Dog Walking in Hillside, Milwaukee

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

1. Sara

Animal loving 20-something

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

About: I am an energetic, fun-loving, twenty-something in search for some extra travel cash! I I have had dogs my whole life and I absolutely love all kin... (more)

2. LEAH

Happy Pup, Happy You

Bay View, Milwaukee, WI, 53207

House Sitting, Doggy Day Care, Dog Walking

2 repeat clients

About: As long as the dog is well behaved and potty trained, I would love to care for your furry family member! :) About this sitter: I love animals!!... (more)

3. 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)"

4. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

39 repeat clients

"Lori was great in meeting my needs for a dog walker. My dog enjoys getting out during the day and I love getting the Rover Card! Will be booking with Lori ag... (more)"

5. 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)"

6. Jessica

Will Run/Hike for K9 Kisses!

Upper East Side, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

3 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)"

7. 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)"

Available this weekend
8. Ann

Home full time, long walks a must!

Bluemound Heights, Milwaukee, WI, 53213

Dog Boarding, Drop-In Visits, Dog Walking

"Ann is very thoughtful and so caring for dogs. She will make a trusty walker to care for your beloved pooch!!! You will be lucky to have her as she is timel... (more)"

9. Caitlin

I have a lot of love to give!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

About: Hello! I am a wife and mother to 3 boys, 1 dog, 3 cats and a turtle! I have grown up around dogs and pets of all kinds! I have taken obedience t... (more)

10. Nick

I'm happy too watch your dog!

Bay View, milwaukee, WI, 53207

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

24 repeat clients

About: I love dogs! Always have, always will. I had a dog growing up. He was a chow collie mix who was my best friend and he lived to the ripe old age of ... (more)

11. Ryan

Energetic, Loving, and Friendly!

Shorewood, WI, 53211

Drop-In Visits, Dog Walking

"Ryan is clearly a dog lover and my dog took to him right away. (more)"

12. 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)"

13. Samantha

Pupper Hang-Out Extraordinaire

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Samantha is a caring, courteous, compassionate, and responsible individual. She is dedicated to do her best at every task she takes on. She is a friend to do... (more)"

14. Meghan

Ready to wish your dog was mine.

Lower East Side, Milwaukee, WI, 53202

Dog Walking

"As a owner of a crazy border collie and a 4 month old lab I can assure you they are bit much to handle! Meghan has always excelled in walking and caring for ... (more)"

15. Trevor

Active dog loving couple downtown

Brewer's Hill, Milwaukee, WI, 53212

Drop-In Visits, 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)"

16. Clair

All breeds and all ages!

Lower East Side, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

2 repeat clients

"Clair is always on time and always sends me a text when she arrives and leaves so i don't worry. She does a great job taking care of Stinky! (more)"

17. Jo A

I want to connect with your pet!

Riverwest, Milwaukee , WI, 53212

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

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

18. Lizzi

Dog's Best Friend

Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Lizzi is awesome! She is prompt, flexible, and willing to help whenever she can. And most importantly, our dog, Winnie, loves her! Highly recommended. (more)"

19. Jorden

Gentle and enthusiastic dog lover

Avenues West, Milwaukee, WI, 53233

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

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

Available this weekend
20. Simone

Let's Walk, Let's Run, Let's Hike!

Cambridge Heights, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Simone is a caring and attentive friend both to me and to all of the animals she works with. She has a variety of experience with owning, taking care of, and... (more)"

Experience exceptional service and a personalized match

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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: