Pet Sitting in 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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Top rated South Milwaukee pet 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: Cory S.
Verified Enhanced Background Check
Cory S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
172 reviews
39 repeat clients
13 years of experience
South Milwaukee, WI, 53172

I actually needed an unconventional dog related service for my wedding (taking my dog home after the ceremony) and Cory was more than accommodating! He was great with Lola, patient to wait when we were delayed and did everything I asked for. Definitely would hire again if needed.

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Nicole V.
Sitter Profile Image: Elba M.
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Elba M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
185 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: Julia R.
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Julia R.
from
$23
per visit
5.0 out of 5 stars
21 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: Hannah K.
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Hannah K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
565 reviews
234 repeat clients
20 years of experience
Cudahy, WI, 53110

Hannah is fantastic. She comes in at about the same time every day and spends quality time with my cats—she feeds and medicated them. They are old boys now—15 and 16–and they are always well cared for.

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Gillian R.
Sitter Profile Image: Lauren F.
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Lauren F.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
16 years of experience
Oak Creek, WI, 53154

Lauren was absolutely amazing. She was adaptive to our animals. This was my first rover experience and I wouldn’t think twice of using the service again; hoping for Lauren. She was amazing, responsive and professional!

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Sarah B.
Sitter Profile Image: Rachel G.
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Rachel G.
from
$13
per visit
5.0 out of 5 stars
3 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: Stephanie R.
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Stephanie R.
from
$20
per visit
5.0 out of 5 stars
186 reviews
34 repeat clients
4 years of experience
South Milwaukee, WI, 53172

Stephanie was absolutely wonderful with our pets. It’s so nice to know that they’re in good and trustworthy hands! She sent pictures with every check-in, which was much appreciated!

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Ethan M.
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: Blythe R.
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Blythe R.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
203 reviews
69 repeat clients
7 years of experience
South Milwaukee, WI, 53172

Blythe is an awesome sitter! She was so patient with my anxious kitty and sent me daily images (mostly of her hiding) and reports to keep me up to date. I will definitely ask Blythe to sit for us again! :)

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Rachel T.
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
8 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: Joseph F.
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Joseph F.
Star Sitter
from
$17
per visit
4.9 out of 5 stars
40 reviews
9 repeat clients
25 years of experience
Oak Creek, WI, 53154

I wasn't sure what to expect from my two.. but everything was great! I love the pics and the "bathroom" updates. Joe is great with the "big one..Seamus" and the "little one" warmed up after she realized Joe had food...lol!

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Jodie N.
Sitter Profile Image: Lucy K.
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Lucy K.
from
$14
per visit
3 years of experience
Cudahy, WI, 53110

About: I’ve been doing pet sitting since I was 13, whether it was just stopping by to feed and play with them to spending nights keeping watch on them and my neighbors home. I work part time as a hairdresser in Kenosha so my schedule is very flexible and free to spend time and take good care of your fur babies. I have a 5 month old cat who stays inside my apartment and has plenty of scratching posts and toys. I’m working on getting her to wear a collar just incase she runs out but she seems to know how to take it off herself.

Sitter Profile Image: Ashley N.
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Ashley N.
from
$15
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
25 years of experience
North Scottsdale, Cudahy, WI, 53110

This was our second time booking with Ashley — she’s THE PERFECT sitter! She followed our instructions with great care and sent detailed updates each visit. She went above and beyond to make sure our kitties had quality attention, which we very much appreciated!! We’d highly recommend her to anyone feeling nervous about leaving their pets behind on vacation!

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Cameron Y.
Sitter Profile Image: Anna S.
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Anna S.
from
$15
per visit
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 since my schedule is very flexible.

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

Courtney is AMAZING! She’s always so willing to help when we need her and my pup adores her! So glad we have someone like her that is willing to help us when we need it.

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Jenna P.
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: River W.
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River W.
from
$15
per visit
5.0 out of 5 stars
21 reviews
8 repeat clients
2 years of experience
South Milwaukee, WI, 53172

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.
Sitter Profile Image: Kelsey F.
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Kelsey F.
from
$15
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
15 years of experience
Cudahy, WI, 53110

We could not more highly recommend Kelsey. She’s incredibly kind and trustworthy. She went above and beyond to take care of our dog, Basil, while we were away without us ever asking. It was obvious in the pictures she sent that Basil loved her as well. We could not ask for more. Thank you, Kelsey!!

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Audrey J.
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: Charlotte W.
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Charlotte W.
from
$13
per visit
4.7 out of 5 stars
5 reviews
1 repeat client
8 years of experience
South Milwaukee, WI, 53172

About: I'm Charlotte, your pet’s new best friend! I love getting outside for walks, playing fetch, and giving plenty of belly rubs. I’m patient, nurturing, and attentive to each pet’s personality — whether they’re energetic and playful or more laid-back and cuddly. I’ll treat your pet like one of my own and make sure they feel safe, loved, and totally spoiled while you’re gone! I live a very active lifestyle, I love walks in the park, trails and the beach! I have 2 dogs of my own maltipoo (5) and teddypoo (3) who are good with other dogs but would prefer to do drop in visits/walks for neighbors as I have a little one now and would like to help neighbors while also getting my steps in and fresh air out of the house! Can’t wait to hear from you! I am at home during the day and would love a good excuse to get some fresh air and dog loving while also helping my neighbors. I do not plan to board dogs as I have 2 of my own and pups usually love to stay in their comfortable safe environment that they know while you are away.

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Over 71
pet parents in South Milwaukee have booked pet sitting

South Milwaukee pet parents share their Rover experiences

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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
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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Find pet care near you

How Rover works

  1. 1. Search

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

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets 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!

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

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 pet 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.

Sitters in South Milwaukee average 6
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in South Milwaukee on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

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

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

As of Jun 2026, there are 479 pet sitters in South Milwaukee. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 86% of South Milwaukee pet sitters respond in under an hour.

Pet sitters in South Milwaukee have an average of 10 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in South Milwaukee.

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

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

There are 479 pet sitters in South Milwaukee on Rover, so you’re sure to find the perfect match for your pet! In South Milwaukee, 100% of pet sitters offer daily exercise, 88% offer medication administration, and 94% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

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

Note: If your pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.