Dog Walking South Milwaukee

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

End
Search

Over 91
pet parents in South Milwaukee have booked dog walking

South 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.

1 / 1
Sitter Profile Image: Cory S.
Verified Enhanced Background Check
Cory S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
176 reviews
43 repeat clients
13 years of experience
South Milwaukee, WI, 53172

Cory was great! Jasper really responded to him well and he really took the time to listen to me. He is very communicative. Will definitely have him back! Ty!!

Profile image
Kelly J.
Sitter Profile Image: Emma G.
Verified Enhanced Background Check
Emma G.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
5 reviews
4 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

Emma is amazing with my senior dog as well as my younger dog. She is super sweet, responsive and communicative, and reliable!

Profile image
Lauren W.
Sitter Profile Image: Carmen K.
Verified Enhanced Background Check
Carmen K.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
68 reviews
14 repeat clients
25 years of experience
Caledonia, WI, 53402

Carmen has been great! She filled in for my normal walker twice now and was timely both days. She sent pictures and a brief explanation of their walk and my pup was tired out after each walk. Can’t wait to use her again!

Profile image
Tim B.
Sitter Profile Image: Anna S.
Verified Background Check
Anna S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
15 reviews
2 repeat clients
5 years of experience
Oak creek, WI, 53154

About: As a dog lover my whole life, I wasn't able to get one of my own until a year and a half ago. Having our golden retriever Tommy has completely changed my life for the better! I absolutely love dogs of all kinds and enjoy being outdoors and playing with them. I work full time remotely, so I am extremely available and flexible to your schedule. I can accommodate any needs and have experience with both puppies and senior dogs, and everywhere in between. Tommy has been professionally trained and gets along great with other dogs. We are able to keep dogs in our apartment if needed, and have lots of parks and sidewalks near by for exercise. I currently work from home full time, so I am very flexible for your pets needs. I currently keep our golden retriever active (as he very much needs it!) and would love to add another dog to the bunch if needed. I live in an apartment but have lots of access to local parks and walking trails. I am available for drop-in visits and walks as well.

Sitter Profile Image: Daniel B.
Verified Enhanced Background Check
Daniel B.
from
$20
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
30 years of experience
Caledonia, WI, 53402

About: I’ve been caring for animals all my life. It’s something that I’ve always loved doing. From fragile kittens to senior Dogs and vice versa. You need to know that your loved ones are cared for with love and that comes with experience and real love for our 4 legged furry family members. Now a senior myself I’m hoping to care for the next generation of pets for others. CATS and DOGS. Walks, interactions, fun and safe care. My yard is fenced in with toys and fun for CATS and DOGS a friendly caring environment for all. Safe and secure. A place they will love.

Sitter Profile Image: Kailey S.
Verified Enhanced Background Check
Kailey S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
271 reviews
65 repeat clients
8 years of experience
Oak creek, WI, 53154

Kailey has been amazing for our puppy Cooper!!! She leaves very detailed notes for us on the walks and we LOVE the pics she takes for us! She understands his quirks and works so well with him!!!

Profile image
Kristin T.
Sitter Profile Image: Stephanie R.
Verified Enhanced Background Check
Stephanie R.
from
$20
per walk
5.0 out of 5 stars
200 reviews
36 repeat clients
4 years of experience
South Milwaukee, WI, 53172

We were very nervous but just because our dogs are reactive and a little bad at meeting people. Stephanie was great! she handled them so well, they were sad when she left which for us is a great sign.

Profile image
Aidimarie V.
Sitter Profile Image: Elba M.
Verified Enhanced Background Check
Elba M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
187 reviews
67 repeat clients
6 years of experience
Cudahy, WI, 53110

Elba is fantastic! She took such amazing care of our pup! She truly cares for the animal and spends such quality time with them to make sure they get all the love. Cannot recommend enough!!

Profile image
Julia F.
Sitter Profile Image: Samantha S.
Verified Enhanced Background Check
Samantha S.
from
$16
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Bay View, Milwaukee, WI, 53207

About: No kids or pets of my own and a big Jeep means my outdoorsy lifestyle is open and flexible for your fur babies. I'm experienced with dogs from all walks of life. You name it, I'm down for it. I have confident experience with reactive dogs and big breeds especially. I'm a part time barista, working mostly evenings, so morning and mid-day walks work best for me. I am available for night walks after work as well, if that works for your schedule. Weekend boarding is best with advance notice, as I occasionally pick up Friday and Saturday shifts at the coffee shop. I live on the second floor with access to a fenced in backyard. Hardwood floors in home. No kids or other pets of my own. I do have houseplants if your dog is sensitive to soils, fungus, or has a history of plant eating. Crating is an option I'm comfortable with if that's what helps your furry friend feel safe, though my ideal set up is to share my whole space and enriching lifestyle with your pup, or to visit them in their home where they're already comfortable. I'm mobile with the Jeep as well, so we don't have to stick to my neighborhood if your dog is reactive and needs some extra space.

Sitter Profile Image: Gianpaolo U.
Verified Enhanced Background Check
Gianpaolo U.
from
$15
per walk
5.0 out of 5 stars
4 reviews
18 years of experience
Oak Creek, WI, 53154

From the moment we met Gianpaulo we knew!! He bonded immediately with Stanley! He very, very conscientious, very warm and an absolute joy to have around our dog! Cannot recommend him enough!

Profile image
Lynette G.
Sitter Profile Image: Abigail B.
Verified Enhanced Background Check
Abigail B.
Star Sitter
from
$40
per walk
5.0 out of 5 stars
71 reviews
16 repeat clients
18 years of experience
Muskego, WI, 53150

Very sweet to the puppy and takes her on good length walk. Also takes her out back to potty if she doesn’t go on the walk (which she never likes doing). Also is great about coordinating times.

Profile image
Shannon B.
Sitter Profile Image: Laurie P.
Verified Enhanced Background Check
Laurie P.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
119 reviews
49 repeat clients
36 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Wonderful Rover experience! Everything you would want when considering someone to care for your fur baby - Laurie is very responsive, professional, genuine, and caring. 10/10, will definitely use her services again and would recommend.

Profile image
Katelyn K.
Sitter Profile Image: Joseph F.
Verified Enhanced Background Check
Joseph F.
Star Sitter
from
$22
per walk
4.9 out of 5 stars
52 reviews
9 repeat clients
25 years of experience
Oak Creek, WI, 53154

My pets love have Joseph around. He was the only dog walker that accepted my dog for late night walks as I work. Wouldn’t recommend anyone else!

Profile image
Keanna E.
Sitter Profile Image: Tiffany B.
Verified Enhanced Background Check
Tiffany B.
from
$15
per walk
5.0 out of 5 stars
36 reviews
8 repeat clients
4 years of experience
Mt Pleasant, WI, 53405

Tiffany provides excellent walking services for our high-energy Nala. Would definitely recommend and plan on continuing walking and drop-in services.

Profile image
James C.
Sitter Profile Image: Lilyia S.
Verified Enhanced Background Check
Lilyia S.
from
$20
per walk
5.0 out of 5 stars
58 reviews
13 repeat clients
18 years of experience
Bay View, Milwaukee, WI, 53207

Lilyia was so great! She was super responsiva and communicative and took our walk requests on last minute notice.

Profile image
Courtney & Jack J.
Sitter Profile Image: Berenice B.
Verified Enhanced Background Check
Berenice B.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
275 reviews
112 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice was great with our pup! She quickly gained her trust with treats and wiped her paws off after walking in the snow. She was on time and respectful of our home. Will definitely use Berenice again!

Profile image
Katy L.
Sitter Profile Image: Carolina G.
Verified Enhanced Background Check
Carolina G.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
38 reviews
8 repeat clients
9 years of experience
Cudahy, WI, 53110

About: Welcome! With a passion for animals and years of experience, I have developed a strong connection with pets of all breeds, and the feedback from my clients speaks for itself. I offer affordable pricing without compromising on the quality of care, ensuring that your pet receives the love and attention they deserve. Regarding my availability, I do have a six-year-old son who will be with me occasionally, and prior to booking, it is important to consider accepting him as part of the agreement. This does not affect the quality of care, as I ensure both my son and your pet are happy and safe. Safety and trust are my top priorities. I am always mindful of your pet’s well-being, whether we’re out for a walk or spending time together at home. If we encounter other pets, I’ll ensure that the experience is positive and safe. I also respect the privacy of pet owners and follow all instructions carefully, making sure to create an environment where both pets and owners feel comfortable. Homes with cameras are always welcome, and I take great care in maintaining an open line of communication.

Sitter Profile Image: Vanessa B.
Verified Background Check
Vanessa B.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
82 reviews
31 repeat clients
5 years of experience
Burnham Park, Milwaukee, WI, 53215

Vanessa has been walking my dog regularly for several weeks now and I couldn’t be happier with her help. She’s been very patient and loving with my dog, flexible on the schedule, and provides great walk reports and pictures. Thanks, Vanessa!

Profile image
Lily D.
Sitter Profile Image: Piper S.
Verified Enhanced Background Check
Piper S.
from
$13
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Bay View, Milwaukee, WI, 53207

About: Hi! My name is Piper and I am a huge pet lover! I’ve grown up with dogs and frequently pet sit for friends and family. I am reliable, communicative, and passionate about providing the best support to your furry friends. I have this summer off from work, so I have lots of availability! I’m primarily offering house sitting, dog walking, and drop-in visits I will follow any routines/rules that you have with your pet and your home. I’m very communicative to ensure I can provide the best support for your pet. I love to send photos and any updates!

Sitter Profile Image: Camille R.
Verified Enhanced Background Check
Camille R.
from
$25
per walk
5.0 out of 5 stars
15 reviews
3 repeat clients
5 years of experience
Saint Francis, WI, 53235

I didn’t personally meet Camille but Nala my husky seemed happy after the walks ?

Profile image
Seema P.
1 / 1
View more

The median cost per walk for dog walking in South Milwaukee is $20

Dog parents share their Rover experiences - South Milwaukee

1 / 1
5.0 out of 5 stars

Carla is amazing and I would definitely recommend her to anyone who is looking for someone to care for their pups. My dogs, Ellie and Willow, loved their walks with them an would look forward to seeing her every morning and evening.

Profile image
Alyssa K.
Dog Walking
5.0 out of 5 stars

Hannah was my walker for 7.5 years before I moved away from the area. I couldn't recommend her highly enough! She is punctual, reliable, and you can trust her to treat your pets like they are her own.

Profile image
Nick L.
Dog Walking
5.0 out of 5 stars

My pets love have Joseph around. He was the only dog walker that accepted my dog for late night walks as I work. Wouldn’t recommend anyone else!

Profile image
Keanna E.
Dog Walking
1 / 1
Find pet care near you

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. 1. Search

    Browse profiles of walkers near you who offer dog walking
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog walking - South Milwaukee

Select a filter and find qualifying sitters offering dog walking.

Sitters in South Milwaukee average 3
repeat dog walking clients

FAQs for Dog Walking - South Milwaukee

Frequently asked questions about Rover

The average cost for Dog Walking in South Milwaukee on Rover is $22.2 per walk (as of August 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 August 2026, there are 2,233 sitters on Rover offering Dog Walking across South 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 South 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 South 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 South 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge