Dog Boarding Milwaukee
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 1,022 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.
“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!”
“Laura is a wonderful dog sitter! Our 18 month old pup stayed 3 weeks with her and her chocolate lab. This was her 2nd stay with them. She was well taken care of. My pup and her dog were inseparable! Laura provided daily updates and pictures of our pup enjoying her stay. She followed our requests for special care for her. We will definately use her for future sitting and highly recommend her T.o Weber”
“Andrew and Taylor were amazing with Ella! They gave us thorough updates, asked great questions, and gave Ella lots of love! We felt confident and at ease knowing Ella was in great hands. We would definitely re-book again!”
“Genevieve is an absolute DREAM dogsitter. We booked her to watch our older dog at her place while we traveled. She was perfectly suited for this type of booking on all levels. Super communicative, responsive, & kind. She kept our pup active and took her on some fun excursions! 10/10!”
“I’m still fairly new to Rover, and it was truly a pleasure having Karlee watch my Shorkie while I was out of town. She sent updates whenever I requested them and gave my dog a new opportunity to be around a cat, which I really appreciated. What stood out most was how well Karlee was able to understand my dog’s personality. It showed that she genuinely took the time to get to know her and accommodate her individual needs. I truly appreciate the care she provided, would absolutely recommend her, and would definitely request her again!”
“I would highly recommend Lily to anyone looking for pet care!! She was communicative, professional and flexible, and Melo loved her from the start! She was open to all of the needs I requested and made sure Melo got the care he needed the entire stay. She even went out of her way for our meet and greet which was super appreciated! She sent updates and photos during the stay and I felt 100% comfortable knowing Melo was in good hands. Will definitely book again!”
“Cole did a great job watching my dog for the weekend! I got tons of pictures and videos of her running around and having a great time with his dog. He was responsive and very flexible with pick up and drop off times”
“Sarah and her family took great care of Goose while we were gone for a quick overnight! Goose got lots of walks around the neighborhood and played well with their kids, both in the yard and outside. We wouldn’t hesitate to book again in the future!”
“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.”
“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!”
“MJ is the best sitter and was one of the few that I felt very comfortable leaving my dog with for more than a week! Sad that he’s relocated away from CA but I’m sure he’ll continue to be an A+ sitter wherever he goes!”
About: Hi! I’m Kylie. I’m a work from home dog mom that loves taking walks during the day and throwing a toy in the backyard as a nice step away from my desk. I have a 4 year old male golden retriever who loves to sleep, play with other dogs, go on walks and chill in his pool. Working from home is a huge benefit, but I also want to care for other dogs during the day while their parents need to be in office or away for the day. I will treat them as my own! I work from home and need those walking breaks for mental clarity. I also toss the ball for my dog when I need fresh air and time with my pup. I am blocked all weekends but please message me as I may be available! I have a fully fenced in back yard, 1 friendly golden retriever and 2 indoor cats. 1 cat will hide during the day, the other is super friendly and lays by my feet. They are both around dogs constantly.
“Cece was a great sitter for our two pups! One of our dogs is pretty anxious and takes a bit to warm up, and she seemed right at home by the time we picked her up. Their dog, Fletcher is a super sweet dog too!”
“Best care my dog could possibly have , they took really good care of my teddy , and always kept me updated with pictures. I would definitely take him back . THANK YOU”
“We're always nervous to leave Zoey, our little miniature Dachshund, behind when we go away. If you feel the same about your baby look no further than Daniel. Daniel and Holly provide a loving and safe environment and you can tell they really love each of their guests. Picking up Zoey after 5 nights away she was by far the happiest I've seen her when picking her up from "vacation". Happy, healthy and no anxiety. Daniel sent us the cutest pictures from all 5 days of her stay. I can't recommend Daniel enough and would give 10 stars if possible! Zoey can't wait to go back and we're so excited to have a warm family for her when we go away next time!”
“Alyssa is absolutely fantastic! I was kind of worried leaving Maggie with someone i didn't know but after I met her at our meet and greet and toured her house and talked to her I was 100% sure that I had found the person I was absolutely comfortable leaving my Maggie with. She was so genuine and sent me pictures and videos during Maggie's stay. Thank you Alyssa!”
“She was very nice. She responded very fast and sent lots of pictures. She gave updates everyday and let me know how everything was going. Would definitely book with her again”
“Debbie was great! She was very on top of things with my pup Reggie. She set up a meet and greet ahead of time to ensure we were both comfortable with Reggie spending the night and it put my mind at ease. I completely trust her to take great care of my pup. Highly recommend!”
About: Hi! I work mostly remotely, and have a big love for pets! I am also a painter and a muralist (you’ll see my dog, Mouse in front of a couple murals). Currently I do not have a pet, but have always had dogs growing up (mostly labs and poodle mixes). I'm very active and love to take walks and runs and frequently practice yoga (sometimes at home). Currently I have plenty of time to care for a pup and have dogsat for many of my friends's pets. Your dog will be well cared for and loved and pretty much, just by my side! I lost my dog a few years ago and he was the best companion ever. Definitely will always have a soft spot for frenchies. ❤️ I am usually working remotely, so I have flexibility in terms of dog walking and boarding. I am happy to pop in to walk your dog, board them with me or stay at your home. I have plenty of space in a warehouse loft/elevator building. There are other friendly dogs in this building. I live downtown so I’m happy to walk the dog to the lake, less than a mile away and through the third ward. I typically end up going for walks along the lake. I’m happy to go for a walk for any amount of time.
The median cost per night for dog boarding in Milwaukee is $45
Dog parents share their Rover experiences - Milwaukee
Genevieve is an absolute DREAM dogsitter. We booked her to watch our older dog at her place while we traveled. She was perfectly suited for this type of booking on all levels. Super communicative, responsive, & kind. She kept our pup active and took her on some fun excursions! 10/10!
I would highly recommend Lily to anyone looking for pet care!! She was communicative, professional and flexible, and Melo loved her from the start! She was open to all of the needs I requested and made sure Melo got the care he needed the entire stay. She even went out of her way for our meet and greet which was super appreciated! She sent updates and photos during the stay and I felt 100% comfortable knowing Melo was in good hands. Will definitely book again!
Reptar had a great time with Emily. We met outside of her apartment, Reptar (an anxious dog) was initially a little reactive from the busyness of street and all the people walking nearby but when he saw Emily, he was quick to calmly warm up to her. Reptar wasted no time exploring her apartment as I set up his crate, Emily had no problem with him jumping up on her couch (appreciate that for him). Emily sent check ins throughout the overnight stay to let me know he was settling in and how he was doing. Upon pick up, she had him all set outside of her apartment when I arrived, allowing for a smooth transition.
I’m still fairly new to Rover, and it was truly a pleasure having Karlee watch my Shorkie while I was out of town. She sent updates whenever I requested them and gave my dog a new opportunity to be around a cat, which I really appreciated. What stood out most was how well Karlee was able to understand my dog’s personality. It showed that she genuinely took the time to get to know her and accommodate her individual needs. I truly appreciate the care she provided, would absolutely recommend her, and would definitely request her again!
My anxious dog settled in beautifully with Frank and his two little dogs, allowing me to enjoy a worry-free two week vacation. Frank sent updates with photos which greatly reassured me that all was going even better than hoped. Honey clearly enjoyed a relaxing time with Frank in his home and made new friends with his dogs. I highly recommend Frank and would not hesitate to rebook with him!
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!!!
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.
How to book dog boarding
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 12 repeat dog boarding clients
FAQs for Dog Boarding - Milwaukee
Frequently asked questions about Rover
The average cost of Dog Boarding in Milwaukee is $36 per night as of October 2026. Most bookings cost between $25 and $61 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 814 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
94% of sitters in Milwaukee can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Milwaukee home-away-from-home, 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 , 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 .
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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