Dog Boarding Milwaukee
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 994 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.
“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!”
“Julia and Colin were great! They communicated well and even met Toast before boarding! We received a lot of pictures where our dog was smiling and having a good time with them. We will definitely book again!”
“Really enjoyed working with MJ. He's flexible, accommodating and responds promptly via Rover. My dog has had limited exposure to cats, so really appreciated the time MJ took to introduce Brooklyn to his cats and ensure they were ok. Brooklyn came back tired (tired = lots of fun = happy) and seemed to have had an awesome time.”
“Scott & Ashley were amazing with communication & updates putting this worried heart at ease. Fred was very well loved and we would definitely have him stay there again.”
“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.”
“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.”
“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.”
“Joe & Lily were very good to Kobe. Flexible with arrival and departure. Loved that they were very communicative and knew when I saw Kobe playing with the other pups he was having a good time.”
“Mitch was very accommodating with my last minute booking request. After a quick meet and greet, I left my 4 year old pup in good hands for an overnight stay. Mitch has a nice big fenced in yard for the dogs to play, he was very responsive with his communication and provided photo updates. Would definitely recommend.”
“Becky was so great with everything! She explained everything during the meet & great and made me feel very comfortable leaving my puppy in her care, especially on short notice. During my puppy’s stay she sent daily updates that kept me at ease. Lastly, she was very accommodating when my return flight was delayed. So professional and kind, 10/10”
“Lisa was wonderful with our puppy and even met him ahead of time which helped put our mind at ease as we had not left him before. It was great to get updates and a few pictures to see how he was doing and we knew he was in good hands!”
“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.”
“Molly did amazing with Victor! As he's gotten older, he's developed some health and incontinence issues. She handled them like a champ! I honestly was able to relax during my vacation knowing he was in good hands. He definitely did not want to come home!”
“Angela provides a safe, friendly stay for Skye when we are traveling. We are so appreciative to have someone who loves her animal friends so much. She gives us the reassurance that Skye will have a wonderful experience vacationing with her own canine and feline friends.”
“Kim did such a wonderful job caring for my pup, even when he was a bit hard to handle right away. She was communicative and transparent and worked hard to make sure that he was active, comfortable, and well-loved. I wouldn’t hesitate to recommend her services.”
“This is the 2nd time Bella has been at Monique’s and she is always well looked after. Monique is great at communicating whether it is while setting up the drop off/pick up or sending us pictures during her stay.”
The median cost per night for dog boarding in Milwaukee is $45
Dog parents share their Rover experiences - Milwaukee
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.
Gabriel sent photos every day and was super understanding of our nervous parents energy leaving our dog on rover for the first time! She seemed to have a great time at Gabriel’s “doggy camp” as we called it:) Gabriel and his girlfriend both have dogs so our pup was always with “friends.” Thank you!
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!
Emily was incredible! We left our pup with her for over a week as we travelled for a vacation. Leela received so much attention and care from her! Emily also sent us regular updates and communication was easy and smooth. Thank you so much Emily for caring for her so well :)
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 - Milwaukee
Select a filter and find qualifying sitters offering dog boarding.Sitters in Milwaukee average 11 repeat dog boarding clients
FAQs for Boarding - Milwaukee
Frequently asked questions about Rover
The average cost for Dog Boarding in Milwaukee on Rover is $35 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 843 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.
86% 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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