Dog Sitting South Milwaukee
Book a South Milwaukee dog sitter to watch your dog in your sitter’s home or yours.
Over 104 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.
“Heidi was great with our cat Sarge while we were away! I was confident he was in good hands. She helped administer his medications too and he was very happy all around when we got home. We will definitely rebook with her next time we go on a trip!”
“Reilly did an amazing job watching our cat Marvin while we were out of the country. She was very responsive, and sent frequent updates and photos/videos during her visits. It was really great not having to worry about Marvin while we were gone, knowing he was in good hands with Reilly! I'd highly recommend Reilly to anyone here on Rover!”
“100% highly recommend Kristine for babysitting your pets! I have used Kristine for babysitting my cat on two separate occasions, and both times I was very, very happy with the care that she provided for my older kitty. She went above and beyond caring for my cat and for that I am extremely grateful! When I went on a short trip in August, Kristine did drop-in visits for my cat as well as my friend's cat who lives around the corner. She did a fantastic job with our pets, followed all of our detailed instructions, and was very respectful for our homes. I would absolutely use Kristine again for my pet-sitting needs. She's the best.”
About: I’m a reliable, caring, and energetic dog sitter who loves making pets feel safe, happy, and loved while their owners are away. I’m dependable, patient, attentive, and committed to giving every dog the same care and attention I’d want for my own pet. I provide plenty of walks, playtime, attention, cuddles, and photo updates so you always know your pup is in great hands! 🐾 I make sure every dog feels safe, comfortable, and cared for while their owner is away. I follow their normal routine closely, including feeding schedules, walks, playtime, and any special instructions. I also give lots of attention, patience, and affection because I know every dog has a different personality and needs. I keep owners updated with photos and messages so they can feel relaxed knowing their dog is happy and in good hands. I care for pets by making sure they feel safe, comfortable, and loved whether they’re in my home or their owner’s home. I follow their normal routine closely, including feeding schedules, walks, playtime, potty breaks, and any special instructions the owner provides. In my home, I create a calm, clean, and pet-friendly environment where dogs can relax and feel comfortable. In the client’s home, I respect their space while making sure their pet receives consistent care, attention, affection, and exercise. I also provide regular updates and photos so owners always know their pets are happy and well cared for.
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.
“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.”
“What can l say? Travis was absolutely wonderful and very attentive to my 4 fur children. I felt completely comfortable leaving them in his care and they took right to him, although it always takes a while for Chance. He’s just special 😁. I would definitely book with Travis again and l have a trip coming up real soon!!! Thank you Travis! SN: he even washed their dishes for me!!!”
“Shyla was very reliable stopping in to care for my 6 cats. I didn't worry at all, except that 4 of them wouldn't come out of hiding when she came! That's not unusual, though. She left the house clean and in order. Everything was done properly. She was good at communicating with me and sent some cute pictures. I am so happy I found her and have another trip coming up, so I hope she is available! Shyla, please let me know if there is anything that would make your visits easier or if you have any suggestions for me. Thank you!”
About: I have taken care of all types of animals from fish to lizards. I take of care my own dogs and cat currently and babysit for family and friends. I currently have the summers off due to being a teacher. This allows me to have open availability all summer! I’m available for all services. I have woods in backyard and a dog park across street to provide plenty of exercise. I would take care of your pets as you wish. Anywhere from a hour walk to a few snuggles in the middle day, I’m happy to do it.
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!
About: I have taken care of dogs of different sizes since I was about 12 years old. Coworkers, friends and family have allowed me to dog sit their furry friends for 3+ days in addition to walking and feeding their dogs. I also trained my family’s rescue collie when he was a puppy. I currently work full time. But I will be able to watch your pup most mornings / evenings and weekends. (8 am - 530 pm) If given instructions, I will follow them perfectly. Your dog is part of your family. And my wish is to make them as comfortable as possible when walking/watching them. This could either be from petting the animal, exercising the dog, or giving the animal distance until he/she is comfortable.
About: I’ve grown up with dogs and cats in my life for my whole life. I have experience taking care of animals of all ages from young to geriatric. I’ve been entrusted to babysit animals in many different houses. I chose to be a zookeeper as a profession and now train and take care of animals for a living. I’m really passionate about animal care and would love to help take care of yours! I work as a zookeeper, and my schedule changes each week. I am flexible with having some weekdays off and sometimes whole weekends. I’m flexible with early mornings or evenings as well! I don’t have any pets currently, so your pet would be the only one in my household while I watch them. I am also comfortable coming to your home to take care of any pets as well. They will have my full attention! I love being active in whatever way your pet needs, whether that is taking them outside for exercise or giving them some fun enrichment! I’ve dedicated my whole life to animal care.
“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!!”
“Kayla did a wonderful job with our three year old German Shepherd, Blaz. He can be very vocal, so we had a meet and greet and she was a calming force around him. We had her do a couple of drop ins and (per her pictures provided) Blaz couldn't be happier. We definitely recommend. We might try her daycare as well.”
About: Growing up in a two dog household and volunteering at our local humane society, I was constantly surrounded by dogs and animals as a child. Into adulthood, I have years of experience with puppies, elderly dogs, and many personalities as I professionally dog walked for Gentle Hearts in Denver, and foster cared for the Montana Humane Society while constantly dog sitting for friends and family. Professional past includes house training the pups, feeding, walk training, lots of playing, and constant daily routine! I have cared for elderly dogs with medication care, carrying them outside, hand feeding and bathing. I have a deep belief in positive reinforcement training, and highly discourage using force or fear when caring for a dog. I believe in using treats, playtime and outside zoomies as a reward for good behavior. The importance of a dog feeling safe, loved, and positively trained is my priority! I have caring experience with animals from hamsters to lizards, to kitties, birds and farm animals (I volunteered on farms caring for sheep, cows, and horses!) I have one eight year old dog of my own currently, after our fourteen year old dog just recently passed away. We miss him dearly and hold him in our hearts every single day. I truly have been surrounded and cared for dogs and pets my whole life, and can’t wait to assist in caring for yours! I currently am available to dog walk and pet-sit on Monday until 4 pm, Tuesdays until 4 pm, and Fridays until 4 pm. I work in the service industry as a server and bartender, and tend to be busier at night. I am unavailable on Saturdays as I work doubles at the restaurant. I believe in positive reinforcement training, by giving treats, pets and playtime as a reward. I am capable of walking small to extra large dogs, with much experience from pups to elderly. I believe in three walks a day for a healthy dog, and will typically take your pet on a 30-60 minute walk if they are healthy and able!
“Stephen and Amelie are the best! They take excellent care of our babies and our home when we’re away and make us feel completely comfortable when we need to travel without the pups. Our dogs love them too!”
The median cost per visit for dog sitting in South Milwaukee is $20
Dog parents share their Rover experiences - South Milwaukee
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!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- 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?
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 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.
How to book dog sitting
1. Search
Browse profiles of sitters near you who offer dog sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog sitting - South Milwaukee
Select a filter and find qualifying sitters offering dog sitting.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 November 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 November 2026, there are 2,106 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
- 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.
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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