Dog Walking South Milwaukee
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Over 84 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.

“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: 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’ve been a pet sitter for dogs and cats since I was in high school for family members and neighbors. I have a background with volunteering at local animal shelters. My schedule is flexible throughout the week which helps provide plenty of pet sitting availability. Pet care easily fits into my schedule. I typically have several week days/weekend available for pet sitting. Typically I have my schedule 4 weeks out in advance or more. I love all animals and love to show them kindness. I make sure they get their needed steps in for the day. I also think its important to spend quality time and play with them.
“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!”


About: Hi, I’m Stella! A reliable, active, and genuinely attentive pet sitter who wants your dog or cat to feel comfortable, cared for, and right at home while you’re away. I’m the type of person who will happily spend extra time playing, going on a walk, giving belly rubs, or just hanging out with your pet if that’s what they need. I know every animal has their own personality and routine, so I’m big on following their normal schedule rather than taking a one-size-fits-all approach. I’m especially comfortable with active dogs who enjoy getting outside, but I’m equally happy spending a quiet afternoon with a cat who would rather observe everything from the couch. I’ll keep you updated with photos and little check-ins so you know your pet is doing well while you’re gone. My goal is simple: you get to enjoy your time away without worrying about your pet, and they get to have a fun, comfortable time too. If your pet is looking for someone dependable, attentive, and actually excited to spend time with them, I’d love to meet them! 🐾 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.
“Cole treated my two dogs like family. His care and communication—regarding their daily walks—were absolutely comforting. He's friendly, trustworthy, and dependable. I plan to rebook with him in the future.”

“Devon is excellent. I had some difficulties in managing the app but they were respectful and communicative go get it all straight in taking care of my Aussie. Highly recommend!”


About: No kids or pets of my own and a big Jeep means my outdoorsy lifestyle is open and flexible for your fur babies. I'm comfortable with dogs from all walks of life. I have confident experience with reactive dogs and big breeds especially. I'm a part time barista, working mostly evenings, so morning and mid-day walks work best for me. I am available for night walks after work as well, if that works for your schedule. Weekend boarding is best with advance notice, as I occasionally pick up Friday and Saturday shifts at the coffee shop. I live on the second floor with access to a fenced in backyard. Hardwood floors in home. No kids or other pets of my own. I do have houseplants if your dog is sensitive to soils, fungus, or has a history of plant eating. Crating is an option I'm comfortable with if that's what helps your furry friend feel safe, though my ideal set up is to share my whole space and enriching lifestyle with your pup, or to visit them in their home where they're already comfortable. I'm mobile with the Jeep as well, so we don't have to stick to my neighborhood if your dog is reactive and needs some extra space.
About: I have always had a passion for animals since childhood. I began caring for pets in 2007 starting with my first family dog. I trained him and took care of him when he was only 8 weeks old. Now, I have an 10 year old dog I've had since she was 8 weeks and have had rabbits, cats, reptiles, birds, and more. I have been the go-to for friends and family for their pet needs; providing overnight care, dog walking, drop- in visits, and home/pet sitting. I pride myself in being the one to provide loving care to every pet as if they were my own. Animals bring me joy and I aim to provide them with love, happiness, and some fresh air whenever possible. Overall, I can promise we're all going to have a great time together. Fur sure! 😉 Transitioning out of a regular full time position, so this means more hours are avaliable to dedicated to your pets and their needs! Im also connected with a few other local sitters to help coordinate any walks and drop ins and back up. I also work on socialization and basic commands and leash training whenever possible. I make sure we have vet and emergency information available and at the ready. I like to keep pets in their normal routine whenever possible and keep parents up to date as well.
“Carmen has been great! She filled in for my normal walker twice now and was timely both days. She sent pictures and a brief explanation of their walk and my pup was tired out after each walk. Can’t wait to use her again!”

About: I’m a reliable and attentive pet sitter. I provide the exercise, affection, and midday relief they deserve. I treat every pet like they’re my own! Currently I’m working part time only on the weekends, so I have all the time during the week to care for your pets! I’m available Monday-Friday afternoons. My pets live the best life in my home. They are so spoiled. In your home, I care for them as my own and give them lots of love!
About: I’m a reliable, caring, and energetic dog sitter who loves making pets feel safe, happy, and loved while their owners are away. I’m dependable, patient, attentive, and committed to giving every dog the same care and attention I’d want for my own pet. I provide plenty of walks, playtime, attention, cuddles, and photo updates so you always know your pup is in great hands! 🐾 I make sure every dog feels safe, comfortable, and cared for while their owner is away. I follow their normal routine closely, including feeding schedules, walks, playtime, and any special instructions. I also give lots of attention, patience, and affection because I know every dog has a different personality and needs. I keep owners updated with photos and messages so they can feel relaxed knowing their dog is happy and in good hands. I care for pets by making sure they feel safe, comfortable, and loved whether they’re in my home or their owner’s home. I follow their normal routine closely, including feeding schedules, walks, playtime, potty breaks, and any special instructions the owner provides. In my home, I create a calm, clean, and pet-friendly environment where dogs can relax and feel comfortable. In the client’s home, I respect their space while making sure their pet receives consistent care, attention, affection, and exercise. I also provide regular updates and photos so owners always know their pets are happy and well cared for.
About: Caring for animals is my passion! With over 20 years experience! Grew up caring & loving for dogs and animals of all sizes! Have rescued over 9 animals of my own and helped train over 20 dogs. Love playing with other dogs of all breeds and playing fetch until the sun goes down! Have experience with cats, dogs, and small animals. CPR/First Aid Certified. Have been a chef my whole life as well so love cooking delicious food for all of my four legged friends. Also Studied massage therapy so I love giving therapeutic rubs to all my furry friends! Animals are my love language. I know how special it is to let someone else spend time with your four legged family members. It would be my honor to care for them while you are not able. I work from home so your animals will have my full attention! I have a passion for caring for animals like they are my family! I have a fully fenced in yard with toms of toys a fdog pool and a full house with a finished basement! With a great private subdivision to walk!
About: I have 5 years of dog training and care experience. I've trained my dogs and taken an apprenticeship. I have a passion for pet care! I am available in the evenings Monday-Friday after 5pm, for play time drop-ins. I am completely open on weekends for onboarding, walks and or play time. My jack russell and aussie are both house and kennel trained. They love making new friends. My home is non smoking, and I don't smoke.
About: I have helped take care of my own pets for as long as we’ve had them. I have one cat and one dog. I take my dog on walks, feed her, play, and clean up outside after bathroom use. I clean my cats litter box, give him his pills and asthma treatments, play, and give alone time when wanted. I also have experience caring for small pets such as a guinea pig, a bunny, chicks, and chickens! I am currently looking for an entry part time position at vet clinics near me so until then I have a clear schedule! I will be starting a vet program in August so my availability will change at that time. Usually I am given written instructions about what kind of tasks are required and what the animals likes and dislikes are. I can follow feeding schedules, walk schedules, and potty breaks. There is no such thing as too much information about your pet, the more I know the better care I can take of them!
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?
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 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.
How to book dog walking

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 of Dog Walking in South Milwaukee is $22 per walk as of October 2026. Most bookings cost between $11 and $28 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 2,130 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 bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include a map of the walking route, the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in South Milwaukee after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the 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:
- 88% of walkers can help with special care needs
- 94% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
walkers on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.









