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 146
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: Blythe R.
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Blythe R.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
• 212 reviews
72 repeat clients
7 years of experience
South Milwaukee, WI, 53172

“Blythe was very patient with Miley, who is a very people-selective dog. I appreciate that she went at Miley’s pace and didn’t try to force her out on a walk. Miley takes time to warmup to people, so I appreciate that Blythe spent time just petting and socializing with her.”

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Robin F.
Sitter Profile Image: Rachel G.
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Rachel G.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 14 reviews
3 repeat clients
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: Courtney B.
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Courtney B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 82 reviews
12 repeat clients
38 years of experience
St Francis, WI, 53235

“My dog Miley is very people selective, and Courtney is wonderful with her! Courtney is super attentive to Miley’s needs and I always feel so comfortable knowing Courtney is taking care of her.”

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Robin F.
Sitter Profile Image: Jack S.
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Jack S.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
• 36 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: Shawn J.
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Shawn J.
from
$15
per visit
5.0 out of 5 stars
• 34 reviews
12 repeat clients
10 years of experience
Oak Creek, WI, 53154

“Shawn is amazing. He responds quickly and did an amazing job taking care of my needy cat. He went up and one and we're do grateful for him. Thank you so much Shawn!”

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Emma H.
Sitter Profile Image: Calliya S.
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Calliya S.
from
$15
per visit
5 years of experience
Oak Creek, WI, 53154

About: I’ve had friends and family members rely on me to board, walk, feed and bathe their pets! I am very attentive and have been around pets big and small since I was born! I am currently graduated and working full time! I typically have off on Fridays and weekends. I work alternating hours so evenings and mornings are possible. Let me know little things your fur baby likes or dislikes! Every animal is different. I will enjoy playing outside with your furry friend no matter the weather!

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

“Kailey was awesome! She came by for a meet and greet and took great care of our pup when we had to go away at the last minute. Very informative and sent lots of pics, we felt really comfortable knowing he was being taken care of. Thanks Kailey!!”

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Lena L.
Sitter Profile Image: Diana I.
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Diana I.
from
$16
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
4 years of experience
Fernwood, Milwaukee, WI, 53207

“Diana was very nice and took great care of Belly!”

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Lydia R.
Sitter Profile Image: Miranda V.
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Miranda V.
from
$13
per visit
5.0 out of 5 stars
• 1 review
25 years of experience
Oak Creek, WI, 53154

“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.
Sitter Profile Image: Mikeila F.
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Mikeila F.
from
$30
per visit
4.9 out of 5 stars
• 29 reviews
11 repeat clients
19 years of experience
Cudahy, WI, 53110

About: Married stay at home mom of 3 girls and 1 boy, who loves animals. Pre-covid I was a banquet cook for a living. I have always owned dogs( Pitts and huskys), cats, fish, rats, rabbits, turtles, bearded dragons, snakes, and other animals.. but currently have none of my own.. I'd love to watch others as a way for me to fill the void until I find another forever furpal. I live in a decent sized house with a nice yard so there is plenty of room for animals to roam and stretch their legs. I give animals all the attention they want and need. Couches and beds are free game as long as it's ok with you, I wouldn't want to upset what an animal is used to. At my place there are Treats walks and belly rubs galore. I am a stay at home mom so my schedule is open and my routine can be changed to fit what your pup or other animal needs. I have no animals of my own and usually only take one family at a time for boarding and 2 families for doggy daycare unless discussed ahead of time with clients so I can match your pets normal care schedule and routine.

Sitter Profile Image: Amber E.
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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: Cindi W.
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Cindi W.
from
$17
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Franklin, WI, 53132

“Cindi took great care of my two cats although they stayed well hidden! Very responsible and great communication. It was a one time drop in visit. I already have her booked for future dates.”

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Fran S.
Sitter Profile Image: Kimberly H.
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Kimberly H.
from
$18
per visit
4.8 out of 5 stars
• 50 reviews
15 repeat clients
20 years of experience
Oak Creek, WI, 53154

“Kimberly did a fantastic job watching my 2 cats while I was on vacation. She stopped by twice a day to feed and water them, keep the litter boxes clean, and administer their meds. She sent photos during every visit, and even made sure to spend time snuggling with the cats and keeping them company. Knowing Kimberly was checking in on my boys and taking care of them while I was gone was a huge relief! I would definitely recommend Kimberly's services to other pet parents.”

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Megan L.
Sitter Profile Image: Kristin K.
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Kristin K.
from
$32
per visit
5.0 out of 5 stars
• 31 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: Sydney W.
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Sydney W.
from
$15
per visit
5.0 out of 5 stars
• 1 review
7 years of experience
St Francis, WI, 53235

“Sydney did a great job caring for our cats! Always left the litter box cleaned and made sure their automatic feeders were working as expected.”

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Danielle G.
Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 14 reviews
7 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 comfortable with dogs from all walks of life. 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: Stephanie B.
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Stephanie B.
from
$20
per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Milwaukee, WI, 53215

“Highly recommend to anyone looking for a trustworthy, compassionate, and professional cat sitter. We will absolutely book again!”

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Erica S.
Sitter Profile Image: Emma G.
Verified Enhanced Background Check
Emma G.
Star Sitter
from
$32
per visit
5.0 out of 5 stars
• 6 reviews
4 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

“Emma is the best! There’s honestly only positive things I could say, she is so easy to communicate with and the genuine care for my dog she has is obvious! Ive felt comfortable leaving her in the hands of my dog and home every time she’s come over which in my opinion is the biggest complement! Me and Journey are so glad to have you there when I can’t be, see you soon and thank you always Emma!!”

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Hope B.
Sitter Profile Image: Sara R.
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Sara R.
from
$14
per visit
1 repeat client
5 years of experience
Oak Creek, WI, 53154

About: I’m a proud dog mom of two wonderful dogs, Lilly and Beau are both of their names. Lilly is a Red Labrador retriever and Beau is a Bichon poodle. I have experience with handling small and large dogs. I also have experience with senior dogs too. I have availability in the morning and afternoon Wednesdays and Sundays. I’m available 7am-10:30am Mondays, Tuesdays and Saturday's and anytime after 3:30pm Thursday and Friday for walks and playtime, located in Oak Creek and South Milwaukee, Wisconsin. 🐾✂️Fun Fact: I’m a full time dog groomer Mondays, Tuesdays and Saturday 7am-10:30am Thursdays and Fridays: anytime after 3:30-4pm Wednesday and Sundays: Anytime of the day would work for me to walk or house sit your pup! I have two very friendly dogs to keep your fur baby company at all times! If crate trained I’m more than happy to follow the exact schedule and make sure your dog is well taken care of.

Sitter Profile Image: Alexandra P.
Verified Enhanced Background Check
Alexandra P.
from
$20
per visit
4.8 out of 5 stars
• 36 reviews
11 repeat clients
2 years of experience
Greendale, WI, 53129

“Always responsive and attentive to the needs of Winnie and Moose. We are so glad we have found a sitter we can trust and that the pets love to see!”

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Julia M.
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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

Melania did an excellent job and our dogs were so well cared for. She has a love of animals and great attention to detail. Highly recommended.

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

Draco’s always well-taken care of with you! Thank you so much for being so sweet and patient with him.

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

Very last minute, I realized I needed someone to drop in on my pup and take her out/ put her in her crate for bed time. Anna responded promptly, communicated clearly, and did everything I asked of her. Very thankful she stopped in and helped me out.

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Courtney S.
Drop-In Visits
5.0 out of 5 stars

Stephanie did a great job checking in on Momo when we were gone for the weekend. We got nice pictures updates. We would definitely book with her again!

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MKE Y.
Drop-In Visits
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

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

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
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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.

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

How to book pet sitting

  1. 1. Search

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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 Pet Sitting - South Milwaukee

Frequently asked questions about Rover

The average cost of Pet Sitting in South Milwaukee is $17 per visit as of October 2026. Most bookings cost between $14 and $34 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,162 sitters on Rover offering Pet Sitting across South Milwaukee. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 .

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 , 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:

  • 88% of sitters can help with special care needs
  • 94% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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