Dog Walking Milwaukee
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 707 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 love all pets, big and small! I’ve pet sat for family and friends (from puppies to tripod cats) over the last few years. I don’t have any pets of my own so I always enjoy meeting new dogs/cats :) I work 9-5 (mon-friday) and typically work from home once a week. I’m available when I wfh, weeknights and weekends! Would love to use some of my free time to take care of your pets. For overnight stays, I’m available to stay at your house. I know every pet has their own personality, routine and quirks - I do my best to stick to what makes them feel comfortable. I’ll follow your care instructions and treat your pet the way I’d want someone to treat my own. Whether that’s a long walk, trip to the park, pup cup or being a house hippo, I’m happy to accommodate.
“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!”
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!
“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!!”
“I have had my sweet little dog for over 15 years. No one has walked her except for family members and the people at doggy daycare. She is also deaf and partially blind. So I was extremely nervous to have somebody else walk her. But this was perfect! Leandrea did a great job with Jolie! She was on time, didn’t mind Jolie dragging her around the condo building several times, and give her kisses. It was wonderful to hear and to see Jolie happy and excited in all the pictures.”
About: I’m a queer yoga teacher born and raised in Milwaukee. I’ve been surrounded by animals my whole life. At four, my family started fostering cats (mamas and kittens were my faaaav) and I would help out as much as I could. Yes, I did try to name a kitten Washcloth. No, my mom did not let it stand. This love for animals carried forward throughout my youth with four cats, a German Shepard mix, a malamute, a boxer and pit. My house was always full. I got a cat as soon as I could when I moved out on my own and about seven years ago I got a rescue pup of my own. I also have a Rottweiler who I helped raise and train from 7 weeks old. I dedicated so much time to gently training both of them and just pouring love into them. I can definitely help with training and love working with dogs on walking well on leash. I also really believe in positive reinforcement for your pets - they just want to make us proud. Truly a universal desire. I love long walks with dogs and lots of coregulation calm time. Trust that your babies will be treated like they are family. I am a yoga teacher and teach about 10 classes per week. Other than that I work remotely from my computer, so I can flex my time. I really value a slow paced life, so being able to really take my time and go for walks/hikes, cooking a gourmet dinner at home for myself and cuddling up with a good book. I have always been a very regimented, schedule following pet owner. I think it helps create consistency and eases anxiety for animals. Routines help animals thrive. I think frequent bathroom breaks are important. Long walks early in the day before the world is busy and it gets too hot in the summer are a priority. I also really love snuggling up and just having quiet, calm time with pets. I am happy to follow whatever guidelines/special requests pet parents have. I know how important it is to keep things consistent for pets! There’s never any judgement from me!
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!
About: I’ve had a black lab for the last 12 years, and have also pet sat previously! My dog is a “puller” and about 70 pounds, so I have lots of experience with walking dogs who aren’t smooth leash-walkers. I work part-time, so I am available anytime weekends, any morning before 8am, anytime fridays, and evenings monday-thursday after 6:30pm! My schedule also fluctuates a bit. I am comfortable using any type of resource you typically use to keep your dog safe and content while on walks. Because of my experiences with my dog, I am very good about making sure dogs are properly leashed and tended to while walking!
“Mikalanne was amazing- she was able to walk my dog every day for a week after a last minute request. She communicated well and was very accommodating. Highly recommend!”
About: I’ve had dogs my entire life and was deeply involved in the training and care of my last dog, taking on the role of primary caregiver. I’m comfortable working with dogs of all ages, from puppies to seniors, and I understand the unique needs each stage of life brings. Since moving away from home for school, I’ve missed having dogs around and am eager to bring them back into my life. I am currently in PA school! My schedule is flexible and allows for unique free times in the day. With school, I am always in the area and available! I live in a complex with a grassy play area for all the pets. I also love to be outside and go on walks. I also am aware and conscious of what a pet needs in a home from my years of experience and my apartment appeals to that.
About: I don't actually call myself that, that's what my friends say I am. I've literally never met a dog I didn't get on famously with. I respect the fact that they are individuals with their own needs. I don't mean to sound too self assured with the title, but I earned it from friends. Whether it's running on the Lake Michigan shore or just finding a nice sunny spot to sit for a while, your pup is going to have a fulfilling day. I have huge flexibility so no worries! A last minute trip or planned weeks in advance, we can work something out. I'm here for you! Even same day! I strive for communication as much as possible between animal and human. If they're not feeling like socializing, I don't force anything. Everyone has different needs. My experience in a dog daycare really helped me read and understand dog body language to head off any issues that may arise when you're watching 12 dogs.
About: Coming from a household that has always had a animal, I’ve grown such a love for them. I am currently in the process of becoming a K9 Dog Handler ! I just relocated from Florida to Wisconsin ! I am currently in the military, and making extra time to take care of your babies! I have such a big heart for animals. 🫶🏻 I am crazy about keeping my own baby home and safe!!!! I am extra cautious and double check all gates and doors. I want to keep all furry friends home 🤍 I am also known for spoiling with treats..
“Jenna is fantastic! She's responsive and willing to help with special requests. We are so grateful she can help our pup get outside for a walk once a week. Highly recommend!”
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!
“Nicole was prompt and did a great job walking Reina. My pup is often a little nervous of strangers, and I thought she’d be reluctant to leave me, but Nicole has such a nice way about her, Reina went right along enthusiastically!”
About: I have always had a dog ever since I was a little girl. As I got older, I started walking my neighbors' dogs and dog-sitting, and I even considered being a vet for a while because of my passion for animals. I’m a graduate student at Marquette University. I have flexibility this semester to spend ample time with dogs and take them on walks. I can come in the mornings and at nights, depending on the day. I have always had dogs and can handle a wide range of sizes. My childhood dog was 125 pounds, so I can handle big dogs and little ones too. I know how to properly walk them and care for them.
About: Ive raised my dog since a puppy and absolutely love dogs! Had multiple pets throughout my life and have experience with multiple types of breeds I have an active lifestyle and would love to plan to get your dog out! I have a full time job but can easily work around it! I have a dog of my own that I walk everyday. I have multiple parks and dog parks near my home. I’m experienced and comfortable crating dogs, walking them or any other service thats needed
The median cost per walk for dog walking in Milwaukee is $20
Dog parents share their Rover experiences - Milwaukee
I really like Lea! I had been messaging her on and off for a few months bc before our original meet and greet, my dog got injured so we had to delay starting walks together. She said she would follow up with me, and actually did! I’ve had many experiences here where walkers just ghost me or don’t show up to meet and greets. It was refreshing to connect with someone reliable! Normally my dogs get very anxious and pace and pant when meeting new people- not with Lea. They both laid down right away and weren’t anxious at all. I caught the end of one of their walks and Lea was so responsive to my senior dog who had started to slow down— she immediately adjusted her pace to match my dog. It was a small but important detail. She is consistent, reliable, and trustworthy. You can really tell Lea enjoys what she does. She takes the added step of putting time and effort into the relationship with dog parents which is a crucial step, often missed by walkers. I highly recommend booking her for your animal needs. She’s now my primary dog walker! 10/10 ⭐️⭐️⭐️⭐️⭐️
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.
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 - 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 of Dog Walking in Milwaukee is $20 per walk as of November 2026. Most bookings cost between $12 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 November 2026, there are 2,126 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 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 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 Milwaukee. On Rover:
- 88% of walkers can help with special care needs
- 94% 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 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.
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