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
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Wow! When we picked her up after her first night with Blythe our spoiled pup Stella acted like we could go ahead and leave without her - she felt super AT HOME. We couldn't be happier to have found you, Blythe. Thanks for the excellent care of our fur baby!”
“Cole did a great job watching my dog for the weekend! I got tons of pictures and videos of her running around and having a great time with his dog. He was responsive and very flexible with pick up and drop off times”
“Katrina was wonderful caring for our dog while we were away for our wedding!! She was helpful and kind, and communicative about how our dog was doing with funny stories and pictures. Pippin seemed to love his time - we would absolutely take him back to Katrina if needed!”
“Dean was great!! Bagel was very apprehensive and had a lot of separation anxiety but Dean was so kind to Bagel and helped him adjust. Bagel had cuddles and love! Highly recommend! He knows his hounds!”
“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!”
“Ashlee is amazing with Bosco and sends us pictures of him playing with all his new friends! Hes always so excited when he first sees her which makes leaving him a little bit easier ☺️”
“Brenda took such great care of Kai while I was away and sent over updates throughout his stay while being very considerate. What made his stay above and beyond was that she gave a thorough walkthrough around her home and explained where Kai would be staying and making sure that I was very comfortable and satisfied with everything before I left Kai with her and her dogs. Highly recommend!”
“Wendy did an awesome job watching our dog Cora! She kept us updated throughout the stay with photos/texts and Cora seemed very happy when we picked her up. Thanks again Wendy!”
“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.”
“Cece was a great sitter for our two pups! One of our dogs is pretty anxious and takes a bit to warm up, and she seemed right at home by the time we picked her up. Their dog, Fletcher is a super sweet dog too!”
“Max and his girlfriend took great care of my pup!! She loved having other dogs to play with. Max has a wonderful personality and vibe. He is very compassionate and you can tell has a spot in his heart for dogs. My pup had a ton of time playing outside, took walks and had a park adventure. Max is accommodating and was happy go alloys my pup to relax on the furniture and most importantly sleep/snuggle up in bed at night. Would HIGHLY recommend anyone to Max gor dog sitting.”
About: The Perfect Quiet Getaway for Your Senior Dog Hello! We are Nissa and Brian, a dog-loving couple offering a peaceful retreat exclusively for older, larger dogs. We know that senior dogs need a different kind of care—less chaos, more naps, and a safe, predictable environment to simply relax. Our home is a calm, quiet sanctuary. With no young kids running around the house, your dog will enjoy a genuinely low-stress environment where they can snooze undisturbed. We take exactly one dog at a time, guaranteeing your pet receives our undivided attention and a personalized, quiet stay. We have a secure, fully fenced-in backyard. It’s perfect for gentle, off-leash sniffing and leisurely sunny naps in the grass without the overwhelming energy of dog parks or busy streets. We have hands-on experience providing attentive, reliable care for dogs. We are entirely comfortable managing the unique pacing, comfort needs, and gentle handling that senior dogs require. To maintain our tranquil environment, we exclusively welcome: Senior Dogs: Ages 10 and up. Medium to Giant Breeds: We love the big dogs! Solo Guests: Only one pet per stay for maximum peace and quiet. If you have a gentle giant who just wants a soft spot to land and a quiet yard to explore, we would love to meet them! Pet care seamlessly integrates into our everyday lives, as we are both home throughout the day most of the week. Brian works from home and Nissa is home full-time, meaning your dog will rarely be left alone and will have constant, quiet companionship. Our weekends are similarly low-key and predictable. On Saturday mornings, Nissa heads to the farm for horse riding lessons while Brian heads out for a weekend trail run for a few hours. During this brief window, your dog will have a safe, quiet, and comfortable space to nap before we return for a relaxing afternoon together. Providing a safe, low-stress environment is our absolute top priority. We purposefully host only one dog at a time to ensure your senior pet receives our undivided attention without the unpredictable energy or stress of multiple dogs in the house. Our home is a calm sanctuary specifically tailored for medium to giant older dogs to relax in peace. We have a fully fenced-in backyard that is secure and perfect for gentle, supervised outdoor time. We always monitor outdoor breaks and ensure the indoor temperature and noise levels remain perfectly comfortable for a snoozing senior.
“Andrew and Taylor were amazing with Ella! They gave us thorough updates, asked great questions, and gave Ella lots of love! We felt confident and at ease knowing Ella was in great hands. We would definitely re-book again!”
“Genevieve is an absolute DREAM dogsitter. We booked her to watch our older dog at her place while we traveled. She was perfectly suited for this type of booking on all levels. Super communicative, responsive, & kind. She kept our pup active and took her on some fun excursions! 10/10!”
“Karen and Toy took great care of my Luna, she had an amazing time with them and there pup, they even celebrated her birthday, they were very communicative and send pic through out her stay, will definitely have them watch her again.”
About: I am currently a foster parent for the Humane Society and have grown up with dogs all my life. I have crate and potty trained several puppies and worked with older dogs on behavioral needs. I am off of work in summer and have availability to spend time with pets! I can take dogs for a walk or just play with them. I’m used to caring for my foster animals throughout the day. I have a medium sized crate in my apartment, along with a park and trails right across the street! There are plenty of nice walks and a fenced in pet park nearby.
The median cost per night for dog boarding in South Milwaukee is $45
Dog parents share their Rover experiences - South Milwaukee
Anna worked really well with our fearful miniature poodle. He stayed at her home for several nights. Anna sent us pics, videos and updates. We discussed how to deal with some of his fearful behaviors. He was taken on walks and enjoyed his time with her dog. I highly recommend Anna!
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 boarding
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 Dog Boarding - South Milwaukee
Frequently asked questions about Rover
The average cost of Dog Boarding in South Milwaukee is $37 per night as of October 2026. Most bookings cost between $27 and $56 per night. 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 824 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
94% of sitters in South Milwaukee can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their South Milwaukee home-away-from-home, 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 , 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 .
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.
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