Dog Boarding South Milwaukee
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 338 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!!”
“Lisa and Richard took great care of Roscoe and were easy to deal with. Roscoe enjoyed his stay, got in a lot of playtime, and was well taken care of. Thank you fir being great hosts for Roscoe.”
“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!”
“Penelope had so much fun at Mary’s!! She slept the whole first day back home. This was my first time leaving Pen without someone I knew, but Mary was very reassuring and sent many photos throughout her stay. Her two dogs are wonderful and played so well with Penelope. Will definitely use Mary again in the future!”
“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.”
“Debbie did a great job with both of my dogs. She figured out their personalities and individual needs within a few days an established a routine that worked for all of them.”
“Moving to Milwaukee not knowing anyone, finding a quality dog sitter was my top priority, and Erin has gone above and beyond any of my expectations. When I drop Lux off I know he is going to be the most taken care of and loved little man. Staying at Erin's has been his home away from home, and I have appreciated Erin's consistent communication and photo updates during his stays. Erin herself is incredibly diligent with making sure she knows all necessary information about how to care for your animal, and goes out of her way to be flexible with timing of drop off/pick-ups or if you need last minute services. I am so sad to be moving away and to not be able to rely on Erin anymore - she truly is the best! :(”
“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.”
“Working with Julia and Colin was our first Rover experience and we could not be happier with how it went! Julia is extremely communicative and made the process easy. Our dog took to them very quickly and we could tell she was made comfortable in their home. We look forward to booking with them again!”
“Jill provided a safe and comfortable home away from home for Nigel. He came back happy as ever. Plus, he was fluffy and clean (a tall order for a long-haired white dog!). I appreciated how quick Jill was about replying to messages, and the picture updates she sent. I would gladly trust her to watch our dog again!”
“Katrina was a great sitter! She updated us regularly throughout the visit on how our pup was doing. We did one day of daycare with her before an overnight weekend and that worked perfectly! Our pup was so comfortable with her and they got along great! We will definitely book with her again in the future.”
“Scott was a wonderful sitter to our dog, Phoebe. Excellent communication, professional, and friendly. He sent us a few pics while we were away to let us know how she was doing, which I especially appreciated. Definitely recommend Scott, and his cute dog Lucy, to anyone looking for a sitter and a playmate.”
“Meagen and her family are awesome!!! The really put my mind at ease. Meagen was very attentive to the needs of Olaf and myself. Pictures and daily updates were definitively appreciated. Will be using her again for short and long stays. BTW, Bastian is wonderful as well.”
“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 ☺️”
“Rebecca and Dave did a wonderful job with my dog Suki and were very communicative from start to finish. They have a great environment for the pups and are good people. I know my lil girl had a great vacation while I was on mine!”
“Rusty had a great vacation with Carol and Steve! We missed him but we could see from the pictures that he was enjoying the beautiful yard, relaxing with the family and exploring the neighborhood!”
“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.”
“Sarah, Dan and their girls were amazing! Badger loves children and had a ball. They provided pictures during the stay which helped calm our nerves. We noticed he was exhausted when he got home which is a good sign. We would definitely use them again.”
The median cost per night for dog boarding in South Milwaukee is $45
Dog parents share their Rover experiences - South Milwaukee
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
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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 August 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 August 2026, there are 853 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.
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