Dog Walking Milwaukee
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 677 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 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!
About: I’ve always loved taking care of family pets and pet-sitting for neighbors and friends! I have experience with just about every size, age, and breed and I am very comfortable with any combination! I work a full-time hybrid position, so I can be available most of the day to care for your pet! I also have guaranteed availability on weekends and evenings for a walk or drop in. I will communicate with each client to determine their preferences of care while I am watching their pet! I want to make sure your furry friend feels right at home.
“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! ☺️”
“If you’re looking for a dog walker I highly recommend Melissa. She was prompt, professional, and took excellent care of my small dog. She asked relevant questions about my dog before leaving for the walk, and afterwards gave me a thorough update of the walk. I feel comfortable with her in charge of my beloved sweet furry friend!!”
“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.”
“Jessica took the best care of Max! Her communication was impeccable and you could see the quality in her care she provided for our dog. We could tell Max looked forward to his walks with her. We would highly recommend her care with anyone’s pet!”
“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 :)”
“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!”
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.
“Mika is great! They are incredibly caring and good with my dog. They have helped tremendously with his loose leash walking while making sure he gets lots of energy out. My dog loves them!”
About: Hi! My name is Micayla! I’m 25 years old and just moved to the city of Milwaukee in June. I live in the Yankee Hill area and am an Elementary Ed teacher. This summer I am completing my masters online and take lots of breaks throughout the day to explore the city. I’ve owned dogs my whole life (sadly lost my fur baby back in November) and have plenty of experience pet sitting. I’m looking to start my journey on Rover by combining my two favorite pastimes which are going for walks and petting dogs! My hours during the week are super flexible, as I am only doing online schooling this summer! I am an early riser and am usually up with the sun at 6 and can take breaks whenever. I genuinely just love being around dogs and will protect them like they’re my own. I enjoy walking them on a leash or playing with them at the park (if they are trained off a leash)!
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!
The median cost per walk for dog walking in Milwaukee is $20
Dog parents share their Rover experiences - Milwaukee
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.
This is the third time we have had Emily come help take care of our dog and I have nothing but great things to share. She is always on time, sends great pictures, but most importantly I know that she is attentive to our dog and her needs. For example, a few weeks ago, Emily watched our dog for a weekend when we were out of town. At that time, I gave instructions to let the dog out in the backyard before going on the first walk of the day because our dog always has a few zoomies first thing in the morning and it will make the walk smoother. When she came to do an AM walk this time, she remembered about the zoomies and let our dog out back for a few minutes before heading out. I hadn’t remembered to remind Emily of that, so it felt great knowing that she took initiative and catered to our dog’s specific habits/needs. Additionally, I had a neighbor share (unprompted) that they noticed how wonderful the interactions were between Emily and our dog. They said that they heard Emily talking to our dog when they were together and really focused on her, not just going through the movements of taking a dog for a walk. I will continue to book Emily and can confidently recommend her.
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 4 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 $19.98 per walk (as of July 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 July 2026, there are 2,289 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:
- 92% 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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