Dog Walking Milwaukee
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 602 pet parents in Milwaukee have booked dog walking
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.
About: I provide dependable, attentive care and treat every pet like they are my own. I understand that every animal has different needs and personalities, so I take the time to make pets feel comfortable, safe, and loved while their owners are away. I’m patient with shy or anxious pets, energetic with playful dogs, and gentle with senior animals who may need extra support and slower-paced care. I’m also very detail-oriented and make sure routines are followed closely, including feeding schedules, medications, walks, potty breaks, and playtime. I communicate consistently with pet owners through updates and photos so they always know their pet is happy and well cared for. What sets me apart most is the amount of genuine attention and affection I give to each pet. I don’t just “watch” animals — I spend quality time with them to make sure they feel comfortable, engaged, and cared for while you’re away. I'm currently nannying on weekdays from 8:00am - 4:30 pm, so I’m available for morning visits before work, evening walks/check-ins, and overnight care depending on the pet’s needs. I’m especially flexible on weekends and have much more availability for walks, drop-ins, extended stays, and quality playtime. When caring for pets in a client’s home, I focus on keeping their routine consistent, stress-free, and fun. I make sure pets are fed on schedule, get plenty of exercise, attention, and playtime, and feel comfortable while their owners are away. I have experience with dogs of all sizes. I have two large-breed dogs at home, so I’m comfortable handling bigger, high-energy dogs, and I have also frequently dog sat for smaller-breed dogs with different temperaments and care needs. I’m reliable, detail-oriented, and always follow owner instructions closely, including feeding schedules, walks, medications, and any special care requests.
About: I have been taking care of pets of all kinds for friends and family since a very young age. My parents' friends and coworkers use me as their go-to for pet sitting, and I am honored that they trust me to take care of their precious family members. I have walked dogs of all kinds, and I have house-sat for families with dogs, cats, and everything in between. I also spent my high school years volunteering at the local animal shelter, so I would like to say I've seen it all! I am a full-time student at Marquette University, but I have quite a bit of free time that I can spend with your beloved pets. There are multiple times throughout the day that I am available to feed or walk your pets, and I am happy to spend nights with your pets in your home. I am not able to bring your pet to my own home, but I am happy to come to you for your needs. I promise full respect for you, your pet, and your property, and I will care for your pet exactly as you tell me to. I would be happy to take your pet for a short walk around the block, a long trek, or even take them for a trip to the park.
“Alex is an excellent dog walker/caretaker. My dogs love her and she is 100% reliable. She goes out of her way to help her clients. Her communication is excellent and timely. Highly recommend.”
About: I’m a regular dog foster and walker at MADACC, so I’m comfortable catering to all different pup personalities and needs! I’ve taken care of all kinds of dogs since I was young, from puppies to senior with medical needs. I work remote 3 days a week and have no pets of my own, so I have lots of availability to give your dog the attention and care they need! Whether you’re looking for a walker or somewhere to take your pup for a long weekend, I can make most things work. I have a spacious apartment in a dog-friendly building where your dog will have plenty of space to lounge around! I live close to the Summerfest grounds so I have plenty of access to green space for long walks, or just a quick jaunt around the block depending on their preferences. I treat every dog I care for like my own, so you can rest assured your pup will be well cared for with me!
“Jessica went above and beyond all expectations! She was great with Sullivan and even brought in a package off of our porch when she dropped sully off. Amazing walker and will definitely book again! ☺️”
“Chelsea was great with my bully Rocky! She responded to my inquiry extremely fast and was communicative the whole time. She sent me a picture of my fur baby on his walk and I could tell how happy he was!”
“Jackie was extremely attentive and great with our Daisy! Our dog warmed up to Jackie right away, and thoroughly enjoyed the walk with her. We are looking forward to many more!”
“Yesterday was the first time walking our dog. Jessica communicated when she would arrive, when walking our dog, where they walked and shared photos of our dog taking a walk. I was out of town and felt very confident that Jessica was taking good care of our dog. We will have Jessica take care of Louie, our dog, again.”
“Wonderful Rover experience! Everything you would want when considering someone to care for your fur baby - Laurie is very responsive, professional, genuine, and caring. 10/10, will definitely use her services again and would recommend.”
“Riley was wonderful with Rocky! It was great to receive pictures from their walks each day. I’d definitely recommend her to anyone looking for a reliable walker :)”
About: I have experience working with a wide range of different breed and sizes of dogs. I worked at a doggie daycare and it was an absolute joy. I have taken care of dogs since I was young. Been surrounded by pets my whole life! From dogs, cats, snakes, fish, hamsters, rabbits ect. People trusted me from a young age with their pets because they naturally floated towards me. From small dogs to big ones. I have taken care of family dogs and friends of family pets. I always volunteered to do anything that involved animals. Not only do I currently handle dogs as my job but I also do baths! I took care of horses and other farm animals down in SC when I would visit family. My family are know to have ranches so animals have been a keen part of my life I'm taking a break from my part-time at a doggy daycare so I got plenty of hours for you dogs needs! I'm available all week for majority of day. I'm able to follow regular routines if informed by my clients in order to minimize confusion and be more comforting for the pets. When it comes to my client's medications for their dogs, I am punctual with how it's administered to their dog. If given permission, I'd bring treats and have them do fun little tricks to build trust between the pets so I'm not just a stranger
About: I have been around dogs my whole life and have had lots of experience with walking dogs of all shapes and sizes! I enjoy going for walks with dogs. I’m a high school teacher on my summer break, so I am available almost everyday at all times of day, especially mornings and mid afternoon around 3 or 4pm I love to take dogs on walks in different areas! For example, I love to walk the bike path, neighborhoods, the beach, parks, etc! Any environment works.
“Allison took my 4-year-old standard poodle, Kika, for midday walks this week and she did a great job of communicating throughout the week. We amended Kika’s care toward the end and she was very flexible. Thanks!”
About: Experienced in long term pet care, taking care of dogs for extended time periods when owners are on vacation and everyday experience taking care of pets while families are working, including drop ins and dog walks I work remotely and have a lot of free time open during the day for drop ins and dog walks. I’m available in the mornings, afternoons, and nights! Will respect any rules of the house and am very open to watch / play with the dogs in any way they’re comfortable with and used to
“Mika was amazing. They took the time to connect with my boy. My boy is hesitant about letting people getting him out of the crate and Mika was so sweet with Salvador. We will definitely be booking with them again!”
The median cost per walk for dog walking in Milwaukee is $20
Dog parents share their Rover experiences - Milwaukee
I’ve booked Max a few times to walk my sweet dog blue while I have long days at work. He is SO happy to see him each time. Brings me such peace of mind knowing my boy blue is taken care of, loved and gets to go potty and throw ball while I’m working long days. We will continue to choose Max anytime I need mid day support. Bonus pictures of blue throughout his walk are so sweet. Thank you, max!!! 🫶🏼
Yesterday was the first time walking our dog. Jessica communicated when she would arrive, when walking our dog, where they walked and shared photos of our dog taking a walk. I was out of town and felt very confident that Jessica was taking good care of our dog. We will have Jessica take care of Louie, our dog, again.
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.
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 - Milwaukee
Select a filter and find qualifying sitters offering dog walking.Sitters in Milwaukee average 3 repeat dog walking clients
FAQs for Dog Walking - Milwaukee
Frequently asked questions about Rover
The average cost for Dog Walking in Milwaukee on Rover is $18.87 per walk (as of August 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 August 2026, there are 2,237 sitters on Rover offering Dog Walking across 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 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 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 Milwaukee. On Rover:
- 91% 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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