Dog Walking South Milwaukee

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

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Over 104
pet parents in South Milwaukee have booked dog walking

South Milwaukee, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Cory S.
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Cory S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
173 reviews
41 repeat clients
13 years of experience
South Milwaukee, WI, 53172

Cory has been walking Mollee for over a year now! He cares for her like she is his own! He has been flexible with schedules and often helps us out by bringing in packages and cleaning up if Mollee has made a mess in the house! We are so thankful to have found him!

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Mary H.
Sitter Profile Image: River W.
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River W.
from
$18
per walk
5.0 out of 5 stars
21 reviews
8 repeat clients
2 years of experience
South Milwaukee, WI, 53172

River is great with our pups!

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Sara S.
Sitter Profile Image: Stephanie R.
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Stephanie R.
from
$20
per walk
5.0 out of 5 stars
189 reviews
35 repeat clients
4 years of experience
South Milwaukee, WI, 53172

We were very nervous but just because our dogs are reactive and a little bad at meeting people. Stephanie was great! she handled them so well, they were sad when she left which for us is a great sign.

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Aidimarie V.
Sitter Profile Image: Elba M.
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Elba M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
185 reviews
66 repeat clients
6 years of experience
Cudahy, WI, 53110

Elba is fantastic! She took such amazing care of our pup! She truly cares for the animal and spends such quality time with them to make sure they get all the love. Cannot recommend enough!!

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Julia F.
Sitter Profile Image: Anna S.
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Anna S.
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
5 years of experience
Oak creek, WI, 53154

About: As a dog lover my whole life, I wasn't able to get one of my own until a year and a half ago. Having our golden retriever Tommy has completely changed my life for the better! I absolutely love dogs of all kinds and enjoy being outdoors and playing with them. I work full time remotely, so I am extremely available and flexible to your schedule. I can accommodate any needs and have experience with both puppies and senior dogs, and everywhere in between. Tommy has been professionally trained and gets along great with other dogs. We are able to keep dogs in our apartment if needed, and have lots of parks and sidewalks near by for exercise. I currently work from home full time, so I am very flexible for your pets needs. I currently keep our golden retriever active (as he very much needs it!) and would love to add another dog to the bunch if needed. I live in an apartment but have lots of access to local parks and walking trails. I am available for drop-in visits and walks as well.

Sitter Profile Image: Reece H.
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Reece H.
from
$25
per walk
5.0 out of 5 stars
15 reviews
4 repeat clients
12 years of experience
South Milwaukee, WI, 53172

About: Hi I’m Reece! I am a local artist who Graduated with my BFA from UW-Milwaukee in 2015, and since then have been an artist in residence at Var Gallery. I currently live in Bayview and work in galleries around Walkers Point. I’ve owned and cared for dogs since I was a kid. Caring for pets whether my own or others has always been a very fun and rewarding part of my life. I’ve grown a love for pets and now feel I can easily grow a bond with almost any animal. This job grants me that opportunity and I absolutely can’t wait to meet you and your pets and take great care of them. If you’re looking for someone who will treat your pets just like family I’m your guy.

Sitter Profile Image: Aria W.
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Aria W.
from
$20
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
South Milwaukee, WI, 53172

About: My family got our first dog when I was eight years old. Since then, I've always had a pet in my life. When my first cat got sick, I made sure she ate her medicated food and eventually was taught to administer fluids. Since leaving home, I've adopted my first dog. He's a reactive 4 year old. From these experiences, I've learned how to care for animals with special needs. I have worked on training dogs, taking dogs for walks, and feeding animals on a schedule. I generally work early mornings so I have a lot of time in the afternoon/evening to care for your pets! I am available for in-home pet sitting on a case-by-case basis, and I am open to dog walking and drop-in visits. I believe that you deserve a pet sitter who loves your animals as much as you do. I understand that no two pets are the same, and I intend to follow your instructions so I can best support you and your fur-babies. Please reach out with any questions!

Sitter Profile Image: Heather E.
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Heather E.
from
$16
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
5 years of experience
Cudahy, WI, 53110

Heather is so friendly and kind. She is very loving and patient with my dogs and excellent with communication. I highly recommend her!

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Christa K.
Sitter Profile Image: Kelsey F.
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Kelsey F.
from
$16
per walk
5.0 out of 5 stars
11 reviews
4 repeat clients
15 years of experience
Cudahy, WI, 53110

Kelsey has been great! She has been so nice and sweet to our girl Zoe. She responds very quickly and sends pictures, it really helps. Would recommend her to anyone and will continue booking her for our girl Zoe!

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Lex M.
Sitter Profile Image: Sarah A.
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Sarah A.
from
$16
per walk
20 years of experience
South Milwaukee, WI, 53172

About: I’ve had cats, dogs, and small mammals in my home since I was a kid, so caring for animals truly comes naturally to me. I currently have two dogs — a male black Lab and a female Springer Spaniel — I personally potty trained my Springer and taught both dogs general obedience. I also have experience safely introducing new cats to other cats and to dogs, and I understand the importance of slow, structured transitions. I’m attentive to body language, routines, and each pet’s unique personality. Whether your pet needs structure, playtime, or cuddles, I treat every animal like my own — with patience, consistency, and lots of love. 🐾💛 I am available to assist with walks or potty breaks on weeknights after I get off work around 5pm. I have more open availability on the weekends, as I am off of work from my regular job. On weekends, I can also assist with overnights at my house on Friday and Saturday or hosting during the day. I provide a safe, loving home environment for your pet while you’re away! We have a fully fenced yard (4-5ishft) for supervised play and hardwood floors for easy cleanup. I have a gentle five-year-old daughter who is very comfortable around animals, and my husband. We have two dogs: a male black lab (not neutered) and a female springer spaniel (spayed). If your pet prefers their own space, my dogs can be kenneled in our finished basement, and kept separate to ensure everyone is comfortable. Pets are welcome to snuggle on the furniture or use a cozy pet bed. I provide food and water bowls — you just supply the food. My goal is to make your pet feel right at home!

Sitter Profile Image: Emily C.
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Emily C.
from
$17
per walk
2 years of experience
Oak Creek, WI, 53154

About: Currently work at a dog daycare and boarding facility. I’ve always taken care of family/ friends dogs, I’m confident in basic commands and walking with a well trained dog! I’m currently working part time, so I am pretty available! I don’t have a set schedule for sitting or walking but shoot me a text and I’ll try my best to be there! I always keep my dogs fenced and crated when I can’t have my eyes on the them. Otherwise my cats are free to roam inside!!

Sitter Profile Image: Ashley N.
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Ashley N.
from
$16
per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
25 years of experience
North Scottsdale, Cudahy, WI, 53110

About: I work as an ICU RN and even though this entails humans, I extend my knowledge to animals. It allows me to identify and problem solve health and behavioral issues, with the tools to create solutions. I genuinely offer compassion to all animals, not just cats/dogs. I give my time, respect and patience. I have taken care of all kinds of pets; different species, breeds, sizes, temperaments, and needs, ever since I was a child. My childhood home was always filled with an abundance of animals (& also reptiles, aquatic life and arachnids). I look forward to meeting your extended member of the family! :D The perk of being a RN is that I only 3 days a week. This leaves me extra time during the week for other activities. I am an animal lover, so what better way to fill a few hours of time than with more furry friends! I will not be doing boarding at my own home. I will however treat your home with respect and follow guideline for providing the best care for your fur baby!

Sitter Profile Image: Mikeila F.
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Mikeila F.
from
$30
per walk
4.9 out of 5 stars
28 reviews
10 repeat clients
19 years of experience
Cudahy, WI, 53110

About: Married stay at home mom of 3 girls and 1 boy, who loves animals. Pre-covid I was a banquet cook for a living. I have always owned dogs( Pitts and huskys), cats, fish, rats, rabbits, turtles, bearded dragons, snakes, and other animals.. but currently have none of my own.. I'd love to watch others as a way for me to fill the void until I find another forever furpal. I live in a decent sized house with a nice yard so there is plenty of room for animals to roam and stretch their legs. I give animals all the attention they want and need. Couches and beds are free game as long as it's ok with you, I wouldn't want to upset what an animal is used to. At my place there are Treats walks and belly rubs galore. I am a stay at home mom so my schedule is open and my routine can be changed to fit what your pup or other animal needs. I have no animals of my own and usually only take one family at a time for boarding and 2 families for doggy daycare unless discussed ahead of time with clients so I can match your pets normal care schedule and routine.

Sitter Profile Image: Julia R.
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Julia R.
from
$23
per walk
5.0 out of 5 stars
22 reviews
7 repeat clients
2 years of experience
Cudahy, WI, 53110

Julia has been a lifesaver for us when we haven’t been able to get home to get our peppy dog out on a walk. She’s been punctual in communicating, clear about her services, and sweet with our dog. Definitely recommend.

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Matt P.
Sitter Profile Image: Melana R.
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Melana R.
from
$20
per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
7 years of experience
Oak Creek, WI, 53154

About: As a lifelong dog owner, I’ve cared for pups of all sizes, ages, and personalities. From playful puppies to senior dogs, I’ve learned how to tune in to their needs and routines. I treat every dog like my own — with patience and love. Animals have always held a special place in my heart. Your furry friend will feel right at home with me. Dog sitting is more than just watching pets — it’s about creating a safe, loving space while their owners are away. I stick to each dog’s routine, give them plenty of attention, and make sure they feel calm and cared for. I have open availability during weekdays, making scheduling easy and flexible for you. Whether caring for pets in my home or yours, I make sure they feel safe, loved, and comfortable. In my home, pets have space to relax, play, and feel at ease. When I’m in a client’s home, I respect the space and treat it like my own, making sure your pet is happy, well-fed, and never lonely.

Sitter Profile Image: Gianpaolo U.
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Gianpaolo U.
from
$15
per walk
5.0 out of 5 stars
4 reviews
18 years of experience
Oak Creek, WI, 53154

From the moment we met Gianpaulo we knew!! He bonded immediately with Stanley! He very, very conscientious, very warm and an absolute joy to have around our dog! Cannot recommend him enough!

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Lynette G.
Sitter Profile Image: Jalyn K.
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Jalyn K.
from
$16
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
Cudahy, WI, 53110

About: Hello, my name is Jalyn Krueger! I have been pet sitting for 4 years and have worked at a doggy daycare and boarding facility for about 2 years! I have 2 dogs of my own. They are pitbull terriers and are sisters from the same litter!! I am currently working 30 hours a week at a daycare for children!! I am in school to be an elementary school teacher! I am free in the late afternoon and all weekends!! Throughout the week I am off on tuesdays and fridays! I have been dog sitting for 4 years, most of the time I have stayed in my clients home. I like to have a schedule and stick to it!! While out, you will definitely receive photos of your fur baby and updates so you are stress free:) I know being away from your four legged kiddos can be nerve wracking and I will help relieve those nerves as best as I can!!

Sitter Profile Image: Carolina G.
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Carolina G.
from
$20
per walk
4.9 out of 5 stars
37 reviews
8 repeat clients
9 years of experience
Cudahy, WI, 53110

About: Welcome! With a passion for animals and years of experience, I have developed a strong connection with pets of all breeds, and the feedback from my clients speaks for itself. I offer affordable pricing without compromising on the quality of care, ensuring that your pet receives the love and attention they deserve. Regarding my availability, I do have a six-year-old son who will be with me occasionally, and prior to booking, it is important to consider accepting him as part of the agreement. This does not affect the quality of care, as I ensure both my son and your pet are happy and safe. Safety and trust are my top priorities. I am always mindful of your pet’s well-being, whether we’re out for a walk or spending time together at home. If we encounter other pets, I’ll ensure that the experience is positive and safe. I also respect the privacy of pet owners and follow all instructions carefully, making sure to create an environment where both pets and owners feel comfortable. Homes with cameras are always welcome, and I take great care in maintaining an open line of communication.

Sitter Profile Image: Kristin K.
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Kristin K.
from
$20
per walk
5.0 out of 5 stars
30 reviews
13 repeat clients
15 years of experience
South Milwaukee, WI, 53172

About: I am an active person who enjoys the company of dogs. I am big into outdoors activities (i.e. running, hiking, etc) and when watching a dog will give my full attention to them. I live in an area that is close to parks, woods and near to the lake) I have always owned a dog. (pomeranian, german shepard/huskie and keshound growing up and currently co-own a Siberian Huskie (she does not live at my home) I feel I have a strong knowledge of the care of dogs. I have watched my sister's dogs on many occasions. One of the two dogs has epilepsy and I now know how to manage dogs with medical conditions. I will be as accommodating as possible to meet your needs as the pet care provider. I am willing to just come check on the dog, take them for walks, and longer care needs.

Sitter Profile Image: Joseph F.
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Joseph F.
Star Sitter
from
$22
per walk
4.9 out of 5 stars
45 reviews
9 repeat clients
25 years of experience
Oak Creek, WI, 53154

My pets love have Joseph around. He was the only dog walker that accepted my dog for late night walks as I work. Wouldn’t recommend anyone else!

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Keanna E.
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The median cost per walk for dog walking in South Milwaukee is $20

Dog parents share their Rover experiences - South Milwaukee

1 / 1
5.0 out of 5 stars

Carla is amazing and I would definitely recommend her to anyone who is looking for someone to care for their pups. My dogs, Ellie and Willow, loved their walks with them an would look forward to seeing her every morning and evening.

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Alyssa K.
Dog Walking
5.0 out of 5 stars

Hannah was my walker for 7.5 years before I moved away from the area. I couldn't recommend her highly enough! She is punctual, reliable, and you can trust her to treat your pets like they are her own.

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Nick L.
Dog Walking
5.0 out of 5 stars

My pets love have Joseph around. He was the only dog walker that accepted my dog for late night walks as I work. Wouldn’t recommend anyone else!

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Keanna E.
Dog Walking
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Why Choose Rover?

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog walking
  2. 2. Meet & Greet

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Sitters in South Milwaukee average 4
repeat dog walking clients

FAQs for Dog Walking - South Milwaukee

Frequently asked questions about Rover

The average cost for Dog Walking in South Milwaukee on Rover is $22.2 per walk (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of July 2026, there are 2,286 sitters on Rover offering Dog Walking across South Milwaukee. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your South Milwaukee. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in South Milwaukee.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

Yes, you can find walkers who have experience with handling special pet needs in South Milwaukee. On Rover:

  • 92% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

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