Dog Sitting South Milwaukee

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

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Over 103
pet parents in South Milwaukee have booked dog sitting

South Milwaukee, Find top rated dog 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: Lauren G.
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Lauren G.
from
$16
per visit
7 years of experience
Franklin, WI, 53132

About: I have taken care of many dogs since I was a child. I grew up taking care of my aunts dog. She was my best friend. I have been asked to take care of many loved ones animals and I have always been reliable and trustworthy. I work at puppies and yoga on the weekends. During the week I work at a thrift store in the mornings. I am a student at Matc and I have morning and afternoon classes on Wednesdays and Fridays. The best time for me to walk the dogs and pet would be the afternoon. I care for every pet as if they were my own, while always following the owner’s specific instructions and keeping their normal routine as consistent as possible. I make sure pets have fresh food and water, regular potty breaks or walks, playtime, exercise, and plenty of attention and affection. I also keep their environment clean, comfortable, and safe. When caring for pets in a client’s home, I respect their home and follow all instructions regarding feeding schedules, walks, medications, crates, and house rules. I pay close attention to each pet’s behavior and needs and provide regular updates and photos so owners can feel comfortable knowing their pet is safe, happy, and well cared for.

Sitter Profile Image: Kylie K.
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Kylie K.
from
$15
per visit
4.4 out of 5 stars
• 7 reviews
3 repeat clients
10 years of experience
Franklin, WI, 53132

“Kylie came over for 4 days to check in on my kitty while we were out of town. He warmed up to her pretty quick, which is a good sign. She kept in touch of when she was stopping over and took care of everything I needed, including sending me some photos. 😻 I would definitely request her again.”

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Debbie K.
Sitter Profile Image: Margaret Z.
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Margaret Z.
from
$15
per visit
5.0 out of 5 stars
• 6 reviews
4 repeat clients
26 years of experience
Bay View, Milwaukee, WI, 53207

About: Caring for animals is my passion! With over 20 years experience! Grew up caring & loving for dogs and animals of all sizes! Have rescued over 9 animals of my own and helped train over 20 dogs. Love playing with other dogs of all breeds and playing fetch until the sun goes down! Have experience with cats, dogs, and small animals. CPR/First Aid Certified. Have been a chef my whole life as well so love cooking delicious food for all of my four legged friends. Also Studied massage therapy so I love giving therapeutic rubs to all my furry friends! Animals are my love language. I know how special it is to let someone else spend time with your four legged family members. It would be my honor to care for them while you are not able. I work from home so your animals will have my full attention! I have a passion for caring for animals like they are my family! I have a fully fenced in yard with toms of toys a fdog pool and a full house with a finished basement! With a great private subdivision to walk!

Sitter Profile Image: Treva G.
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Treva G.
from
$25
per visit
5 years of experience
Oak creek, WI, 53154

About: I have 5 years of dog training and care experience. I've trained my dogs and taken an apprenticeship. I have a passion for pet care! I am available in the evenings Monday-Friday after 5pm, for play time drop-ins. I am completely open on weekends for onboarding, walks and or play time. My jack russell and aussie are both house and kennel trained. They love making new friends. My home is non smoking, and I don't smoke.

Sitter Profile Image: Lauren S.
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Lauren S.
from
$25
per visit
5.0 out of 5 stars
• 2 reviews
10 years of experience
Greenfield, WI, 53221

About: I work as a part-time doggy swim coach and teacher at the Milwaukee County Zoo! Right now I'm not able to have dogs or cats of my own, so I get my pet fix by providing care for other people animals. I am used to working with anxious and senior dogs and I grew up with four cats! Due to my other jobs drop ins and over nights work best for my schedule. I can be flexible, so if you have preferences let me know! Safety is a top priority to me! I am used to working with stressed out and anxious animals. Let me know if you have any concerns and/or questions.

Sitter Profile Image: Patricia N.
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Patricia N.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 112 reviews
32 repeat clients
30 years of experience
Franklin, WI, 53132

“This is the first time we have used this type of service and we were very hesitant to try it. But after meeting with Patricia we were convinced it was a good choice. Our dogs took to her right away and eased any concerns we had. The pictures and report cards were great!! Next time we need someone to help out with our furry kids we will be contacting Patricia again.”

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Brian B.
Sitter Profile Image: Alexandra F.
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Alexandra F.
from
$35
per visit
5.0 out of 5 stars
• 36 reviews
8 repeat clients
25 years of experience
Milwaukee, WI, 53207

“We were recently chosen by a stray cat. He’s become our indoor/outdoor cat. He warmed up to her so quickly! She took great care of him and bonded with him while we were gone. It usually takes awhile for him to warm up to new people.”

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Jill H.
Sitter Profile Image: Ryan C.
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Ryan C.
from
$14
per visit
1 repeat client
5 years of experience
Franklin, WI, 53132

About: My family has dog sat for all sorts of different dogs. Puppies, seniors, energetic, or really anything! I love walking dogs and just having fun with them! I’m a firefighter so I work a rotating schedule of 24 hour shifts. So I get a lot of days off with a lot of availability. I have no pets of my own. Can give my full energy to walking and caring for your dogs whenever the schedules may work out.

Sitter Profile Image: Jasmine Y.
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Jasmine Y.
from
$13
per visit
17 years of experience
Milwaukee, WI, 53221

About: My personal zoo started when I was just a teenager! Growing up we had 4 felines, two of which are now in their late teens! Hazel, our beautiful chocolate lab, crossed the rainbow bridge when she was 13.5. My mother ingrained a deep love and compassion for animals in me. Professionally I have worked with exotic species ranging from reptiles, macropods, and even primates. My last year has encompassed working with more domestic species like dogs, cats, and small animals, in a shelter organization. Here I have learned fear-free and stress-free handling, body language, and enrichment for all four-legged companions. The behaviors of dogs I have worked with include, but are not limited to: fear aggression, separation anxiety, resource guarding, and leash reactivity. My own Beau suffers from leash reactivity so it is a behavior I am very comfortable handling and managing. Currently, I have a leopard gecko, African Pygmy hedgehog, senior cat, and senior dog! I’d be more than happy to build a loving bond and trust both with yourself and your companion! I am currently working full-time in animal care. My schedule is primarily first shift so I will best cater to those who work the long grueling second shifts! I also work rotating weekends so a couple of weeks a month I am available on weekends! I will practice stress-free handling for all companions involved! My services can rang anywhere from quick potty breaks for a breath of fresh air, litter scooping, to longer walks to get dogs out of the home for some exercise.

Sitter Profile Image: Pearl & Brady K.
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Pearl & Brady K.
from
$25
per visit
20 years of experience
Caledonia, WI, 53108

About: My husband and I are workampers! That means we move every season to a new campground and work there. This time, we are at Jellystone Caledonia!! We love to have the presence of animals, since it gets boring living in a campground without an animal to walk. There is a great dog park here with great socialization opportunities (for us and the dogs 😆😆)!! I would love an opportunity to pet sit any type of fur babies, I grew up with cats and dogs my whole life!!! If you have any questions, please feel free to reach out!! Pet care fits seamlessly into our routine. My husband and I travel full time, which gives us a very flexible schedule and plenty of availability. We both enjoy meeting new people and animals along the way, and our lifestyle allows us to be present, attentive, and adaptable. Caring for pets fits easily into our daily life and is something we LOVE. I care for pets by following their established routines as closely as possible so they feel safe and comfortable. In a client’s home, I make sure feeding schedules, walks, litter care, playtime, and medications (if needed) are handled consistently and with attention to detail. I respect the home and keep everything clean and orderly while you’re away.

Sitter Profile Image: Tiffany B.
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Tiffany B.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 43 reviews
11 repeat clients
5 years of experience
Racine, WI, 53405

“Tiffany is wonderful with our pup! Very reliable and great communication!”

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Jenny S.
Sitter Profile Image: Simon K.
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Simon K.
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Yankee Hill, Milwaukee, WI, 53202

About: I have taken care of dogs and was a dog walker around the neighborhood since I was 10. Neighbors and loved ones have relied on me to take care of their beloved pets. I have grown up with many dogs myself and I love to spend time with dogs and help them stay happy. I currently work a full time job, 9-5. I work in downtown Milwaukee and am more than willing to come let out any pets during lunch. I am available to stay at your house during the week or weekends. Whatever is required, I would certainly make it work! I would follow every precaution necessary for your pets. I have always adhered to the owners wishing in pet care. My family has a dog with some odd tendencies himself so I am ready for anything!

Sitter Profile Image: Erin P.
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Erin P.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
3 repeat clients
15 years of experience
Juneau Town, Milwaukee, WI, 53202

About: I trained my own dog growing up and bought a beagle at the age of 22. At 30 I rescued another hound who loves his life. We take two walks daily and spend a few days a week at the dog park. Your dog will receive the same treatment! Morning walk. Lunch date in the yard. Afternoon walk or dog park. Potty breaks every two hours unless it's a Wednesday when I’m in the office. I live in a condo so I can't board right now. I do continue to offer walks, drop ins, and can dog sit at your home!

Sitter Profile Image: ash s.
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ash s.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
5 repeat clients
16 years of experience
Franklin, WI, 53132

About: Hi! I’m originally from Madison, WI and recently moved to franklin. I absolutely love all animals and have over 16 years of experience caring for them,especially cats and dogs! I’ve fostered cats for more than 3 years and currently volunteer at a wildlife rehabilitation center, where I care for injured and orphaned animals. I’m also working toward a degree in Fish and Wildlife Science, so animals are truly a part of my daily life. I’m dependable, patient, and passionate about providing safe, loving care to all kinds of pets.whether they need snuggles, medication, or just someone to hang out with while you’re away! I work second shift, Monday to Thursday and some Fridays. I'm available until 2:00 pm and Fridays I'm either available all day or before noon. Perfect for those working first shift! I always follow the pet parent’s instructions closely and make sure their home is treated with care. I keep feeding areas and litter boxes clean and tidy, and I’m respectful of the pet’s space and routine. Whether I’m in your home or mine, I create a calm, safe, and loving environment for your pets.

Sitter Profile Image: Jessica K.
Verified Enhanced Background Check
Jessica K.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 61 reviews
17 repeat clients
15 years of experience
Northpoint, Milwaukee, WI, 53211

“Jessica took great care of my cat! It was clear from the daily cards that my cat warmed up to her quickly, and they spent good quality time snuggling and playing together.”

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Justin C.
Sitter Profile Image: Jessica W.
Verified Enhanced Background Check
Jessica W.
from
$20
per visit
5.0 out of 5 stars
• 60 reviews
12 repeat clients
10 years of experience
Lower East Side, Milwaukee, WI, 53202

“Jessica did a great job running energy off our active Australian Shepherd. She was content when we got home. PLUS she took an amazing picture of Maisy playing tetherball!!”

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Eliz G.
Sitter Profile Image: Justine R.
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Justine R.
from
$20
per visit
5.0 out of 5 stars
• 10 reviews
1 repeat client
20 years of experience
Euclid Park, Milwaukee, WI, 53227

“Justine took wonderful care of my cat while I was away. She gave her her medication and played with her a lot! I have no doubts that my cat Effie had a wonderful time with her.”

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Kayla 🤷.
Sitter Profile Image: Lucia O.
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Lucia O.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
4 years of experience
Murray Hill, Milwaukee, WI, 53211

About: Hi my name is Lucy and I am 26 years old. I have been doing freelance pet care for almost 10 years and have experience with all sorts of animals. I was active with a dog rescue for many years and through that have interacted with dogs and cats of all ages, sizes, breeds, temperaments, and medical conditions. I was also a foster and adopted out a handful of animals. I have experience walking dogs, administering medications, and dealing with all types of quirks and personalities. Animals are a passion of mine and I always strive to take care of your pet as if they were my own. I spend a lot of time with my two cats and taking care of them ever day. I also try to find time to interact with as many dogs as possible. When I am in an animals environment, I always make sure to respect their space and give them time to warm up to me being in their space. I will also always respect the clients home and do what I can for them and their pet. I will make sure to follow the instructions that I am given by the pet parent to a tee.

Sitter Profile Image: Travis H.
Verified Background Check
Travis H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 382 reviews
117 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

“We had a great experience with Travis, and will absolutely book with him again. He was responsive, easy to communicate with, and kept us updated while we were away. Our dogs were happy, healthy, and well cared for when we returned, which gave us a lot of peace of mind. We highly recommend him to anyone looking for a reliable and caring dog sitter.”

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Jennica W.
Sitter Profile Image: Christina F.
Verified Enhanced Background Check
Christina F.
from
$35
per visit
5.0 out of 5 stars
• 28 reviews
5 repeat clients
30 years of experience
Franklin, WI, 53132

“Christiana is very reliable, kind and was so great with our kitties! We needed her very last minute and she was a huge help. She kept us updated with pictures. Thank you!”

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Roselyn C.
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The median cost per visit for dog sitting in South Milwaukee is $20

Dog 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

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

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
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How to book dog sitting

  1. 1. Search

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Popular requests for dog sitting - South Milwaukee

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Sitters in South Milwaukee average 6
repeat dog sitting clients

FAQs for Dog Sitting - South Milwaukee

Frequently asked questions about Rover

The average cost of Dog Sitting in South Milwaukee is $17 per visit as of October 2026. Most bookings cost between $14 and $32 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 2,100 sitters on Rover offering Dog 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.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in South Milwaukee choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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.

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 Meet & Greet.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in South Milwaukee with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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
  • 95% can help with giving oral medications or injections
  • 96% 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.

sitters on Rover set their own cancellation policy, 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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