Dog Walking in South Milwaukee

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

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Top rated South Milwaukee dog walkers

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.
Verified Enhanced Background Check
Cory S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
172 reviews
39 repeat clients
13 years of experience
South Milwaukee, WI, 53172

Cory and Jasper are a great fit. Jasper was excited to see him when he got here. Cory is very good with communicating everything. Love him and will continue to use Cory for other services as well as walks.

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Kelly J.
Sitter Profile Image: Jalyn K.
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Jalyn K.
from
$16
per walk
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: Carla B.
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Carla B.
Star Sitter
from
$15
per walk
4.9 out of 5 stars
172 reviews
77 repeat clients
11 years of experience
Oak Creek, WI, 53154

Didy gets so excited to see Carla, that even when I have female visitors, he barks at them when they get here nonstop until they have taken him outside just like Carla would. When Carla brings her little ones with her it’s an extra treat for Didy!

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Andrea K.
Sitter Profile Image: Heather E.
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Heather E.
from
$16
per walk
5.0 out of 5 stars
7 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: River W.
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River W.
from
$18
per walk
5.0 out of 5 stars
19 reviews
7 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
180 reviews
34 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: Joseph F.
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Joseph F.
Star Sitter
from
$22
per walk
4.9 out of 5 stars
34 reviews
8 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.
Sitter Profile Image: Amanda R.
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Amanda R.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
31 reviews
13 repeat clients
26 years of experience
Oak Creek, WI, 53154

We hired Amanda on short nottice to walk our dog. She met us prior and was very friendly! We appreciated the long walks for our pup & could tell she really liked her.

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Jordan W.
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: Elba M.
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Elba M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
180 reviews
66 repeat clients
6 years of experience
Cudahy, WI, 53110

Snoopy once again enjoyed his time with Elba. It's refreshing to know that I can enjoy some relaxing time away knowing he is in great hands. 😃

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Jessica H.
Sitter Profile Image: Kailee F.
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Kailee F.
from
$20
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Cudahy, WI, 53110

Goes above and beyond. Has been a lifesaver caring for the dogs as I recover from surgery.

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Joan M.
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 primarily 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 also work at the Kneading Kitty Rescue. I genuinely offer compassion to all animals, not just cats/dogs. I will 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: Alberto D.
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Alberto D.
from
$20
per walk
5 years of experience
Oak Creek, WI, 53154

About: I am available all day and night to help with your petcare needs! I would love to play with them and help you out while you're away! My availability is very open and I would love to help you out with your pet. I'm very gentle and loving with all animals. I've helped my fiance many times with dog walks and kitty cuddles and loved it! Just let me know how you take care of your pet and I will do my best to mirror that! I want your pet's nerves to be calm as I'm sure they'll already be a little stressed with your absence.

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

We love LOVE Julia! Her communication is amazing, she is extremely reliable and personable. Our whole family loves her and we are so happy we found her. Highly recommend her for all your pet needs- from walking to boarding !

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Gina S.
Sitter Profile Image: Emma R.
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Emma R.
from
$25
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
19 years of experience
Cudahy, WI, 53110

About: I come from a long line of pet lovers and adored my senior rescue Westie, Butter Bean, who I recently lost in March. I have volunteered with the Wisconsin Westie Rescue and am familiar with caring for a variety of foster and rescues including medical intensive needs, senior dogs, cats, puppies and former strays for over 5 years. I have taken a certification course on dog behavior and care, and have ample experience with various behavioral issues. I have been dog sitting and house sitting, as well as house visits for over 10 years as well and am comfortable spending plenty of quality time with your pets and making sure their needs are met. When not caring for pets I work full time the director for a nonprofit. My job is flexible enough that I can leave during the day to care for your pet. Please feel free to reach out with any questions! I currently work hybrid (remote and in person) and have an extremely flexible schedule (I make my own schedule). I am located in Cudahy but work downtown, have my own vehicle and am able to go anywhere within a reasonable distance. I have a fenced in yard and one 13 year old male Westie. He is very relaxed and has been around many fosters/visitors and is very good with visitors. For in-home care I prefer to meet pets ahead of time with their owners present, the. take ample time to make sure pets are cared and comfortable when duty calls.

Sitter Profile Image: Melana R.
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Melana R.
from
$19
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: Camille R.
Verified Enhanced Background Check
Camille R.
from
$25
per walk
5.0 out of 5 stars
15 reviews
3 repeat clients
5 years of experience
Saint Francis, WI, 53235

I didn’t personally meet Camille but Nala my husky seemed happy after the walks ?

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Seema P.
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: Alex M.
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Alex M.
from
$30
per walk
4.6 out of 5 stars
83 reviews
19 repeat clients
10 years of experience
Cudahy, WI, 53110

Alex is reliable, dependable, and flexible dog walker. She’s been able to get our dog to go to the bathroom on walks (our dog always refused before) and to start loose leash walking. Lily loves Alex and waits at the front door for Alex to pick her up on walk days. I highly recommend Alex!

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Sarah O.
Sitter Profile Image: Mikeila F.
Verified Background Check
Mikeila F.
from
$30
per walk
4.9 out of 5 stars
27 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.

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Over 38
pet parents in South Milwaukee have booked dog walking

South Milwaukee dog parents share their Rover experiences

1 / 1
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

Carla did an excellent job with our fur-baby. We will definitely be using her services in the future and appreciate her care!

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Amanda J.
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
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a dog walker who’s a great match for you and your dog
  2. 2. Meet & Greet

    Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

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

Sitters in South Milwaukee average 4
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in South Milwaukee on Rover as of May 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a South Milwaukee dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of May 2026, there are 1,861 dog walkers in South Milwaukee. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 84% of South Milwaukee dog walkers respond in under an hour.

Dog walkers in South Milwaukee have an average of 15 years of experience. Dog walkers with repeat customers have an average of 4 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in South Milwaukee.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 1,861 dog walkers in South Milwaukee on Rover, so you’re sure to find the perfect match for your dog! In South Milwaukee, 91% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.