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 did an amazing job with Romeo! She provided frequent updates and pictures and we felt very comfortable during his entire stay. She was great to communicate with and Romeo had a great time!”
“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.”
“Alisha was great with my two pugs last weekend. She was very understanding of my quirky older dog's needs. Her boxer is so friendly and a wonderful playmate or pillow for doggy guests!”
“Kim is a sweetheart, an animal lover and really went above and beyond to make our 12.5 year old golden retriever feel right at home. We will be using Kim again soon and feel wonderful about it!!”
“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!”
“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!”
About: Over 20 years of experience, including elderly dogs and puppies. I love dogs and enjoy walks, park visits, games and couch snuggles. I know how important it is that your furry family members are taken care of to the fullest extent possible when you are away. I currently have a 10 month old standard poodle and she is my whole world. I understand how important this job is! I am an artist and work part time at my home studio. My flexible work schedule allows plenty of time for dog walks, park visits, play, attention and engagement throughout the day. I have a fully fenced in yard and a very friendly (well socialized) 10 month old standard poodle who loves having friends to play with. Our home is 4,200 square feet with plenty of space for dogs to play and settle in. We also have the first floor entirely puppy proofed, making it safe for even the youngest of curious explorers.
“Yolanda was amazing, she took amazing care of my dog,. he was spoiled, walked, cuddled and she even got him to play nice with another older dog! I truly appreciate a sitter that i can trust! she was knowledgeable, her family was calm and welcomed Gaige. Book her you won't be disappointed we will be back hopefully next month!”
“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.”
“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!”
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.
“From the pictures Wendy sent, our dog looked very happy during her stay. Communication with Wendy was easy, and she was accommodating with all arrangements. We will definitely board with her again.”
“Blythe was fantastic with Roxee! She asked questions about her behavior/preferences/ habits to give Roxee the best experience! She communicated well and made me feel comfortable she was in good hands. I would definitely recommend Blythe!”
“I'm a first-time user of Rover and am very glad I did. Now I'm not only a big fan, but plan on being a repeat customer of Rover and Debbie L. She was everything one could hope for in a dog-sitter. We met for a "meet and greet" so she could get to know Jules before taking her in. We discussed how I train Jules, her habits and idiosyncracies, her health and medications - essentially everything I believe a caregiver should want to know. While I was gone, she sent daily pictures of Jules enjoying herself. To be candid, I think Jules was hesitant to return to me. Debbie L was awesome!”
“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”
“Courtney was AMAZING! I was very nervous since it was my first time leaving my baby behind. She kept me up to date with pictures and updates throughout the days. For sure I found my one and only sitter. She’s amazing!!!”
“Joe was very responsive throughout the process and we had a nice meet and greet with our pup before a 5 night stay. We got daily communication and photos and it seems like our pup had a fun time. Would recommend.”
“Ester was great with Zeus. Zeus is very energetic, and had a wonderful time. I was sent videos of him during his stay. Will definitely book with Ester again.”
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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