Dog Walking Milwaukee
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 706 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.
“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!”
“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!!”
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!
“Chelsea was great. She was very responsive and accommodating in dealing with multiple changes in my schedule. She also gave helpful updates while on my dog’s walk. I definitely plan to hire her 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!
“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!”
About: After my childhood dog died a few years ago, I’ve been looking for ways to get some time with dogs! I love going for walks on the river walk and would love to be able to get exercise with your pet. I work 9-5 on the week days but am available on the weekends for dog walking during the day! I could potentially do some walks in the evenings on week days. I do not offer pet care in my home as I only do dog walking services. Dogs are allowed in my apartment but I don’t have the items required for boarding a dog.
“I feel so lucky to have found Emily on Rover. Finding someone that I could trust and rely on was really important and that is what I have found. She walks my dog, Tito, multiple times every week. It makes my day when I get the notification that she has completed a walk with Tito because I can see how happy he is in the pictures that she takes. I have nothing but good things to say about Emily and am so grateful for the quality time that she has spent with my best friend. Thank you Emily! Highly recommend using her services on Rover.”
About: Hi! I’m a PA with a lifelong love for animals! I grew with up with three cats and one dog who were truly part of the family, and I’ve always enjoyed helping friends and neighbors care for their pets too. Now that I have some free time, I’m excited to spend it doing something I love-caring for animals! Whether it’s going for walks or just spending quality time with your pet, I’m here to make sure they’re happy and well taken care of. I’m responsible, dependable, and truly passionate about animals. I know how much pets mean to their people, and I’ll treat yours like my own. Let’s connect and I’d love to meet your pets!! I work about 7:30-4 M-F , but i would love to walk your dog and/or drop in to check on your animals while you’re away! I plan on walking, playing with, feeding, and letting out your dog(s), while ensuring their safety and happiness! I am open to in house stays to watch animals, and with that, I will be respectful of the house as well while providing quality care to your animals.
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: 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.
“Robert was great! He was easy to work with, communicative, and understood directions clearly. He even helped clean up after my pup! I would definitely recommend him and will book with him again!”
About: I’ve been caring for my own Newfoundland dogs for the past 10 years, as well as have extensive pet-sitting experience with a variety of breeds, from German Shepherds to Dachshunds. I’m very comfortable with dogs of all sizes, personalities, and energy levels. I’m reliable, attentive, and treat every pet like my own! Pet care fits easily into my weekly routine! I work remotely, which gives me flexibility for walks, drop-ins, and daytime care. I’m also available for overnight stays on weekends and can provide plenty of attention, exercise, and companionship for your pets. When caring for your pet in your home, I’ll keep their routine as consistent and comfortable as possible. I’ll follow your instructions for feeding, walks, medications, and any other care needs, while giving them plenty of attention. I’ll also treat your home with the same care and respect as I would my own and keep you updated with photos and messages along the way.
“Jake has been fabulous with my dog— he clearly has a great energy with animals and his dog Atlas has been a major bonus as Hanu loves playing chase with him. Additionally, he’s prompt and professional with his replies and shares some adorable photos. Would definitely recommend for anyone looking for a walker!”
“Haley has a way with animals. My dog needed coaxing to welcome new people in her life. Haley was confident, kind and caring. Even my skittish cat is now her friend. I am very pleased with Haley's professional care and am most grateful to have her skill set.”
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.
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 3 repeat dog walking clients
FAQs for Dog Walking - Milwaukee
Frequently asked questions about Rover
The average cost of Dog Walking in Milwaukee on Rover is $20 per walk as of October 2026. Most bookings cost between $12 and $28 per walk. 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 2,141 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 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 , 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 , 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 .
Yes, you can find walkers who have experience with handling special pet needs in Milwaukee. On Rover:
- 87% 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 .
walkers on Rover set their own , 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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