Dog Boarding Milwaukee
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 1,016 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.
“Yolanda is amazing! She accepted my last minute request when my sitter cancelled the day of. This is my second time Marvin stayed with Yolanda and I can tell he has a great time! We will definitely be booking with Yolanda again. Thank you so much!”

“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.”

“Percy had a fantastic time at his stay! Rebecca has a great yard with friendly dogs for Percy to play with. She was very accommodating to his last minute change in diet. Percy cannot wait for his stay in November!”

“Kayla was awesome ! Her communication was out of this world . My babygirl 🐶 really enjoyed her staycation . I’ll definitely book again — and if you’re considering booking with Kayla don’t hesitate!”

“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!”

“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!”


“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!”

“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!”

“Laura did a great job with my pup again! I know that he is well cared for and safe when she is taking care of him. He always has a great time with her dog Diesel and goes on nice walks. I love how he always comes back to me good and tired! I highly recommend Laura and I will definitely be using her again!”

“Kim has been so flexible and available for us. We've had to use her at the last minute a few times, plus we have 2 dogs, and she has accommodated the requests graciously. I love that she sends updates and pictures or videos when they are in her care. They get the love and attention and exercise they need when with Kim.”

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!
“This was my first time using Rover and I could not be happier! Dawn and her husband were wonderful sitters. My dog, Jax, was obviously comfortable within minutes of walking in the house. Through out his stay Dawn would send pictures so I could see for myself how ‘chilled’ Jax was. I highly recommend Dawn and would definitely leave Jax in her care again.”
“Flex was happy to have stayed with Mary. We received multiple pictures of their activities. Mary's very communicative. Would use her again and recommend to others.”

“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!”

“Gabriel treated our dog like his own. He took him out for many walks per day and my dog loved playing with his cute little one! He was super communicative and sent us updates every day. We won't hesitate to book with Gabriel again.”


“Ashley was an amazing dog sitter for our pup! She communicated throughout the stay, sent pictures, and made him feel at home! I highly recommend! Thank you for the experience!”


“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!”

The median cost per night for dog boarding in Milwaukee is $45
Dog parents share their Rover experiences - Milwaukee
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!

We are so thankful for Alberto and Chad and the wonderful care they give our three dogs! They are always great about keeping us updated and sending pictures, which gives us so much peace of mind while we’re away. This time we were gone much longer than we have been in the past, and when we came home, we could tell our dogs were happy, comfortable, and very well taken care of. It means so much to us to have sitters we completely trust with our dogs, especially when we’re away for an extended period of time. We’re so grateful we found Alberto and Chad and would absolutely recommend them to anyone looking for reliable and caring pet sitters. Thank you both for taking such great care of our pups! ❤️🐾

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!!!

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!

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 12 repeat dog boarding clients
FAQs for Dog Boarding - Milwaukee
Frequently asked questions about Rover
The average cost of Dog Boarding in Milwaukee on Rover is $36 per night as of October 2026. Most bookings cost between $25 and $61 per night. 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 827 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.
87% 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, 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.
<b>Tip:</b> 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.
















