Dog Boarding Milwaukee
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 1,005 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.
“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.”
“Willow had a great time! Laura took great care of her and sent a photo every day. She got along well with Diesel, and she ate all her food, which means she was very comfortable at Laura’s house. Knowing she was doing well allowed us to enjoy our vacation more. We will definitely book Laura again!”
“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 and his dog Lucy were a great match for Roo! I received multiple picture updates and he was great at communicating. We met up beforehand to ensure a good match, and it was clear Scott has a natural way with dogs. Would gladly rebook!”
“Becky was amazing with my dog, I left him for around 5 days and she updated me everyday regarding his stay. Her backyard was so amazing, my dog was out having fun with the other dogs under her care. This was my first time dog boarding and she made this process so smooth and stress free. Would definitely recommend her!”
“Kim did a great job with our dog Georgia! Georgia has lots of quirks and Kim managed them well. She was communicative, and sent photos and updates without me having to ask for them. Georgia was safe, happy, and relaxed when we brought her home. Thanks Kim and Tom!!”
“Super happy with Ellie’s time spent with Stacey and her family! Appreciated the communication and pics throughout our time away, we could sense the love they gave our girl. Will book 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”
“Marilynn is THE BEST! Super loving and accommodating to our two dogs. She set pictures and updates to us daily, and included a sweet little note in their things for us to read when we picked them up. If Marilynn would take our somewhat grumpy old guy and our high octane little girl again, we would love it!”
“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!”
“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!”
“Frank was really wonderful with Josie. He was very communicative and sent lots of photos during her stay. Highly recommended, will definitely be a repeat customer”
“If I could give 10 stars I would! Duke has been with me since he was 8 weeks old and never had stayed anywhere else. Yolanda was very accommodating to a last minute booking. Yolanda took in Duke for 2 nights and took care of my Duke as her own! I was sent picture updates from Yolanda and made me very comforter Duke was in good hands. I will most definitely book again with Yolanda when I need some mom time! Again thanks so much Yolanda!”
“Joe did an amazing job with my dog Ryno. Ryno is very nervous around new people and takes some time to warm up, Joe allowed her to take her time getting used to the new environment and adjust. He did a great job also administering medicine to her while she was at his home. I received at least 2 pictures a day of Ryno enjoying the backyard or lounging around the house. I will use Joe again and would recommend others to use him as well.”
“Clark had so much fun staying with Andrew and his family! They have a big fenced in backyard and I got plenty of pictures of Clark playing :) definitely would book again!”
“Sarah and her family provided constant updates of my dog throughout the week. Her daughters seemed really engaged and loving on my dog, making me feel confident she was receiving all the love and affection she gets at home. When I picked her up, my dog seemed so relaxed, almost as if she hadn’t been gone all that time, helping me feel confident she was safe and loved on. Usually after boarding in a facility, my dog is highly anxious, extra agitated and disheveled. None of that here with Sarah. Her and her family were truly the best sitters. I never worried once while away.”
“Elizabeth and her family took really good care of my boy soap. They sent pics every day and updated text messages. I couldn’t be more satisfied with the care that they showed my fur baby and he had the time of his life also. I think he didn’t want to leave when I came to pick him up. Thank Elizabeth and family for taking such good care of my boy soap.”
The median cost per night for dog boarding in Milwaukee is $45
Dog parents share their Rover experiences - Milwaukee
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 :)
Angela was extremely generous and did a very nice informal meet up so that my (small) dog could meet her sweet (large) dog just to make sure the two would get along. We met at a nearby park and the meet up was fun and successful. I then left my dog with Angela and her husband for one night, again to do a short trial stay before attempting a longer one. Angela and her husband could not have been more gracious and kind. My dog is quirky and anxious but he got along very well with the entire household. I would recommend Angela to anyone looking for a kind and patient caregiver. The night at Angela's went very well but, sadly, my dog has a strange habit of being skittish about some types of flooring...wood floors or floors that look like wood being one of his goofy fears. Angela's beautiful home has lovely wood floors that my dog just refused to walk on and so he will likely need to keep looking for a boarding home that has carpeting. Sigh. While I may not be able to use Angela in the future, she is terrific and I envy people who have dogs that will walk on all kinds of flooring!
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
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 near you
Select a filter and find qualifying Milwaukee sitters!Sitters in Milwaukee average 11 repeat dog boarding clients
FAQs for Dog Boarding - Milwaukee
Frequently asked questions about Rover
The average cost for Dog Boarding in Milwaukee on Rover is $35 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 845 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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