Dog Boarding Milwaukee
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 1,095 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 excellent and very accommodating for my last minute trip. She also sent a lot of update photos of my puppy to make my first time with rover a great experience :)”
“Ashley was absolutely amazing with Chase and Coco! She kept me updated the entire time with pictures and videos, which gave me so much peace of mind. It was clear they were well cared for, happy, and loved while I was away. I had no issues or problems at all. I truly appreciate the excellent care she provided, and I will definitely be booking with her again. Highly recommend!”
“Laura is a wonderful pet sitter. Our fur girl loves her and her dog Diesel! Always takes great care and follows instructions. Plus daily pics and updates! We highly recommend her!”
“Tuo was fantastic! Even my picky, spoiled dog, Pumpkin, loved him. He was incredibly patient, understanding, and flexible, always accommodating our needs. I felt completely at ease on my business trip, thanks to the frequent updates and pictures he sent. It was clear that Tuo genuinely cares about animals, and he went above and beyond to make sure Pumpkin was happy and comfortable.”
“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!”
“Katrina is top tier! She was responsive and kept us informed on how our Mac was doing. Such a warm welcoming environment for our little guy to stay in for a couple of days and we were able to enjoy our vacation knowing he was in the best hands. Her dogs are the sweetest floofs too and we can't begin to express how pleased we are with how everything went. Forever grateful for the time and attention she showed.”
“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!”
About: I’m a kind and goofy gal that loves dogs with my whole being. I own a beagle named Luna that I love spending time with. Her mom needs to hustle to get more funds for our journeys and all the Trader Joe’s treats. I am constantly the friend that takes care of my friend’s dog and enjoy every moment. I hope you give me the opportunity to spend time with your pet! I’d be happy to expand on my experience and passion. My entire schedule revolves around my dog. I’m thinking about how to move things around for her and always checking if I can bring her with. I enjoy our three walks a day on our remote work from home days. I’m open to taking care of pets at my home or their own as long as you’re okay with mine being with us. I’d be happy to introduce them beforehand. I’m a horrible liar and believe in karma, so I treat everyone and their homes like I would want others to treat mine. Hopefully this isn’t too cheesy lol
“I’m super grateful to Rachel and Matt. They were such kind, attentive sitters to Chloe. They have a large, enclosed back yard in a safe neighborhood and two sweet, well trained dogs to play with. They took her on walks AND runs! They sent me adorable videos and photos of Chloe during her stay. She usually doesn’t eat much when staying with sitters but she ate even more than usual - showing how comfortable and well exercised she was at their home. I think she misses her vacation home! I will definitely be requesting Rachel and Matt for doggy care in the future!”
“Excellent dog-sitter. I have 2 retired racing greyhounds, and the girls seemed love it- Especially the noce, gated backyard and lounging all over the place. Definitely a 5.5 star sitter that went above and beyond.”
“This was the first time I used Rover and was extremely nervous. Marilyn made me feel so comfortable. She was wonderful. It's obvious she loves animals. My dog actually seemed sad to have to go home. I will definitely be using her for any future needs.”
“This was Cali's first time being boarded. Chelsea was very good and Cali had a great time. Chelsea was great at communicating and sending many photos and videos of Cali. Would definitely use Chelsea again the next time Cali can not come with me and I need a sitter.”
“Charlie had a very fun time at MJ's place! There were a few other dogs for Charlie to play with during her little vacation and MJ kept me updated on how she was doing and sent me several pictures as well! I'm very glad I found MJ and would recommend him if you're looking for a loving home for your pup to stay at!”
“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!”
“They are so sweet and accommodating to my schedule. Brownie had a good time at their place, they also have a big backyard which is a huge plus. I would definitely recommend!”
“Porter absolutely loved Ben and his dog Melvin! Ben regularly updated me with pictures and administered medication that Porter needed. I really appreciated how attentive was! I plan to rebook him later this month!”
“I highly recommend Cole and Alex. They were reponsive and took good care of our energetic doodles and our 17 year old, 10 pound, blind and deaf Bichon mix. My partner got very sick on our flight home and Cole and Alex were very understanding of how much later we might get to them--despite it already being a late pickup. They have a fabulous fenced back yard, so plenty of exercise space. Will definitely use them again when flying out of Milwaukee--they are less than 10 minutes from the airport.”
The median cost per night for dog boarding in Milwaukee is $45
Dog parents share their Rover experiences - Milwaukee
Meg was a great fit for taking care of my dog with separation anxiety, the check-ins showed that he was doing fine for his overnight. He especially enjoyed the fenced in backyard and played back there several times. I’m looking forward to booking with Meg again soon!
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!
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 $37 per night as of November 2026. Most bookings cost between $26 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 November 2026, there are 805 sitters on Rover offering Dog Boarding across Milwaukee. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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.
93% 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.
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.
Yes, you can find sitters who have experience with handling special pet needs in Milwaukee. On Rover:
- 89% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 93% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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