Dog Boarding South Milwaukee
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 323 pet parents in South Milwaukee have booked dog boarding
South Milwaukee, Find top rated dog boarding

“Blythe and her fiancé were great sitters for Barry! Blythe has great communication and we were able to relax and enjoy our trip knowing Barry was well taken care of. We would definitely use Blythe as a sitter in the future and would recommend her to anyone looking for care for their pets!”

“Rachel is great! She will love yours as her own. Stays updated and sends pics of your fur babies. Sets up a meet and greet which is wonderful so you know you’re in good hands. Definitely recommend and will definitely use her services again!”

“She provided pictures throughout the day and made sure Apollo felt right at home. I’m very particular about who I trust to care for him, but she made me feel completely comfortable. It meant so much knowing he was safe, loved, and well taken care of. I truly appreciated the updates and the attention she gave him. I would definitely book with her again!”

“Laura did amazing with Romeo, she updated us everyday on how he was doing and was very responsive. Romeo was in very good hands. We would definitely use her again!”

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.
“Debbie is amazing! She went above and beyond to accommodate my dog when my flight was delayed. She treats my dog like she would her own and I always know he is well cared for and well exercised. He had a big smile on his face when I picked him up, and can tell he had a great time! I highly recommend her! Thank you Debbie!”

“Tyler is great! Very communicative and helpful with all my dog’s special needs and quirks. He has great dog energy and my dog is always soo happy to see him ☺️ I will always recommend Tyler to any friend needing a dog-sitter.”

“Katrina is very nice and takes great care of your loved one! My dog loves playing with Luca and always comes home exhausted.If you need someone to take care of your loved one when you are gone, I highly recommend Katrina!”


About: I’ve been around dogs most of my life and have had my own since I was 10, so caring for them comes naturally to me. I’ve also taken care of friends’ dogs, gaining hands-on experience with different personalities and needs. I’m comfortable with both big and small dogs, including those who may be anxious or need a little extra patience. My goal is to make every dog feel safe, loved, and at ease while they’re in my care :) I’m available throughout the week and work remotely, which allows me to easily adjust my schedule for walks, potty breaks, and attention. I currently have a dog, so I only accept friendly dogs. When caring for pets in my home, I provide a safe, clean, and calm environment where they can feel comfortable and part of the routine. I follow their usual schedule as closely as possible, including feeding times, walks, playtime, and any specific instructions. Since I have a dog, I make sure all pets are properly introduced and only accept dogs that are friendly with others.
“I finally found a perfect sitter. My dog is a very picky and shy dog. So whenever I send her to another daycare I always worried so much. But I feel like Kristi treated my dog even better than I do. She updated me with pictures and videos. I feel very comfortable to send my dog.”


“Hannah was amazing!!! She was so friendly from the moment we met. She went to Target for me and picked up a prescription for my dog with glaucoma and gave her drops twice a day without hesitation. I loved the pictures she sent me. My dogs can be skittish but they felt comfortable with her very quickly. I would highly recommend. Thank you Hannah!”

“They did such a wonderful job communicating and sending photos and updates! Hallie seemed like she had a great time playing with their dogs and running around their fenced in yard.”

“She was responsive in messages and my best friend seemed to have enjoyed himself. She was understanding of the differences and issues with different dogs. I was on vacation for 2 weeks, and she allowed me to feel relaxed that he was in good hands.”

“Amazing experience! You won’t possibly pick a better sitter for your pup. She communicated exceptionally well, took great care of my dog, and the photos were amazing!”
“Mary was so nice and caring with my pup who was a bit anxious to go somewhere new. She was communicative and gave lots of updates during my dogs stay. Would definitely book again ☺️”


“Kristin was extremely accommodating and willing to help us with our dogs; offering a trial overnight. She is very prompt on Rover and we appreciated her working with us and taking such good care of our dogs. You can tell she is a dog person and I know our boys were well cared for during their stay. We felt very comfortable having our dogs in her care and would highly recommend!”

“Kelli was amazing with my dog Dusty!! She sent frequent updates throughout my time away and made me feel very comfortable through the whole process. My dog definitely loved spending time with her. Would highly recommend Kelli and will definitely be using her services again!”

The median cost per night for dog boarding in South Milwaukee is $45
Dog parents share their Rover experiences - South Milwaukee
Mikeila was a great sitter! I got regular photo updates of how my pup was doing, and she even gave him daily brushes to help him with his shedding winter coat during these hot summer days. She also has central AC which helped to keep him cool. I will be a returning client!
Blythe was an amazing sitter for my dog. Will absolutely book with her again! My dog Zelda is older with separation anxiety and Blythe was able to accommodate that very well. Zelda was so comfortable and happy at Blythe’s house and got tons of attention & care. It put me and my family at ease to know Zelda was safe and having such a nice visit. Would recommend!

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.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for dog boarding - South Milwaukee
Select a filter and find qualifying sitters offering dog boarding.Sitters in South Milwaukee average 11 repeat dog boarding clients
FAQs for Boarding - South Milwaukee
Frequently asked questions about Rover
The average cost for Dog Boarding in South Milwaukee on Rover is $37.45 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of July 2026, there are 860 sitters on Rover offering Dog Boarding across South Milwaukee. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
87% of South Milwaukee sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which South Milwaukee landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their South Milwaukee home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your South Milwaukee.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your South Milwaukee sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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.
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 .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in WI ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.













