milwaukee, WI, 53203

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Annie really enjoys working with dogs of all sizes and personalities. She is prompt, a great communicator, and thorough. We are very thankful for her!! (more)"

17. Emily

Caring, Committed & Active

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Emily does a great job with our senior Lab mix Nigel. He is happy and relaxed on the days she visits and takes him for a walk. Emily is professional, dependa... (more)"

18. Jo Ann

I want to connect with your pet!

Riverwest, Milwaukee, WI, 53212

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

5 repeat clients

"Jo A. is an amazing dog walker. I love the communication and pictures. (more)"

19. 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)"

20. Isaiah

A Good Time Training and Playing

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"We couldn't ask for a better dog sitter than Isaiah! Our dogs love him and we can tell that Isaiah really loves our dogs as well. We get almost daily updat... (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: