Dog Boarding Milwaukee
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 1,011 pet parents in Milwaukee have booked dog boarding
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.
“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!”
“Laura did a great job with my pup again! I know that he is well cared for and safe when she is taking care of him. He always has a great time with her dog Diesel and goes on nice walks. I love how he always comes back to me good and tired! I highly recommend Laura and I will definitely be using her again!”
“Ashlee took great care of my 1-year old pup. He had fun playing with her dogs, and she was willing to take him at the last minute. She is very friendly and responsive.”
About: Hi there! We are recently new residents to Milwaukee and the Lower East Side and we would love to make some new friends in the neighborhood! We have gained a lot of experience caring for a variety of different pets in Chicago for over a year on Rover before our move. Personally, both of our families owned dogs & cats throughout each of our childhoods which has given us a natural experience with pets as well. We look forward to the opportunity to meet your beloved dogs & cats! BOARDING CLIENTS: We have recently opened our services for boarding dogs in our apartment! I work remotely 5 days a week at home so your dog will have no shortage of attention and care! We are deeply considering getting our own dog soon, so we’re treating every boarding guest like our test run! Your pup will get all the love, structure, and attention we’re practicing for our future family member—plenty of walks, play, cuddles, and a calm apartment to call home while you’re away! Please ask us any questions you may have! Andrew works fully remote 5 days a week and the nature of my job is very flexible so I am able to step out if needed/when requested. Taylor is fully in office but may occasionally be available. Additionally, we’re particularly looking to use some of our free time we have on the weekends to care for some pets together! We want to earn your trust that your animals are safe with us, and respect your home & privacy in doing so. Kindly communicate your preferences and your pet’s needs so we can make sure we’re doing everything we can to facilitate a comfortable experience for you and your pet from start to finish!
“Andrew and his family treated my Oscar as part of their family. He was in constant communication with me while I was away in Italy for almost 3 weeks. Andrew is very kind and very easy/flexible. I would recommend him to anyone that needs a trustworthy person to watch their furbabies! Thank you Andrew!”
“Stella stayed with Dawn and her family for a few days. Overall, the stay sounds like it went well. She has a nice fenced yard for her to run and play ball. They communicated and sent pictures and were quick to respond to messages.”
“Gabriel was great, my poppy had a great time with him and his puppy Mel. Lots of playing and wrestling, and Gabriel was great about sending pictures/updates all weekend. 5 Stars!”
“Linda was amazing! She was able to accommodate my dog very last minute, which I truly appreciated. She was very kind and made sure my dog was comfortable and well cared for throughout her stay. She took her on multiple walks each day and kept me updated, which gave me a lot of peace of mind. This was my first time leaving my dog with someone I didn’t know, and Linda made the experience so much easier than I expected. I could tell that she genuinely cared about making sure my dog was happy and comfortable. I’m very grateful for the care she provided and would definitely recommend her to anyone looking for someone dependable and caring to watch their dog!”
“Ashley and her family did an excellent job watching my two pups. Both seemed to be enjoying themselves while I was away. I got updates and pictures periodically so I was always in the know of what they were up to. Ashley was accommodating with time drop off and pick up. I appreciate the time and love you spent with my babies.”
“Kim is the BEST dog sitter....period. My dog, Georgia, gets to take lots of walks, play in the fenced yard, and spend quality time on the couch with Kim's dog, but the biggest thing for me is that I TRUST that she is safe and cared for so that I can go away and enjoy myself without worrying about her. THANK YOU, KIM!”
“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!”
“Marilynn gives very personalized care, asked me all sorts of details about my dog so she would assure the least amount of stress for him while I was gone. Right down to morning snuggles with coffee in bed!”
“Tracy was great with Hana and gave frequent updates and pictures. Tracy clearly has great experience taking care of dogs with all types of temperaments and I felt Hana was in great hands!”
“Mitchell is an amazing choice for care for your furry friend! Took amazing photos of my pup and sent me daily updates! Was very communicative and flexible with pick up and drop off times as well. Would book Mitchell again!”
“Dan and Holly are amazing - they took great care of Bosco and can absolutely tell he was in great hands. 10/10 would recommend them, we will absolutely be requesting their sittings next time we travel. Thank you both!”
“Scott was very accommodating and communicative, we got several pictures and even a short video of our dog out playing in the fresh snow. Our dog has a fear of smooth floors and Scott was able to layout enough rugs and beds that Barley was comfortable. Will book again.”
“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.”
The median cost per night for dog boarding in Milwaukee is $45
Dog parents share their Rover experiences - Milwaukee
We are so thankful for Alberto and Chad and the wonderful care they give our three dogs! They are always great about keeping us updated and sending pictures, which gives us so much peace of mind while we’re away. This time we were gone much longer than we have been in the past, and when we came home, we could tell our dogs were happy, comfortable, and very well taken care of. It means so much to us to have sitters we completely trust with our dogs, especially when we’re away for an extended period of time. We’re so grateful we found Alberto and Chad and would absolutely recommend them to anyone looking for reliable and caring pet sitters. Thank you both for taking such great care of our pups! ❤️🐾
Linda was amazing! She was able to accommodate my dog very last minute, which I truly appreciated. She was very kind and made sure my dog was comfortable and well cared for throughout her stay. She took her on multiple walks each day and kept me updated, which gave me a lot of peace of mind. This was my first time leaving my dog with someone I didn’t know, and Linda made the experience so much easier than I expected. I could tell that she genuinely cared about making sure my dog was happy and comfortable. I’m very grateful for the care she provided and would definitely recommend her to anyone looking for someone dependable and caring to watch their dog!
Ashley went above and beyond with our reservation! She was so accommodating and sent updates every day with pictures of our pup! I would easily recommend her to anyone looking for pet care. I really appreciate how communicative she was. The whole process went smoothly! 10/10!!!
Amy and Jay were great sitters for our dog, Brooks. We are so grateful we found them last minute! They provided cute updates throughout the stay and Brooks returned happy and relaxed :) you can tell they love dogs and we would absolutely ask them again in the future.
Hannah was such a great sitter! She was very communicative and sent a lot of updates! The fact that she has experience with all kinds of dogs and volunteers through MADACC definitely gave me peace of mind that our dog was in good hands! Would definitely recommend Hannah to take care of any pets!
Mika is awesome. She is trustworthy and skilled in relating to my dog who was immediately comfortable at our meet and greet. Mika sent pictures during my trip and reassured me that everything was cool. I am so glad we connected and I will be reaching out to her again without a doubt.
Ethan and Sara were amazing! They took fantastic care of our dog, Auggie. A super responsive, thoughtful, and caring couple. They kept us updated while we were on our trip, asked great questions, and kept Auggie exercised (his favorite thing to do), happy, and comfortable. Would recommend 🌟 and look forward to another opportunity to have them dogsit for us!
Flor was such an amazing sitter for our pups! We needed someone to care for our girls while we went to summerfest and I’m so glad we found her. She was very communicative and proactive with our dogs, and mentioned many things she does for dogs that are above and beyond, like rolling up a towel with treats or food (which is something we do at home with ours but have never asked or mentioned to a sitter previously). I was worried about our girls, especially our older one, because Flor and her partner were watching them during an extreme heat wave, but they took such great care and only took them out very late, and even prepared frozen fruit for them (they didn’t eat any apparently but at least they had the option!). As soon as I dropped our dogs off, we got very sweet pictures of them cuddling on the couch, and lots of videos and pictures over the 24 hour stay. I would absolutely have Flor watch our girls again! Thank you so much for taking them into your home!
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
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Popular requests for dog boarding - Milwaukee
Select a filter and find qualifying sitters offering dog boarding.Sitters in Milwaukee average 12 repeat dog boarding clients
FAQs for Boarding - Milwaukee
Frequently asked questions about Rover
The average cost for Dog Boarding in Milwaukee on Rover is $34.59 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 827 sitters on Rover offering Dog Boarding across 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.
85% of 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 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 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 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 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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