Dog Walking in Cannon Park, Milwaukee, WI

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Cannon Park dog walkers

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Olivia V.
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Olivia V.
from
$15
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
15 years of experience
Milwaukee, WI, 53226

Olivia is reliable, honest, caring and is a wonderful friend to our dog Stella! She has a great attitude and excellent communication skills. We highly recommend her.

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Jeremy & Julie B.
Sitter Profile Image: Mary N.
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Mary N.
from
$14
per walk
5.0 out of 5 stars
10 reviews
2 repeat clients
6 years of experience
Wauwatosa, WI, 53213

Mary is great with our 10 month old Brittany! I’m impressed with her enthusiasm and she is a quick learner of his routines! She is helping us work on training which is so helpful. I would highly recommend Mary!

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Elizabeth H.
Sitter Profile Image: Amy D.
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Amy D.
from
$24
per walk
5.0 out of 5 stars
33 reviews
16 repeat clients
7 years of experience
Milwaukee, WI, 53213

Amy was such a pleasure to work with! She came over to meet Punky a few days ahead of time and he really liked her! She sent me some picture of their walk and gave me details about his behaviors while they were together. I really enjoy working with Amy and can't wait to do it again!

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Alexandra A.
Sitter Profile Image: Emily S.
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Emily S.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
52 reviews
28 repeat clients
6 years of experience
West Allis, WI, 53227

Emily was quick to respond when I was needing someone to take care of my dogs with very short notice. Throughout the process she has been very communicative, reliable, and my dogs were well taken care of.

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Tony H.
Sitter Profile Image: Michaela C.
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Michaela C.
from
$18
per walk
5.0 out of 5 stars
4 reviews
29 years of experience
Wauwatosa, WI, 53226

Thanks so much ! I'll tip you Monday !'

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Don D.
Sitter Profile Image: Emma U.
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Emma U.
from
$18
per walk
14 years of experience
Wauwatosa, WI, 53226

About: I have 14 years of experience caring for my dog, as well as helping with my friends’ dogs. I’m here to provide whatever your pets need while you’re away - from walks to feeding to cuddles and playtime. I’m responsible, organized, and committed to making sure every pet feels happy, safe, and well cared for! I’m currently a medical student at MCW with a fairly flexible schedule. Depending on the week, I can provide care on weekdays or weekends, and I’m happy to work around your pet’s routine for walks, feeding, and playtime. I love spending time with pets and making sure they feel happy and safe while you’re away! When caring for pets in a client’s home, I follow any rules or guidelines you set to ensure your pets stay safe, comfortable, and happy. I provide walks, feeding, playtime, baths if needed, and can tidy up any messes to keep your home clean. I also pay close attention to your pet’s behavior and well-being, and will let you know if anything seems unusual.

Sitter Profile Image: Leesa S.
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Leesa S.
from
$26
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
2 years of experience
Wauwatosa, WI, 53213

About: I regularly care for my own cat and my neighbor’s cats, but I would love the opportunity to care for your pets! I know I can provide the best care needed to make your furry friend feel comfortable while you’re away! I’m currently a full-time graduate student. My schedule can vary from week to week, but I will always make time, caring for your pet will be my priority. I understand it’s challenging to leave your pet for whatever reason, so I will do whatever I can to make you feel comfortable with pet care! Just ask, and I’ll make sure it gets done!

Sitter Profile Image: Alan C.
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Alan C.
from
$16
per walk
13 years of experience
Wauwatosa, WI, 53213

About: I had two big dogs of my own for over 10 years who are sadly no longer here. I enjoy the company of dogs of all sizes and getting out for some fresh air. I offer walking and check ups on my 3 days off as I work full time, but I have plenty of free time on those 3 days. I can check in on your dog(s) and spend as much time is needed to help you out. Hope to meet some new people and their awesome dogs! I work full time but have off during Thursdays, Fridays, and Sundays which is when I'll be the most able to be fully attentive to your pets. Although I can make myself more available as I become more familiar with you and your pet. I can visit as frequently or infrequently as desired on my free days and I will show respect to your space. In my work I walk a lot so if you have a high energy dog that is no problem on my end.

Sitter Profile Image: Jacob B.
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Jacob B.
from
$20
per walk
20 years of experience
Wauwatosa, WI, 53226

About: I've grown up with dogs my whole life. I also took care of many other family dogs as I built a career in private family services as a house manager, family assistant, manny and dog sitter. I'm currently pursuing my MBA at Marquette University. This semester, I only have one class on campus and am a Grad Assistant 10 hours a week on campus. My schedule works great for taking care of furry family members (no, I'm not talking about your uncle Jimmy...) With many years in private family services, I have worked closely with clients in their homes and personal spaces. Your home is your haven, your oasis, and I treat it as I would want you to treat mine--with great care and respect.

Sitter Profile Image: Ashley K.
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Ashley K.
from
$20
per walk
5.0 out of 5 stars
4 reviews
12 years of experience
Wauwatosa,, WI, 53226

About: I’ve grown up with pets my entire life, and own 2 of my own dogs now. I am also a licensed foster parent through the WHS, as well as seasoned pet sitter. Both myself & my fur babies love other pets in our home, or I can stay at yours, if you’d prefer. I’m currently a grad student studying pediatric counseling. I am available most weekdays & on the weekends. I have a relatively flexible schedule & will adapt as last minute as I can to accommodate your beloved fur friend! I have a fenced in yard with two friendly pups who LOVE play dates! We are ready to welcome you into our home (and yard!) as an extension of our family! To us, animals are everything!

Sitter Profile Image: Abbiegail G.
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Abbiegail G.
from
$20
per walk
7 years of experience
Milwaukee, WI, 53226

About: I have cared for animals all my life, I have experience with reptiles, cats, and dogs. I recently rescued 2 kittens with my partner but had dogs, cats, and reptiles with my parents as a child. I was a volunteer dog walker with a local animal shelter last summer so I have experience with small and big dogs :) Im currently a CNA Froedtert and a full time student at UWM. I updated my availability based off my work schedule but please always feel free to message me about what days you’re looking for!! I don't currently have the space/necessities to have your furry friend stay at my home, but i will be more than happy to come care for them and walk them while you're gone!

Sitter Profile Image: Sydney P.
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Sydney P.
from
$23
per walk
5.0 out of 5 stars
16 reviews
9 repeat clients
12 years of experience
Wauwatosa, WI, 53213

Sydney was awesome! She took a lot of super cute photos and was communicative and respectful. I would highly recommend her for your next walk!

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Ashley C.
Sitter Profile Image: Morgan J.
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Morgan J.
from
$16
per walk
19 years of experience
Wauwatosa, WI, 53226

About: I've been caring for dogs since I was 9 and currently have my own dog. I pet sit for coworkers and friends when they go out of town. I've raised puppies as well as cared for senior dogs. I work from home 3 days a week. I am able to check in on or walk dogs with my little dog on my lunch break or after work. (My dog does not join on cat appointments, but she gets along with most dogs on walks. Dog walking appointments without my own dog are possible upon request.) I have experience with dog and cat behavior, including reactive dogs. While I would like to bring my own dog along on walks you can request me not to if that is what's best for your dog. My dog does come with me for cat appointments ever.

Sitter Profile Image: Thomas M.
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Thomas M.
from
$16
per walk
30 years of experience
Wauwatosa, WI, 53213

About: I've had multiple dogs over the last 30 years. Mainly Bull Mastiffs, Border Collie Mix, and multiple Pitties. We lately have been adopting older dogs to give them the best end of life possible. For friends I've watched many smaller to larger dogs, comfortable with all. I have experience with all sorts of meds and care, although I prefer to stay away from anything with needles when possible. We've been to the vet more times than I can count, and have gotten good at understanding/reading dog behavior and signs of distress. I have experience with all soft of personalities...shy or alpha, lazy or rambunctious, etc. I like to understand them and work with them where they are at so they enjoy themselves and are happy. I'm a pretty calm presence and in general dogs trust me right away. My wife will joke that I am a dog whisperer as dogs tend to follow my lead easily, but I think it is simply being confident and projecting that you are there to take care of them. I have a very flexible work schedule and am home most of the time. I only have 1 dog right now (Oscar, 82 lb Pitty who loves everything and everyone...he walks around with soft toys like they are his dolls), but will likely be back to 2 in the near future. I walk my pup(s) pretty much every day. We live near Hart Park and the Oak Leaf Trail so getting out to walk along the river/parks is very easy. New to doing this formally rather than just for friends. Normally watch friends dogs at their place. If we take care of your pup in our home, we will always have 1+ pups that will be other-dog friendly. My wife and I have a small Tosa home but fully fenced-in yard to be able to let them out at any time day or night without worry. We have a small main floor but it has 3-4 dog beds and multiple toys (prefer dogs who are ok with soft toys, as our pup(s) don't rip those up. Will likely prefer caring for your pup in your home, it simply mitigates the crowding in the house and any potential conflicts. If I look after any cats, those would be at your house. We no longer have cats and aren't prepped for that in any way.

Sitter Profile Image: Carolyn C.
Verified Enhanced Background Check
Carolyn C.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
52 reviews
8 repeat clients
15 years of experience
Brookfield, WI, 53005

Carolyn is always concerned about Chica. Today Chica had an upset stomach during the walk and she let me know right away. Carolyn is a rock star.

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Dianne B.
Sitter Profile Image: April & Brad R.
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April & Brad R.
from
$20
per walk
5.0 out of 5 stars
33 reviews
11 repeat clients
10 years of experience
West Allis, WI, 53214

About: My husband and I loved our dog for 10 years. We can’t get another one anytime soon but will love yours like our own. We both had dogs as pets growing up and have cared for a pet for 40+ years. I am an elementary school principal. I am available for full-time care or walking June-August. Outside of that, I’m available full-time on the weekends and evenings during the week. We are available to accommodate personal requests, a safe environment and safe neighborhood. We are looking to provide care for your beloved pet and to help you out when needed.

Sitter Profile Image: McKenna D.
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McKenna D.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
13 reviews
4 repeat clients
2 years of experience
Wauwatosa, WI, 53213

McKenna was great with Randall! Would definitely recommend her!

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Abby
Sitter Profile Image: Taylor J.
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Taylor J.
from
$18
per walk
10 years of experience
West Allis, WI, 53219

About: Not only have I grown up around dogs and cats of all types, I am a professional with 5 years in the boarding and daycare industry. I have worked under vets and certified trainers, and have seen it all. From crazy puppies who need a little extra help potty training, to those senior pups with high medical needs, I am used to handling the needs of every type of dog. I would love the chance to continue to care for pets, and am looking forward to meeting yours! I am currently on the hunt for my next job, so I am available for pet care at most hours every day! Mornings through evenings, I am there for your pet! I take a safe and gentle approach to dogs and their safety. I am respectful of their needs and will let them warm up to me, while keeping a close eye on them at all times. Wether they are a cuddle-bug that wants to sit on my lap all day, or a rough-housing scamp that needs lots of enrichment, I will make sure to attentively care for every need.

Sitter Profile Image: Rachael R.
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Rachael R.
from
$16
per walk
5 years of experience
Bluemound Heights, Milwaukee, WI, 53213

About: I’ve been watching cats and dogs for the last 5 years. Each of my family and friends have an animal and i absolutely adore them! I love watching them when needed and care for them as my own. Your fur baby will be in amazing hands and my goal would be to have them trust me and feel so loved and comfortable with me🫶🏽 I work from home 3 days a week so my schedule is very flexible, as I can stop by any time during those work days! I would love to meet your fur baby before watching them so we can form a relationship before hand! This way, when I enter your home, I am not a stranger to them and they will feel safe with me being in their space.

Sitter Profile Image: Christina J.
Verified Background Check
Christina J.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
116 reviews
31 repeat clients
5 years of experience
Wauwatosa, WI, 53226

Christina was great to work with. We will definitely be working with her again!

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Jonathan H.
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Cannon Park dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Michelle did a fantastic job with Finn! She was attentive, communicative, and sent lots of pictures, which we really appreciated. We will definitely be requesting her for walks in the future.

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Steve S.
Dog Walking
5.0 out of 5 stars

Olivia is an excellent walker. She’s a great communicator and showed up on time and did everything perfectly. She was so nice and complimentary about our dog- so clearly, she’s a great judge of character! I highly recommend booking her for your beloved pet.

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Jane S.
Dog Walking
5.0 out of 5 stars

Caitlyn is Awsome!! My big pup loves her. You can tell that she has a true love for animals. I would highly recommend her and trust her 100 with my big guy.

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Jen Z.
Dog Walking
5.0 out of 5 stars

Charlie was a little nervous at the beginning but Emily was so patient with him and won him over. Thanks so much!

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Erica D.
Dog Walking
5.0 out of 5 stars

Mary is great with our 10 month old Brittany! I’m impressed with her enthusiasm and she is a quick learner of his routines! She is helping us work on training which is so helpful. I would highly recommend Mary!

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Elizabeth H.
Dog Walking
5.0 out of 5 stars

Hailey is fantastic. She has been walking my dog 3 days weekly for over a year and is very reliable. Highly recommend working with her!

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Rebecca M.
Dog Walking
5.0 out of 5 stars

Monsserath stopped in at lunch and walked my puppy. She was great and communicated well! I’d recommend her.

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Becca S.
Dog Walking
5.0 out of 5 stars

Ashley is a lifesaver. She’s extremely reliable and always takes the best care of our dog. She’s responsive and a great communicator. It’s very reassuring when you have someone like her that can be trusted.

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Janessa B.
Dog Walking
5.0 out of 5 stars

We are so lucky we found Kat to walk out dog Shawnee. She is always so excited when Kat comes for her walk.

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Margaret M.
Dog Walking
5.0 out of 5 stars

She has been such an amazing person! I can tell she cares about my dog and she is always easy to reach. When an issue came up, she was able to quickly solve the problem. Always willing to go above and beyond. I cannot recommend her enough to anyone that is searching for someone to care for their pet.

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Lauren B.
Dog Walking
5.0 out of 5 stars

Mili was excellent with my 2 golden doodle pups! She agreed to last minute booking midday. She was prompt, sent me pics, and very trustworthy. Thanks Mili!

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Katie V.
Dog Walking
5.0 out of 5 stars

Caitlin was amazing! She took great care of my dog Coffee and also got some very cute pics of him. Highly recommend as a dog walker!

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Blessing O.
Dog Walking
5.0 out of 5 stars

Tanner did great with our energetic 1-year-old Springer Spaniel. He had good communication skills and was reliable.

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Ed, B.
Dog Walking
5.0 out of 5 stars

Cheryl was prompt, professional and very good with my dog, taking pics and outlining the walk route. Thank you for taking very good care of my dog while we were away. Hope we can request you if we need you again in the future!

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Darren
Dog Walking
5.0 out of 5 stars

We recently moved to the area and needed to find a dog walker for our two dogs. I reached out to Bella, did a meet and greet, and then she walked them three days this week. She is FANTASTIC! Excellent communication, and she provides several pictures. It's clear she loves dogs and I love that. She was also very understanding when we had to cancel the fourth day due to my husband staying home because he was sick. We will definitely be booking with her again!

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Tracy W.
Dog Walking
5.0 out of 5 stars

Alexandra is the best!! She’s been coming to walk and play with my two pups weekly for a few months now. Besides my babies having a great time with her, she has great communication with me, and she really enjoys teaching them new things. She helped give medication and walking my girl pup with a sling after she had a TPLO knee surgery. I am very thankful for Alexandra.

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Jackie A.
Dog Walking
5.0 out of 5 stars

Samantha was great with our dog, Frankenstein! She was timely for our scheduled walks and left Frank a happy boy. Great pictures too!

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Jeff M.
Dog Walking
5.0 out of 5 stars

Anthony took terrific care of my pup Maia! He’s trustworthy & reliable, followed all instructions & was great to work with. And Maia is very reactive around other dogs, but he handled her like a pro. I’ll definitely be using him again!

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Sherrye H.
Dog Walking
5.0 out of 5 stars

Julia is the best! Super reliable, easy to work with, and our dog is totally obsessed with her. We’re lucky to have her — highly recommend!

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Steven D.
Dog Walking
5.0 out of 5 stars

Excellent service!!! He took good care of my dog on her walk. He calmed her down when she got nervous. Arrived on time, gave the report of the walk Would highly recommended Alex with his knowledge of GSD.

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June S.
Dog Walking
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If you’re searching for a Cannon Park dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, dog walkers on Rover respond in under an hour.

Experience can vary widely from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when comparing dog walkers available in Cannon Park.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

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Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.