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

River is awesome! My dog Phinn loves when she comes to give him lunch and take him out. She always takes the best pics of him to send me too.

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Karl O.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
192 reviews
69 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: 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: Stephanie R.
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Stephanie R.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
169 reviews
33 repeat clients
4 years of experience
South Milwaukee, WI, 53172

Great service with lots of good details in her report to let you know how your pets are doing! We have a very mean cat and Stephanie still gave her attention and played with her. We've booked her twice now and highly recommend!

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Sean C.
Sitter Profile Image: Carla B.
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Carla B.
Star Sitter
from
$15
per visit
4.9 out of 5 stars
171 reviews
77 repeat clients
11 years of experience
Oak Creek, WI, 53154

I used Carla for drop in visits and she was great! One of my dogs is scared and timid and she gained his trust. On time for early morning visits and I loved getting the updates. Thank you Carla!!

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

Bella has stayed with Elba several times, she always comes home happy and well taken care of. She also comes home very tired as she goes on many walks and hangs out at the dog park! Elba is very flexible with her schedule and always sends updates to let me know how Bella is doing. I would highly recommend Elba!

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Michelle H.
Sitter Profile Image: Hannah K.
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Hannah K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
550 reviews
230 repeat clients
13 years of experience
Cudahy, WI, 53110

We can’t thank Hannah enough! Our older pup can be quite the handful for most people, but Hannah made her so at ease. Thank you Hannah for taking such wonderful care of our 2 pups and keeping their humans at ease while they were away!!!

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Sally N.
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.

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

Courtney did a wonderful job with my very people selective senior dog. She was wonderful at the meet and greet, and I had zero concerns about her interacting with Miley. I will definitely have Courtney walk Miley again!

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Robin F.
Sitter Profile Image: Julia R.
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Julia R.
from
$23
per visit
5.0 out of 5 stars
20 reviews
6 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: Hailey I.
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Hailey I.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
48 reviews
8 repeat clients
10 years of experience
Mitchell West, Milwaukee, WI, 53221

Hailey did such an amazing job with our cat! She sent a thorough and thoughtful update with tons of pictures and showed our girl was not just checked on but cared for. Highly recommend!

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Bo A.
Sitter Profile Image: Aubrey M.
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Aubrey M.
from
$15
per visit
10 years of experience
Oak Creek, WI, 53154

About: I have been around dogs my entire life, and caring for them has always come naturally to me. Friends and family often refer to me as a “dog whisperer” due to my calm, intuitive approach with animals. Over the years, I’ve cared for many of my friends’ dogs, gaining experience with a variety of breeds and temperaments. I am also the proud owner of two wonderful rescue dogs. Being a dog mom is one of my greatest joys, and I’m passionate about sharing my love and care with all of life’s beautiful four-legged companions As I currently work from home, I have flexibility and added availability in my schedule. I would love to welcome the opportunity to contribute to others and to spend that time doing work I’m passionate about. I am committed to following all instructions and household guidelines while caring for your pets, and will provide them with compassionate, attentive, and the reliable care they deserve.

Sitter Profile Image: Kelsey G.
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Kelsey G.
from
$15
per visit
20 years of experience
Cudahy, WI, 53110

About: I have always had dogs growing up (a golden retriever and then a greyhound), and while I can’t have a dog right now - I would love to take care of yours! Whether your dog would like to go for a walk, run, or just needs some company, I have a lot of experience with both high- and low-maintenance dogs. I also have experience caring for an elderly dog who needed medication twice a day and needed help with stairs, going to the bathroom, etc. I am a longtime pet lover and current owner of two cats - one of which acts amazingly like a dog (plays fetch and all) and know about the importance of being active with a pet to keep them happy and healthy! I work from home and have a flexible schedule. I can fit most times to stop by into my day! Weekends are pretty open for me and love going on walks. Depending on the needs of your pet, I can adjust accordingly. Do you need them walked or do you have a fenced in yard and prefer I play fetch? Just let me know!

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: Lucy K.
Verified Enhanced Background Check
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: Amanda R.
Verified Enhanced Background Check
Amanda R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
24 reviews
9 repeat clients
26 years of experience
Oak Creek, WI, 53154

Amanda did drop in visits for my cat Winston at the last minute and did a wonderful job. I felt very comfortable with her taking care of my fur baby. She gave regular updates and sent lots of photos, and I could tell she cared for him well. She even vacuumed around the litter box and living room without being asked! I definitely recommend booking with her.

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Rebecca E.
Sitter Profile Image: Rachel L.
Verified Enhanced Background Check
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 does a great job taking care of our cats. Very easy to communicate with and can always count on her to have everything taken care of while we are gone.

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Megan B.
Sitter Profile Image: Jack S.
Verified Enhanced Background Check
Jack S.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
27 reviews
7 repeat clients
6 years of experience
Cudahy, WI, 53110

About: Frequent walker that would be happy to have a dog join. I also have a backyard that I maintain all of the time for use. I work remote so will always be able to be responsive when sitting. Also have a 700+ day 10,000 step streak so doing lots of walking currently! Handle and escalate and concerns to owner when appropriate and I feel any sorts of hesitations. Thoughtfully, decisively, and neutrally investigate Trust & Safety cases with high complexity and high sensitivity while maintaining customer satisfaction! As a reminder I do not have a fenced in yard so all outside time will be through walks!

Sitter Profile Image: Joseph F.
Verified Enhanced Background Check
Joseph F.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
25 reviews
6 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: Sarah Y.
Verified Background Check
Sarah Y.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
47 reviews
9 repeat clients
26 years of experience
St Francis, WI, 53235

Sarah and Alyssa are very reliable and great with my pups. I feel so lucky to have found them to help with our two very anxious chihuahua mixes.

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Jennifer V.
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Over 69
pet parents in South Milwaukee have booked pet sitting

South Milwaukee pet parents share their Rover experiences

1 / 1
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

Carla is absolutely amazing — I can’t recommend her enough. She took wonderful care of my two cats and made sure they were not just fed and safe, but genuinely comfortable and engaged while I was away. She’s reliable, communicative, and clearly has a natural way with animals. One thing I especially appreciated is how thoughtful she is about enrichment and companionship. Sometimes she even brought her daughter along, and it was honestly the sweetest thing — my cats got extra playtime and attention, and they were clearly happy and relaxed. I could tell from Carla’s updates that she actually pays attention to their personalities and routines, not just the basics.

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Dongsheng L.
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
5.0 out of 5 stars

Angela was great! Came by for a meet & greet, reliable, responsible, caring, and communicative. Our dog was well taken care of!

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Tara V.
Drop-In Visits
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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 Mar 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 Mar 2026, there are 476 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, 88% of South Milwaukee pet sitters respond in under an hour.

Pet sitters in South Milwaukee have an average of 12 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 476 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, 87% offer medication administration, and 91% 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.