Dog Sitting in South Milwaukee

Book a South Milwaukee dog sitter to watch your dog in your sitter’s home or yours.

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Top rated South Milwaukee dog sitters

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

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Sitter Profile Image: Christa K.
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Christa K.
from
$15
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Oak Creek, WI, 53154

About: I've loved caring for pets my entire life! My mother was a vet tech who taught me everything I needed to know about caring for animals. I have two senior dachshunds adopted from rescues and have rehabilitated them to be sweet socialized canine citizens. I love dogs and cats of all shapes and sizes. I work a hybrid office job which gives me some flexibility for assisting with your pets! I can walk or visit with your pets in the evenings on weekdays, or anytime on weekends. Your pet will receive care according to their unique needs while I'm visiting with them. Play, feeding, affection, or exercise defined by what you would want to be doing for them yourself.

Sitter Profile Image: Kailey S.
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Kailey S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
254 reviews
58 repeat clients
8 years of experience
Oak creek, WI, 53154

Kailey was a pleasure to work with start to finish. She listens well and you can tell that she really loves to take care of pets. This gave us assurance that while we were overseas on vacation, we knew that our beloved pet would be taken care of with love and compassion and according to our instructions/requests. She went out of her way to take care of other things outside of norm of pet sitting regarding our house, including bringing in the mail, taking care of our trash pickup, watering our plants, and picked up our flag that fell off of the post and put it in our garage for us, etc....Kailey took the time to send updates and pictures of our pet after the pet visits, which helped assure us of his current condition. I highly recommend her for your pet/house sitting needs!

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Chris And Ruth T.
Sitter Profile Image: Shawn J.
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Shawn J.
from
$15
per visit
5.0 out of 5 stars
28 reviews
11 repeat clients
10 years of experience
Oak Creek, WI, 53154

Thank you Shawn! You were easy to work with and I felt Sonny would be very well cared for, I was very happy to find someone close by who was good with large dogs. I would definitely book with Shawn again :)

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Daniel P.
Sitter Profile Image: Teri B.
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Teri B.
from
$35
per visit
5.0 out of 5 stars
110 reviews
41 repeat clients
16 years of experience
St. Francis, WI, 53235

We were so happy with our experience with Teri. She is a great and prompt communicator. We felt so comfortable and at ease while out of town. We will definitely be booking Teri again in the future.

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Anna L.
Sitter Profile Image: Brittany M.
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Brittany M.
from
$25
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
25 years of experience
Cudahy, WI, 53110

About: Hi, I’m Brittany! I’m a lifelong animal lover, foster volunteer, and proud dog mom who understands how important it is to find someone you trust with your pet. I have experience caring for dogs of all ages, sizes, and personalities, including: • Reactive and fearful dogs • Senior dogs • Dogs with medical needs • Multi-dog households • Newly adopted and foster dogs One of my own dogs is reactive and fear-based, so I understand that every dog is different. Some pups are ready to make a new friend immediately, while others need patience, consistency, and space to feel comfortable. I’m happy to meet your dog where they are. Whether I’m stopping by for a drop-in visit or taking your dog for a walk, my goal is to keep their routine as normal and stress-free as possible. I’ll make sure they receive plenty of attention, exercise, potty breaks, playtime, and of course, belly rubs if they’re interested. I’m comfortable administering medications and following detailed care instructions. The little things matter, and I always appreciate learning about your pet’s preferences, routines, quirks, and boundaries before we get started. My schedule is flexible, and I’m generally available for morning, evening, and weekend visits. I’ll always communicate clearly, send updates and photos, and care for your pet as if they were my own. I look forward to meeting you and your pup! My schedule is very flexible, allowing me to accommodate morning, midday, evening, and weekend visits. Whether you need a regular walker, drop-in visits, or occasional help, I’m happy to work with you to find a schedule that fits your pet’s needs. I’m committed to caring for your pet in the way that makes them feel most comfortable. I’ve cared for dogs with a wide range of routines, personalities, and needs, and I know how important it is to stick with what works best for them. Every pet is unique, and I always appreciate a heads-up about any quirks, preferences, or boundaries—those little details make all the difference. Routine is especially important when a new person enters a pet’s space, so I do my best to keep things calm, familiar, and stress-free. At home, my dogs are separated during meals and when given chews. I use gates or kennels when needed to provide structure, downtime, or simply give everyone a break. Otherwise, you’ll usually find them snuggled up on the couch or playing together, with plenty of belly rubs, of course.

Sitter Profile Image: Kayla J.
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Kayla J.
from
$14
per visit
2 years of experience
Oak Creek, WI, 53154

About: As a teacher, patience, responsibility, and building trust are part of who I am every day. I naturally create calm, positive relationships and understand that every dog, just like every child, has a unique personality and deserves individualized care. Since I'm on summer break, I have a flexible schedule and can give your pet the time and attention they deserve rather than rushing through visits. Whether it's an energetic walk, extra playtime, or simply providing companionship, I strive to make every dog feel safe, loved, and comfortable. I know that trusting someone with your pet is a big decision, and my goal is to give you peace of mind by treating your dog like family. 🐾 As a teacher on summer break, I have a flexible daily and weekly schedule, allowing me to prioritize consistent, reliable pet care, walks, and check-ins throughout the day. I care for pets with patience, attention, and love—ensuring they are safe, comfortable, and happy through reliable walks, playtime, feeding routines, and gentle companionship.

Sitter Profile Image: Evangeline M.
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Evangeline M.
from
$15
per visit
5.0 out of 5 stars
1 review
13 years of experience
Cudahy, WI, 53110

About: I’ve had dogs growing up and currently have one myself, I work at dog daycare/boarding facility and have been there for over 2 years now. I absolutely love dogs and have taken care of them my whole life I work part time in the afternoons but am available most days and am always available in the mornings. I’m also available full time on the weekends I would make sure to take care of any safety precautions necessary to keep your pup or pups safe in your home while you are away!

Sitter Profile Image: Kim S.
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Kim S.
from
$25
per visit
5.0 out of 5 stars
50 reviews
17 repeat clients
10 years of experience
Town Of Lake, Milwaukee, WI, 53207

Kim was easy going and great with our two kitties. Highly recommend her for your pets needs while you are on vacation or away from your home. I will be requesting her again for help when we aren’t around to take care of our fur babies !

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Brian M.
Sitter Profile Image: Carolina P.
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Carolina P.
from
$14
per visit
4 years of experience
Oak Creek, WI, 53154

About: I’ve grown up around animals and have experience caring for both cats and dogs. I’ve had two cats in the past and also help dog sit my cousin’s dog from time to time. I’m responsible, patient, and enjoy spending time with pets, whether that’s playing with them, feeding them, or making sure they feel comfortable and cared for. I’m currently in school and work part-time, which gives me flexibility throughout the week for pet care. I’m dependable, communicative, and will make sure your pets are cared for and receive plenty of attention while you’re away. Saturdays I’m available after 12pm. Sundays I’m available after 10am. Weekdays I’m available 7am-11am & 7pm-8:30pm I always try to create a calm and safe environment for pets. I pay close attention to instructions from pet owners, including feeding schedules, walks, medications, and routines, to make sure pets stay comfortable and happy in their usual environment.

Sitter Profile Image: Sean T.
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Sean T.
from
$13
per visit
15 years of experience
Oak Creek, WI, 53154

About: I have been taking care of dogs almost my whole life. Whether it was my family dog or checking in on others dogs while their family went on vacation. I do work full time M-F 7:30am till 6pm at night. I am typically free on the weekends outside of schooling which is only a couple hours a day. By caring for pets in my clients home, I first take them outside to do their business right away and stretch their legs. I always make sure there is water in their bowl and food as explained by my client. If taking on walks I try to stay local unless the family has a preferred route the dog likes.

Sitter Profile Image: Alberto D.
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Alberto D.
from
$20
per visit
5 years of experience
Oak Creek, WI, 53154

About: I am available all day and night to help with your petcare needs! I would love to play with them and help you out while you're away! My availability is very open and I would love to help you out with your pet. I'm very gentle and loving with all animals. I've helped my fiance many times with dog walks and kitty cuddles and loved it! Just let me know how you take care of your pet and I will do my best to mirror that! I want your pet's nerves to be calm as I'm sure they'll already be a little stressed with your absence.

Sitter Profile Image: Rae S.
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Rae S.
from
$14
per visit
20 years of experience
South Milwaukee, WI, 53172

About: I’m well known for being THEE animal lover among my family, friends, and co-workers. I currently have a senior cat, CeCe. I lost both of my senior dogs this year, Ami and Austin, which is what brought me to Rover. I miss hanging out with dogs and going for walks, whether I’m taking the dog for a walk or they are taking me 😊 I’ve had many animals throughout my life and have cared for other's dogs, cats, birds, fish and various small animals/reptiles. I would love to give your pet some love and fill my own cup while doing it. I work full-time and have a child, but I would love to drop in on and/or walk your pet in my free time. I am most often free in the evening on weekdays and various times during the weekend. I will make sure your dog always has on their collar and is on leash. I have had runners of my own, so I am extra cautious. I am also tidy and clean, so I will ensure to take care of any messes your pet or I make while caring for them.

Sitter Profile Image: Carolina G.
Verified Enhanced Background Check
Carolina G.
from
$35
per visit
4.9 out of 5 stars
35 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: Mia M.
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Mia M.
from
$20
per visit
5.0 out of 5 stars
22 reviews
5 repeat clients
15 years of experience
Avenues West, Saint Francis, WI, 53235

Mia dropped in to take care of my cats when I was out of town. She did a great job trying to make them feel comfortable and keep up their normal routine. It was also great to know that someone was there to check in with them. She sent check-in pictures of the cats and they even warmed up to her being there. It was wonderful to have Mia take care of the cats.

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Kelly F.
Sitter Profile Image: Rachel L.
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Rachel L.
from
$20
per visit
5.0 out of 5 stars
20 reviews
2 repeat clients
10 years of experience
Oak Creek, WI, 53154

Rachel was absolutely amazing with Nala. From the moment we met her, I could tell she genuinely loves animals and would treat Nala like her own. She kept me updated throughout , which really put my mind at ease. I highly recommend Rachel to anyone looking for a trustworthy, caring sitter. She’s a true gem, and we’ll definitely be booking with her again!

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Kim O.
Sitter Profile Image: Alex M.
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Alex M.
from
$30
per visit
4.6 out of 5 stars
83 reviews
19 repeat clients
10 years of experience
Cudahy, WI, 53110

Alex really bonded with our cat, keeping him happy and healthy while we were on vacation. She kept us updated throughout and was a pleasure to do business with.

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Eric B.
Sitter Profile Image: Brooke R.
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Brooke R.
from
$15
per visit
6 years of experience
South Milwaukee, WI, 53172

About: My name is Brooke and I work with animals in my current career. I have been house/pet sitting for many years, and grew up watching all of our neighbors pets! I have prior experience with animal training and care in my day to day life. Having grown up with multiple dogs, I quickly became interested in volunteering at my local humane society. I would love to get to know your furry friends! There’s nothing better than seeing happy and healthy pets feel good, whether that be with a great walk, a nice cuddle puddle, or even something as small as checking in and a belly rub. Whatever fits your pet’s personality, I’d be happy to accommodate! :) I work full time, but am often available on weekends, mornings, and after work hours. I am flexible, and open to short term check ins or longer visits. I do not currently have any pets in my home, and am not able to host dogs for the foreseeable future due to housing constraints. I absolutely love and respect the space and comfort levels of all animals, as empathy is a major component of my daily career. I would love to work with animals of all ages, needs, and personalities.

Sitter Profile Image: Catharina T.
Verified Enhanced Background Check
Catharina T.
from
$20
per visit
3 years of experience
Oak Creek, WI, 53154

About: My sister is veterinarian, so I always helped her in her job, taking care of the dogs and cats, mostly clean, help to collect some exams, take medicines, available their health and walking with them when the owners need to leave, or with they was in the hotel or day care for pets. I have a dog and just save some other dogs, this kind of job is really good for me, makes me happy,comfortable when I’m with the animals, I don’t have problems with the weight or size because I’m muscle, so eith you some funny and really energetic, that’s me! And I’m sure your pet will love spend some time with me because I’m love for animals and they put a smile in my face. I work full-time and fully remote, but I’m off work at 3pm and I have a lot of free time on the weekends. I live in a place with a dog park, which can be an option if you would like me to sit in my house. I’m also in school, finishing my last year in Master’s in Business Analytics. I live in an apartment with space for your pet but I have my own car to drive to your place. I would be open for any opportunity that would serve you better.

Sitter Profile Image: Amber E.
Verified Background Check
Amber E.
from
$14
per visit
4 years of experience
South Milwaukee, WI, 53172

About: I’ve taken care of my dogs my whole life and about 4 years ago I dog sat for other families who trusted me to take care of their pets. I love to go for long walks and hikes and have lots of playtime. I currently have a family who I dogsit for when they are on vacations or away for long hours. I’m currently going to college full time, so I can come throughout the day and I have extra free time to take your dog on long walks In my home, I do not have a fenced yard, so I am used to keeping dogs on leashes and making sure they are safely secured if going outside, if they need leashes.

Sitter Profile Image: Emily C.
Verified Enhanced Background Check
Emily C.
from
$15
per visit
2 years of experience
Oak Creek, WI, 53154

About: Currently work at a dog daycare and boarding facility. I’ve always taken care of family/ friends dogs, I’m confident in basic commands and walking with a well trained dog! I’m currently working part time, so I am pretty available! I don’t have a set schedule for sitting or walking but shoot me a text and I’ll try my best to be there! I always keep my dogs fenced and crated when I can’t have my eyes on the them. Otherwise my cats are free to roam inside!!

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South Milwaukee dog parents share their Rover experiences

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5.0 out of 5 stars

Julia has been helping me transition my new 5 month lab/boxer puppy to his new home with her drop in visits. She’s very eager to help practice basic commands, crate train, and get my pup comfortable walking around his new neighborhood. Julia asks great questions, communicates quickly, is flexible, and made me feel comfortable leaving my pup for the first time!

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Hailey C.
Drop-In Visits
5.0 out of 5 stars

Blythe is so patient with Miley! She’s very conscientious of Miley’s needs which is so important to me!

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Robin F.
Drop-In Visits
5.0 out of 5 stars

We have been using Stephanie for consistent visits with our new puppy. She has been flexible, is always very communicative, and does a great job with him. Highly recommend.

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John B.
Drop-In Visits
5.0 out of 5 stars

Thanks River, for your care of our boys! They are so calm and content when we get home when you've done drop-in visits when we're gone! It is such a relief!

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Bobbie G.
Drop-In Visits
5.0 out of 5 stars

Melana is an amazing caretaker for our dog :) She is timely, communicative, and responsible! We would highly recommend Melana to any dog owner.

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Lauren C.
Drop-In Visits
5.0 out of 5 stars

I had an amazing Rover experience with Lacie!! She was extremely nice, timely in her responses and professional. She took great care of my dog and I couldn’t be more thankful for her help. You should definitely book Lacie ☺️

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Katie S.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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 dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Dog Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a South Milwaukee dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter 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 sitters about your booking. Typically, dog sitters on Rover respond in under an hour.

Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in South Milwaukee.

Rover makes it easy to find South Milwaukee dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter 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 sitter 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 sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.