Pet Sitting South Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 160
pet parents in South Milwaukee have booked pet sitting

South Milwaukee, Find top rated pet sitting

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: Cory S.
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Cory S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
175 reviews
41 repeat clients
13 years of experience
South Milwaukee, WI, 53172

Cory was outstanding and went above and beyond in his care for our cat. We are beyond thrilled at how attentive and communicative Cory was with us, even stopping by on off days to check on our cat and take out our garbage. We highly recommend him and will use his services again!!

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MKE Y.
Sitter Profile Image: Rachel G.
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Rachel G.
from
$13
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
South Milwaukee, WI, 53172

About: I have had dogs my whole life, have helped train family pets, and am certified as a Comfort Dog handler. I have watched dogs from the wee size of a Chihuahua to big fluffy Newfoundlands. I love using patience and kindness to ensure your pups safety and well-being. I agrew up with the high energy of Border Collies, both young and older. I have dogsat at someone's house up to 5 dogs at a time, with varying food needs and medications. I try my best to be flexible and up for anything you need to ensure your furry friend is taken care of the same way I would care for my own. From walks, to watching them in my home, I am here to help you remain confident in your dog's care. For boarding, I do have two dogs that live in residence and would be available for a meet and greet prior to booking. I work a hybrid schedule, so some days I am fully working from home and other days I am in the office and usually pop home in the early afternoon to let my dogs out and finish the day working from home. Dogs get fed before I start work and dinner when I finish. If I work from home I usually take a break outside at some point to play with the pups and after work we can do walks or dog park or hanging out in the yard. I have a fenced yard and two other pups in the home who are relatively chill. Dogs are allowed on the furniture and get lots of snuggles. My own dogs are crate-trained but rarely use them. They are often left on the living room couch when I leave, with a baby gate keeping them in. Can use crates if needed, I own a size small and a size large. My dogs are 25 and 12 pounds. The smaller of the two is a rescue and is extremely chill and friendly to all other dogs. The bigger dog can be sensitive with other dogs sniffing his butt but the most he does is bark at them to move away. He usually minds his own space and doesn't play with other dogs much but also doesn't bother them.

Sitter Profile Image: Anna S.
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Anna S.
from
$15
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
5 years of experience
Oak creek, WI, 53154

Anna is the best and took great care of my dog, Sammy! Sammy loves her very much and looks so happy in all his photos!

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Andy P.
Sitter Profile Image: Jack S.
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Jack S.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
31 reviews
9 repeat clients
7 years of experience
Cudahy, WI, 53110

Jack was so patient and understanding with our nervous Luna. Would highly recommend.

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MKE Y.
Sitter Profile Image: Elba M.
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Elba M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
186 reviews
66 repeat clients
6 years of experience
Cudahy, WI, 53110

Elba was amazing. We have 2 cats who both need medication, and one is a little spitfire. She was reliable and managed to give the cats their meds twice a day as we asked! Her pictures were wonderful too.

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Tasha A.
Sitter Profile Image: Stephanie R.
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Stephanie R.
from
$20
per visit
5.0 out of 5 stars
194 reviews
35 repeat clients
4 years of experience
South Milwaukee, WI, 53172

Stephanie is very responsive and patient. She is very caring and great with my dogs. On their first visit with her, my one dog, Panda, has already bonded really well with her and he didn’t want her to stop petting him. We’re very happy that we chose Stephanie to sit for us and am looking forward to having her sit for us more.

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Angelo C.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
206 reviews
70 repeat clients
7 years of experience
South Milwaukee, WI, 53172

My dog adores Blythe ever since his first stay with her! She is super flexible and gives lots of updates. She’s my new first choice of dog sitter!

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

Kailey was a great fit for our dog. Took her on multiple walks before and after each meal. We appreciated the thorough updates with plenty of pictures for each visit. Will definitely be having her back again for our future trips.

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Matthew S.
Sitter Profile Image: Courtney B.
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Courtney B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
78 reviews
11 repeat clients
38 years of experience
St Francis, WI, 53235

Courtney is wonderful! She has helped me out in a pinch a couple of times now and is so wonderful with my senior dog, Miley! I highly recommend her.

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Robin F.
Sitter Profile Image: Angela S.
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Angela S.
from
$12
per visit
5.0 out of 5 stars
25 reviews
8 repeat clients
2 years of experience
Cudahy, WI, 53110

We have hired Angela twice, and would love to have her again. We have 2 very shy cats and they actually come out and play with her. Angela is very thorough and gives us updates with pictures during every visit.

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Sean P.
Sitter Profile Image: Julia R.
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Julia R.
from
$23
per visit
5.0 out of 5 stars
22 reviews
7 repeat clients
2 years of experience
Cudahy, WI, 53110

Julia has been SUCH a huge help to me with my dog Payton. She’s very responsive, reliable, kind, sends the cutest pics while I’m away at work and takes amazing care of P. I would recommend her for any service you may need :)

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Katie S.
Sitter Profile Image: Melana R.
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Melana R.
from
$15
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
7 years of experience
Oak Creek, WI, 53154

About: As a lifelong dog owner, I’ve cared for pups of all sizes, ages, and personalities. From playful puppies to senior dogs, I’ve learned how to tune in to their needs and routines. I treat every dog like my own — with patience and love. Animals have always held a special place in my heart. Your furry friend will feel right at home with me. Dog sitting is more than just watching pets — it’s about creating a safe, loving space while their owners are away. I stick to each dog’s routine, give them plenty of attention, and make sure they feel calm and cared for. I have open availability during weekdays, making scheduling easy and flexible for you. Whether caring for pets in my home or yours, I make sure they feel safe, loved, and comfortable. In my home, pets have space to relax, play, and feel at ease. When I’m in a client’s home, I respect the space and treat it like my own, making sure your pet is happy, well-fed, and never lonely.

Sitter Profile Image: Emily C.
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Emily C.
from
$15
per visit
5.0 out of 5 stars
1 review
2 years of experience
Oak Creek, WI, 53154

Emily did a great job taking care of my kitty when I was gone. No issues, very professional and nice.

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Tyler H.
Sitter Profile Image: Monique J.
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Monique J.
from
$20
per visit
20 years of experience
South Milwaukee, WI, 53172

About: I've had cats my entire life. I enjoy being a cat mom. I would care for your cat like they were my own. I'm experienced with giving medications. I'm not able to provide boarding but will come to your home daily. I'll provide fresh water, food, brushing, playtime and cuddles, if that's what your cat enjoys. I can also send photos to you while you're away. Additional items I will handle while cat sitting are bringing mail in and watering plants. I also have experience with small animals such as pet mice, Guinea pigs, and rabbits. I hope you'll consider me to care for your fur babies while you're away. Some of my personal hobbies are : CATS , Geo Caching, nature walks and collecting beach glass.

Sitter Profile Image: Sarah A.
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Sarah A.
from
$20
per visit
20 years of experience
South Milwaukee, WI, 53172

About: I’ve had cats, dogs, and small mammals in my home since I was a kid, so caring for animals truly comes naturally to me. I currently have two dogs — a male black Lab and a female Springer Spaniel — I personally potty trained my Springer and taught both dogs general obedience. I also have experience safely introducing new cats to other cats and to dogs, and I understand the importance of slow, structured transitions. I’m attentive to body language, routines, and each pet’s unique personality. Whether your pet needs structure, playtime, or cuddles, I treat every animal like my own — with patience, consistency, and lots of love. 🐾💛 I am available to assist with walks or potty breaks on weeknights after I get off work around 5pm. I have more open availability on the weekends, as I am off of work from my regular job. On weekends, I can also assist with overnights at my house on Friday and Saturday or hosting during the day. I provide a safe, loving home environment for your pet while you’re away! We have a fully fenced yard (4-5ishft) for supervised play and hardwood floors for easy cleanup. I have a gentle five-year-old daughter who is very comfortable around animals, and my husband. We have two dogs: a male black lab (not neutered) and a female springer spaniel (spayed). If your pet prefers their own space, my dogs can be kenneled in our finished basement, and kept separate to ensure everyone is comfortable. Pets are welcome to snuggle on the furniture or use a cozy pet bed. I provide food and water bowls — you just supply the food. My goal is to make your pet feel right at home!

Sitter Profile Image: Hannah K.
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Hannah K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
570 reviews
235 repeat clients
20 years of experience
Cudahy, WI, 53110

Hannah did so great with my dogs. One of them is a dog I am fostering who has some special care needs and Hannah went above and beyond in handling. Highly recommend.

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Allie & Raymond S.
Sitter Profile Image: Kylie R.
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Kylie R.
from
$15
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
Oak Creek, WI, 53154

About: I have grown up with dogs and absolutely love them. I enjoy taking walks and playing outside with them. When I watch dogs I make sure they are fed and have enough water and make sure that they have there energy put to good use. If you dog likes to go on long walk or short ones I will enjoy it. If you pet needs extra loving care I can provide that. If you are puppy training I will bring a bag of treats outside and on walks to reward them for going outside. I also will leave your house just as you left it and clean up after your pet. I look forward to spending time with your furry companion. I will go above and beyond to make your dog happy. I have experience with all ages and if your dog needs extra care I will be able to provide for them. I have given meds to dogs before and would do anything for you companion. If you have any questions or concerns please feel free to contact me.

Sitter Profile Image: Kristin K.
Verified Background Check
Kristin K.
from
$32
per visit
5.0 out of 5 stars
30 reviews
14 repeat clients
15 years of experience
South Milwaukee, WI, 53172

About: I am an active person who enjoys the company of dogs. I am big into outdoors activities (i.e. running, hiking, etc) and when watching a dog will give my full attention to them. I live in an area that is close to parks, woods and near to the lake) I have always owned a dog. (pomeranian, german shepard/huskie and keshound growing up and currently co-own a Siberian Huskie (she does not live at my home) I feel I have a strong knowledge of the care of dogs. I have watched my sister's dogs on many occasions. One of the two dogs has epilepsy and I now know how to manage dogs with medical conditions. I will be as accommodating as possible to meet your needs as the pet care provider. I am willing to just come check on the dog, take them for walks, and longer care needs.

Sitter Profile Image: Aria W.
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Aria W.
from
$20
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
South Milwaukee, WI, 53172

I would absolutely recommend Aria to anyone! She was very kind and did a great job communicating.

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Dani L.
Sitter Profile Image: Loribeth C.
Verified Enhanced Background Check
Loribeth C.
from
$15
per visit
12 years of experience
South Milwaukee, WI, 53172

About: I’ve been around dogs most of my life and have had my own since I was 10, so caring for them comes naturally to me. I’ve also taken care of friends’ dogs, gaining hands-on experience with different personalities and needs. I’m comfortable with both big and small dogs, including those who may be anxious or need a little extra patience. My goal is to make every dog feel safe, loved, and at ease while they’re in my care :) I’m available throughout the week and work remotely, which allows me to easily adjust my schedule for walks, potty breaks, and attention. I currently have a dog, so I only accept friendly dogs. When caring for pets in my home, I provide a safe, clean, and calm environment where they can feel comfortable and part of the routine. I follow their usual schedule as closely as possible, including feeding times, walks, playtime, and any specific instructions. Since I have a dog, I make sure all pets are properly introduced and only accept dogs that are friendly with others.

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The median cost per visit for pet sitting in South Milwaukee is $20

Pet parents share their Rover experiences - South Milwaukee

1 / 1
5.0 out of 5 stars

Emily did a great job taking care of my kitty when I was gone. No issues, very professional and nice.

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Tyler H.
Drop-In Visits
5.0 out of 5 stars

Anna takes great care of Sammy! She takes great photos of him too! I save all of them to my camera roll!

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Andy P.
Drop-In Visits
5.0 out of 5 stars

Super thankful for Carla! She responds quickly, sends me updates and pics, and takes her time to make my cat comfortable. Thank you!!

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

Elba was amazing. We have 2 cats who both need medication, and one is a little spitfire. She was reliable and managed to give the cats their meds twice a day as we asked! Her pictures were wonderful too.

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Tasha A.
Drop-In Visits
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

Miranda did an awesome job watching Abby. She even brought the kids over to keep her company. Highly recommended. Thank you so much!

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Tyler H.
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
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  • 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?

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  • 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 sitters who will treat your pets like family

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Popular requests for pet sitting - South Milwaukee

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Sitters in South Milwaukee average 6
repeat pet sitting clients

FAQs for Drop-In Visits - South Milwaukee

Frequently asked questions about Rover

The average cost for Pet Sitting in South Milwaukee on Rover is $16.05 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Sitting 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 Pet Sitting. For more information on service fees, click here .

As of July 2026, there are 2,286 sitters on Rover offering Pet Sitting across South Milwaukee. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a South Milwaukee stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter 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 .

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.

Yes, you can find sitters who have experience with handling special pet needs in South Milwaukee. On Rover:

  • 92% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 95% 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 pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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 sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters 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 sitter.

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