Dog Walking South Milwaukee
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 87 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.
“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!”
“Our dog can be nervous with new people so it was amazing to see him warm up to Elba so quickly! Elba is very professional and responsive and she will provide peace of mind when you have to leave your pet. Thank you again Elba!”
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.
“Kailey is amazing! She leaves great notes on her visit and amazing pictures. I am soo grateful for her and she has my 100% recommendation!! My pup Legs is my everything and I feel great knowing he is in her care.”
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!!
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.
About: My experience entailed taking care of multiple dogs over the course of several years. I have sat for a golden retriever for two years, a chihuahua for four years as well as a chocolate lab at the same time. When I was in middle school, I also cared for our neighbor’s golden-doodle and shih-tzu, Roofus and Boomer. They were the first dogs I sat for and it was such an amazing and fun time. They were over for two years and taught me the first skills I needed for taking care of dogs. My duties were walking, feeding, taking care of the dogs’ well being and all other dog-related duties. Molly, the chihuahua I took care of, was such an awesome time- she was so energetic and bubbly; she always wanted to go outside and play. I have always loved meeting new dogs and taking care of them. There was much joy in the pets I took care of, I want to continue doing the same! I am currently in school getting my degree at UWM as well as taking summer classes, but my schedule is flexible and I will have time during the day to walk and take care of the dogs. My home has a fenced in yard as well as it being a spacious one, so I have experience also with letting the dog out and taking care of them simply outside the home. No matter if it is simply walking or taking care of them in a client’s home, I have the expertise of what a dog needs.
About: I’ve taken care of dogs of all kinds since I was in high school. I love them and especially like taking them for walks. I have an ability to quickly connect with most dogs. I have my own very energetic mini Bernedoodle. I’m a teacher on summer break, so currently have a lot of availability for pet care! During the school year, I will be more available late afternoons, evenings and weekends. My cat is not the most welcoming of other pets, so I can’t care for pets in my home at this time. Happy to come to your home.
About: I’ve grown up with Husky’s, Malamutes, and Ragdolls, so I have a huge passion for both dogs and cats! I am also familiar with animal medication, shots, & strict food regime if needed. I am self employed with my own personal training business, so I have a relatively flexible schedule! I am able to pop in every few hours if needed, and am more than happy to get some walks in for both your dog and myself. Your pet’s safety and comfort are my top priorities. I create a calm, secure environment where they can feel right at home. I keep routines consistent—mealtimes, walks, play—and give lots of love and attention. I closely monitor their behavior and health. You’ll also get regular photo and video updates, so you always know they’re safe and happy. Lastly, I never leave pets unsupervised in unsafe situations.
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!
About: I have always had a pet in my home my entire life but took on more of a caretaker role for them within the past 5 years. I have 2 dosg of my own, Bella and Theo, who can always come with me if requested if your dog would like some doggy play time! I’m currently working as an organ donation specialist overnight so my schedule varies, I work 3 12hr shifts a week so availability just depends on the week. I have a lot of unfenced green space just outside of my condo which my dog enjoys. I also live very close warnimont park/seven bridges so a great place to take your dog for walks!
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!!
About: I have grown up with dogs and absolutely love them. I enjoy taking walks and playing outside with them. When I watch dogs I make sure they are fed and have enough water and make sure that they have there energy put to good use. If you dog likes to go on long walk or short ones I will enjoy it. If you pet needs extra loving care I can provide that. If you are puppy training I will bring a bag of treats outside and on walks to reward them for going outside. I also will leave your house just as you left it and clean up after your pet. I look forward to spending time with your furry companion. I will go above and beyond to make your dog happy. I have experience with all ages and if your dog needs extra care I will be able to provide for them. I have given meds to dogs before and would do anything for you companion. If you have any questions or concerns please feel free to contact me.
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.
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!
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.
“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!”
The median cost per walk for dog walking in South Milwaukee is $20
Dog parents share their Rover experiences - South Milwaukee
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local walkers who will treat your dogs like family
1. Search
Browse profiles of walkers near you who offer dog walking
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog walking - South Milwaukee
Select a filter and find qualifying sitters offering dog walking.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 September 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 September 2026, there are 2,185 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:
- 91% of walkers can help with special care needs
- 96% can help with giving oral medications or injections
- 96% 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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