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

Over 332 pet parents in South Milwaukee have booked dog boarding
South Milwaukee, Find top rated dog boarding
“Sandy was so great with our boy. She picked him up, sent pictures and was so happy to watch him! She's an incredibly friendly, warm, and kind person. We highly recommend her to anyone looking!”

“Ashley and family once again made Rocco feel at home. He was spoiled with attention, and always looked happy in the regular pictures we received. Rocco tends to be anxious, but always seems comfortable in Ashley’s home.”


“MJ was fantastic! He was very attentive to Toto's needs and did everything possible to accommodate. He asked all of the right questions and made sure Toto was compatible with his place/family/pets before his stay. We will definitely consider using him again!”

“This was a long stay for our Bud, however the videos and photos Mary sends makes me feel like I'm seeing Bud in person! He is so well taken care of, loves his little brother Matteo and is treated like a member of Mary's family. He comes home so mellow and content, which means he had a wonderful time with Mary, Fernando and Matteo. Thank you for taking such good care of Bud! Bud is looking forward to his next visit!”

“Laura was great! Our dog Dolly seemed well taken care of. Dolly got along really good with her labrador Diesel. He is a sweet boy. Highly recommend her and have scheduled for future plans. Theresa W.”

“Rachel did an amazing job watching our dog! She was very communicative and sent daily videos/pictures of our dog while we were away! She was very accommodating and even dropped our dog off at our house before we got home! i will definitely book again!”


“Jan took exceedingly good care of Beau and updated us with pictures and comments during his stay. In fact, I suspect he was a little let down when he returned home… Highly recommend.”

“She was very kind and flexible. Phoenix was in great hands with Katrina, she had lots of fun and exercise. Katrina was great at communication and you could tell she loved watching dogs.”

“Yolanda was awesome!! I was nervous at first because my dog never went with anyone outside of family but she definitely made me feel comfortable and welcoming! I will definitely be rebooking her services! Thank you again Yolanda 😊”

“Our dog loved her stay with Zach. He was very professional and flexible with our unique drop off/pick up needs. Would recommend him to anyone looking for a dog sitter.”

“We couldn't be happier with Sarah! Her and her family were incredibly reliable, warm & welcoming, and went above and beyond to ensure Moose was comfortable and well-cared for. When our flight was changed last minute, Sarah was understanding and flexible. We appreciated the daily updates and so many amazing photos. It was so reassuring to see how happy Moose was during his stay. We highly recommend Sarah to anyone looking for a trustworthy and caring dog sitter! We will absolutely be rebooking for our next vacation.”

“Rachel and Matt took great care of our frenchie while we were gone for 2 weeks. They kept us up to date every day on how he was doing, which was greatly appreciated. He came home tired, so I know they got him plenty of exercise. We would absolutely book with them again.”


“She was very nice. She responded very fast and sent lots of pictures. She gave updates everyday and let me know how everything was going. Would definitely book with her again”


“She was very patient with my dogs who have never been away from home. She did so well especially since I have a not so nice chihuahua. Not long after drop off my chihuahua was warming up to her. I’m so glad everything worked out and loved getting updates and pictures ?”

“Michelle was great, she took care of my dog George for several days while I was out of town. She texted me how he was doing and sent pictures which gave me a lot of peace of mind because initially I was a little nervous about leaving. You can tell Michelle loves dogs and they love her back!”

“Mary was easy to work with and took great care of our dog Sonny. He got several long walks and individual attention while we were away overnight. Was sent lots of pics. Sonny came back happy and healthy. Would definitely recommend and will book again when we need a sitter.”

“We definitely recommend Maria and Nayibe. We were constantly updated with photos and we could tell that our dogs were being well cared for and even pampered. We will be booking again!”

The median cost per night for dog boarding in South Milwaukee is €45
Dog parents share their Rover experiences - South Milwaukee
Dean deserves all the stars!! He made my girl feel very welcome- he is very kind, has good communication, and I would absolutely rebook. He has a wonderful fenced in yard and all of the accommodations to make your furry friend feel spoiled/right at home. I really appreciated the pictures and videos. Thank you for giving Hazel such a wonderful weekend of playing and love while I was out of town!

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
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog boarding - South Milwaukee
Select a filter and find qualifying sitters offering dog boarding.Sitters in South Milwaukee average 12 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 September 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 September 2026, there are 834 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.
86% 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.










