Dog Walking Milwaukee
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 710 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: We've had pets for years and know how much better care is when it's given one-on-one. As you'll see from our profile, we've taken a couple of breaks over the years as work and moves kept us busy, but we're now settled in downtown Milwaukee and ready to meet new animal friends. Since we live in an apartment, we're focusing on dog walks and drop-in visits, so your pet can stay comfortable at home on their own routine. 3rd Ward/Juneau Town puts us steps from the lakefront, the RiverWalk, and a covered dog park, which makes for some great walks. Whether it's a brisk outing, a slow stroll for a senior pup, or company and a meal for a homebody cat, your pet will be treated like family while you're away. Thanks for visiting our profile! We're both retired and home during the day, so we're flexible, available, and quick to respond. That means we can fit walks and drop-ins around your schedule, including midday visits, and make sure your pet gets plenty of potty breaks, exercise, and attention. Since we're focused on walks and drop-in visits in your own home, your pet stays in their familiar, comfortable space the whole time, no new environment to adjust to. We're happy to follow your routines exactly, from feeding and medication schedules to leash and crate preferences, so everything feels normal for your pet while you're away.
“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! ☺️”
About: Growing up in a two dog household and volunteering at our local humane society, I was constantly surrounded by dogs and animals as a child. Into adulthood, I have years of experience with puppies, elderly dogs, and many personalities as I professionally dog walked for Gentle Hearts in Denver, and foster cared for the Montana Humane Society while constantly dog sitting for friends and family. Professional past includes house training the pups, feeding, walk training, lots of playing, and constant daily routine! I have cared for elderly dogs with medication care, carrying them outside, hand feeding and bathing. I have a deep belief in positive reinforcement training, and highly discourage using force or fear when caring for a dog. I believe in using treats, playtime and outside zoomies as a reward for good behavior. The importance of a dog feeling safe, loved, and positively trained is my priority! I have caring experience with animals from hamsters to lizards, to kitties, birds and farm animals (I volunteered on farms caring for sheep, cows, and horses!) I have one eight year old dog of my own currently, after our fourteen year old dog just recently passed away. We miss him dearly and hold him in our hearts every single day. I truly have been surrounded and cared for dogs and pets my whole life, and can’t wait to assist in caring for yours! I currently am available to dog walk and pet-sit on Monday until 4 pm, Tuesdays until 4 pm, and Fridays until 4 pm. I work in the service industry as a server and bartender, and tend to be busier at night. I am unavailable on Saturdays as I work doubles at the restaurant. I believe in positive reinforcement training, by giving treats, pets and playtime as a reward. I am capable of walking small to extra large dogs, with much experience from pups to elderly. I believe in three walks a day for a healthy dog, and will typically take your pet on a 30-60 minute walk if they are healthy and able!
“Chelsea was great with my two pups! The snow and ice and the corresponding salt on the sidewalks make things a bit more challenging for my senior dog, who has arthritis and poor vision. But Chelsea made sure they did their business in a caring way...she even carried my older dog for a portion of the way because one of her paws was hurting, likely from the salt/ice-melt. I highly recommend Chelsea!!”
“Jodi is so great! She is very flexible with my last minute booking and has been great with our dog! She presents with great communication as well! Would recommend!”
“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.”
“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!”
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!
About: My family has had dogs and cats for most of my life. But my apartment at the moment doesn't allow them so I'm looking for opportunities to walk dogs. I work from home so I have plenty of time to pop out and walk a dog in the neighborhood. Looking forward to dog walking again! I keep dogs on a leash and we stay on the sidewalk while walking. I also keep dogs away from other dogs to avoid any situations.
About: Hi there! I’m Karla DJ, your soon-to-be pet care companion! By day, I work at a desk with computers, so I cherish the breaks I get to spend caring for pets—it’s the perfect way to recharge! In my free time, I love DIY projects and training my own dog, Lola. I’ve been an animal lover all my life, growing up with two turtles, a guinea pig named Bobo, a Shih Tzu mix named Chucho, and a Pomeranian named Princess. Over the years, I’ve also been a rescue mom and the go-to dog sitter for friends and family. One of my favorite stories? While living in Houston, I met the sweetest rescue pup and instantly knew she was meant to be mine—that’s how Lola, my loving Carolina mix (and partner in crime!), joined my life. Now, as I train Lola at home, I’d love to extend that care to your pets too! Whether it’s a refreshing walk, a fresh bowl of water, or some extra playtime and treats, I’m here to make their day brighter. Plus, I live with my sister, so your furry friends will get double the love and attention! I can’t wait to meet your pets and help make their days happier! I'm a morning person and my day starts a 5am! With so much time I'd love to be more productive and help others with their pets. I'm available all day Saturday to Sunday and during the week depends but very flexible from Monday to Wednesday. **I'm happy to help with all your pet care needs!** Whether it's refilling food and water, administering medications, keeping your home pet-secure, or providing walks and car rides - I've got you covered. Your pet's comfort and safety are my top priorities! Let me know how I can best care for your furry friend. I look forward to helping!
“Laurie was awesome! I went to work knowing my puppy was in good hands. Furthermore, with her extensive history in training dogs I knew she would do nothing but help my puppy become a well mannered adult dog on their walks. Furthermore, she gave me great tips as a first time dog owner. She's flexible and kind and very professional.”
About: I’ve grown up with dogs my whole life, and this is something I enjoy to do on the side, to take care of your pups! I’m working full time during the week, but usually off by 12:00, making me available between 1:00-6:00 to come care for your pet for walking/playing and for them to go outside! As of now, I plan on being available to take your dogs out to go to the bathroom, come play and would love to walk them.
“Needed someone to look after my dog while I was working during the holidays and Gabi did a great job at looking after him and sending updates. Would absolutely recommend and book again!”
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
About: Taking care of dogs is something I have enjoyed for much of my life, even a malanois can’t resist my affection! I’m very excited to have fun with your fur baby! I am currently working part time so my availability is open to help you and your lovely pet! I am able to easily balance your pet care with my own schedule. Figuring out your pets needs is crucial, then building a good routine around play, rest and bathroom breaks. Building a good routine is very important for me to develop a good relationship with your friend!
The median cost per walk for dog walking in Milwaukee is $20
Dog parents share their Rover experiences - Milwaukee
Maggie is great; she's been walking Bella, a Pittie who is often in the seek-and-destroy zone. She is hyper-focused on everything around her, but never on her handler. Bella Francis is my daughter's dog, who has been staying with me for the past three weeks. We hired Maggie to get Bella out on 4 30-minute walks per week, and she was a lifesaver. Thanks for everything, Maggie. If you need a walker who can handle anything and everything with a smile, I would highly recommend Maggie. She is 10 stars!
Dana has been fantastic to work with and has taken great care of my dog, Vincent! She is thorough, attentive to details, and always sends reliable updates during/after her visits. She is also very responsive and flexible whenever last-minute schedule changes come up, which I really appreciate. Vincent and I would highly recommend Dana to anyone in the Milwaukee and Third Ward area looking for a reliable, trustworthy person to care for their pet!
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 $20.33 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 2,188 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
- 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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