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.
“Next time we need a sitter I would love it to be Blythe - she took amazing care of my dog Lily and sent me pictures :) Felt so good seeing Lily so comfortable and happy while we were apart. I think Lily misses her!!”
“Elba took care of Tyrion so well that I couldn’t ask for more. She sent pictures and gave updates during the stay. We would definitely reach out to her for our next trip.”
“Rebecca and her family made sure to make our dog feel right at home. We received 1-2 updates per day with multiple pictures. Would recommend to anyone looking for a sitter for their furbaby!”
“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.”
“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!”
“Debbie took phenomenal care of my 4 year old German Shepherd. He is very needy and requires a tremendous amount of attention and stimulation. Debbie kept me worry free during my vacation with updates daily, and pictures of all the fun activities they did together. Will definitely be booking again when I leave town for a worry free trip!”
“Katrina was very accommodating and took wonderful care of our dog while we were away! We appreciated the update and ease of communication with her. Thank you!!”
“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!”
“I cannot say enough wonderful things about Hannah! She took exceptional care of my dog, Bruno, while I was away. Throughout Bruno's stay, Hannah provided regular updates and photos, which gave me great peace of mind. It was clear that Bruno was having a fantastic time – he looked so happy and comfortable in every picture. Hannah was attentive to all of Bruno’s needs and made sure he got plenty of exercise, playtime, and affection. Hannah's professionalism, kindness, and genuine love for animals truly stand out. Bruno came back home relaxed and content, which is a testament to the excellent care he received. I highly recommend Hannah to anyone looking for a reliable and caring pet sitter. I will definitely be booking with her again in the future! Thank you, Hannah, for taking such wonderful care of Bruno!”
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.
“Absolutely wonderful! GREAT communication and you could tell she really cared about our dog. Fenced in yard too! Our pup had a great weekend and we didn’t worry about him at all. We will definitely be asking her to watch him again.”
“Ashlee was great with my dog, Sariah! She sent updates with pictures throughout the weekend, which was much appreciated. We will definitely book her again when we need a sitter.”
“Best care my dog could possibly have , they took really good care of my teddy , and always kept me updated with pictures. I would definitely take him back . THANK YOU”
“Dan and his wife were wonderful to our pup, Abbie. It is obvious they love animals and Abbie had a great vacation there!! Dan did an awesome job sending updates and they were super flexible with pick up and drop off. He asked great questions during our meet and greet I had t even thought of! I would recommend :)”
“I do not have enough nice things to say about Erin! She is so thoughtful and kind, and you can tell she truly loves and cares about all dogs. It’s never easy leaving your fur baby with someone, but Erin makes this task so much less daunting. I know my dog is safe with her and she takes all steps to ensure the stay is a good fit on both ends. I’m so glad we were able to connect with Erin and Brian as I feel like I’ve truly found great people to watch over my pup when I’m away without having to worry. Her pups norm and Reuben are also great! I can’t thank Erin enough to caring for my baby and truly appreciate her!”
“Stacey took care of my older beagle for the weekend and did an amazing job. I got pictures and updates daily while we were away. I will definitely call her again next time im out of town!”
“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!”
“Flex was happy to have stayed with Mary. We received multiple pictures of their activities. Mary's very communicative. Would use her again and recommend to others.”
“Karen is so great! She is very kind and caring. Our dog, Angel, received so much love and attention during her stay. We got several pictures every day which gave us so much reassurance while being away from our dog for an extended period. We could tell that Angel was very happy there and made to feel right at home. Thank you Karen!!!”
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
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 near you
Select a filter and find qualifying South Milwaukee sitters!Sitters in South Milwaukee average 11 repeat dog boarding clients
FAQs for Dog 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.
Connect anywhere with the Rover app
