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.
“Angela is simply wonderful. She took excellent care of our 13 year old Pit Bull mix while we were on our two week vacation. Our dog wasn’t used to being away from us that long and since he had always received a lot of attention and care, we were worried about finding someone who would take just as good care of him. From the moment we met Angela, we felt completely at ease. Her warm, positive attitude immediately reassured us, and she wasn’t fazed at all by our dog’s hip issues and reduced mobility. Throughout our trip, she kept us updated with regular messages and photos, which gave us great peace of mind while we were away. Our dog was extremely well cared for, and we are so grateful to Angela for the love and attention she gave him. We would absolutely choose her again in the future and highly recommend her to anyone looking for a trustworthy and compassionate pet sitter.”
“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.”
“As always, Rupert came home happy after a fun weekend with Laura. I love knowing that he’s in good hands & I can enjoy what ever I’m doing (in this case, it was my oldest son’s wedding weekend!). Laura is great about sharing pictures & short recaps of their days together! Thank you, Laura!”
“Becky is the perfect boarder! She is very communicative and makes sure all our questions are answered. Our puppy loved her first stay! Becky sent many pictures and updates with all the fun activities our pup and the other dogs were up to. Her yard is such a dog oasis, so much room to run! She was alao very accommodating to our late night pick up with flight delays”
“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!”
“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.”
“Marilynn is such an amazing dog sitter! She was so welcoming and loving to my Maizey. Maizey can be anxious and Marilynn made her feel so comfortable in her home, especially around other dogs. It was a great experience for me and the dog! We will definitely use her again in the future.”
“Dawn and her family provided a comforting setting for our dog Astro. He was the only client they had for the stay which to us is just what he likes. He’s not much a social one, but tolerates well with other dogs if he has to! They paid Astro lots of attention when he needed it. Kept us up to date on anything that was important to tell us and sent pictures to show us he’s doing well! He’s pretty easy to take care of and not a trouble maker for anybody and he knew he was in good hands! Also, we liked that Dawn has a fenced in backyard! Big plus! Thanks again! Mike and Liz”
“Lacey was an amazing dog sitter! This was our first time leaving our 1year old lab and she handled him with such grace. We received so many updates and videos throughout the weekend. She took such great care of him - he came home as though nothing had changed. Dune was also such a wonderful pup companion. I would rebook again and again!”
“This is the second time we have placed our dog Rufus (75 lb Lab) with Daniel and Holly. The experience, service and communication has been spectacular. Also, they are super nice and proactively let us know how things are going; sharing stories about how he’s doing, etc. Consistently one of the best experiences! We‘ll be back”
“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!”
“This was Romeo’s second time staying with Joe and Lilly and highly recommend them to anyone looking for a trustworthy sitter! He was very happy, comfortable, and well cared for during both stays.”
About: I have taken care of dogs and cats of all ages and sizes, even dogs that can be leash, collar, and dog aggressive when walking. I am mostly available later in the week and weekends due to being a full time student, but have breaks in between my school days! There is a green area for dogs down the street from me and a quick 15 minute walk towards the lake for more walking paths!
“Katrina is very nice and takes great care of your loved one! My dog loves playing with Luca and always comes home exhausted.If you need someone to take care of your loved one when you are gone, I highly recommend Katrina!”
About: I’ve grown up with dogs and love dog sitting for family and friends! Living in such a walkable and dog friendly neighborhood in Milwaukee is the best for taking care of all the doggies! I work shorter shifts, so I am available many afternoons and weekends to take care of pups! My flexible schedule allows me to pick/choose my hours and open up time to dogsit/walk dogs! I live in a large 2-bedroom apartment with a balcony and green spaces/dog parks within walking distance from my apartment. I am more than happy to crate dogs if needed or keep them free roam if that’s what they do best with!
“Yolanda was a great sitter to my dog Bluto. She is very responsive and sends updates throughout the stay. My dog loved her and I would recommend her to anyone that needs an extended stay.”
“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.”
The median cost per night for dog boarding in Milwaukee is $45
Dog parents share their Rover experiences - Milwaukee
Angela is simply wonderful. She took excellent care of our 13 year old Pit Bull mix while we were on our two week vacation. Our dog wasn’t used to being away from us that long and since he had always received a lot of attention and care, we were worried about finding someone who would take just as good care of him. From the moment we met Angela, we felt completely at ease. Her warm, positive attitude immediately reassured us, and she wasn’t fazed at all by our dog’s hip issues and reduced mobility. Throughout our trip, she kept us updated with regular messages and photos, which gave us great peace of mind while we were away. Our dog was extremely well cared for, and we are so grateful to Angela for the love and attention she gave him. We would absolutely choose her again in the future and highly recommend her to anyone looking for a trustworthy and compassionate pet sitter.
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 :)
Madeline was absolutely wonderful with Pretzel and Stella during a two-week stay. As the first sitter outside of friends and family I've ever trusted with my dogs, I was understandably nervous but she put those worries to rest immediately. She kept me consistently informed throughout the entire booking, which made such a difference. I came home to two happy, healthy pups and total peace of mind. She clearly genuinely cares about the animals in her care. I'm already looking forward to booking with her again!
So kind and accommodating. It was great that she had a dog as it helped mine feel at ease. Sara asked for a meet & greet to make sure we were on the same page. Thank you for taking him to the dog park, his favorite place to be. Will definitely ask to rebook with her if needed on my next visit. Thank you Sara!
Agustin was amazing! He was able to take Ryder last minute, and helped coordinate with my mom when I was across the country and plans changed. He was very responsive and quick to messages. He was very flexible and allowed me to pick up my dog late in the evening. Ryder was happy and tired when he came home. Agustin was able to accommodate mh is needs dog, staying with him the entirety of his stay as he has separation anxiety. He was able to give him multiple walks, and lots of time with his pup Ziggy. Ziggy and Ryder seemed to bond and enjoy playing and elf ing time together. Ryder can be a barky boy, but he was accepting of him and still let him people watch through his beautiful, giant window. I would definitely rebook with Agustin if needed in the future.
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 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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