Dog Boarding in Milwaukee
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Milwaukee dog boarders
“Laura did amazing with Romeo, she updated us everyday on how he was doing and was very responsive. Romeo was in very good hands. We would definitely use her again!”
“I am thankful Rhonda was able to watch my Boston Terrier on short notice. I was very comfortable leaving him with her and will definitely have her watch him in the future.”
“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.”
“We had a great experience with Kellene taking care of our pup. She was very responsive before and during the stay, and sent many updates/photos. Ozzy and coco got along great and it was nice to have a meet and great before to make sure the stay would go well. She treated Ozzy like her own pup and took him for walks, lots of play time and cuddles. We couldn’t ask for anything more!”
“Lisa was great as always! She made my dog feel comfortable and kept me informed of how she was doing. My dog seemed very happy and I appreciate everything Lisa did! Definitely recommend. 😊”
“Ashlee did wonderful taking care of my 11yo Shih tzu and 2yo Goldendoodle. She took them on walks, and sent me updates while I was on my trip!! She was flexible with the time changes in my travel and made it easy for me to pick them up!! I know my pups were in great care with Ashlee!! Thanks again ☺️”
“Rebecca's house was a perfect place for my Reilly to stay while I was on vacation. I received daily pictures of him in their yard, on someone's lap in the evening or hanging out with the other dogs. He seemed pretty content and I felt he had a good safe home to stay at while I was gone. They even cleaned Reilly's eyes which can have build up from weeping as well as giving him the heartworm/flea & tick med that was due during his stay.”
“Andrew helped watch my dog, Lucy, during a recent trip I had. He was very flexible and communicative throughout the process with drop off and pickup, and sent great photos throughout the stay to keep me comfortable regarding how Lucy was doing. Would absolutely book with him again.”
“Julia and Colin were great! They communicated well and even met Toast before boarding! We received a lot of pictures where our dog was smiling and having a good time with them. We will definitely book again!”
“Go ahead and read the 200+ positive reviews and then feel confident booking Dan. All the reviews are spot on. Dan makes a real effort to learn about you and your dog so he can best accommodate your needs. He was helpful and communicative all the way through. Most importantly, my dog had a great time. I highly recommend booking Dan when you have the chance.”
“Stacey took care of my older beagle for the weekend and did an amazing job. I got pictures and updates daily while we were away. I will definitely call her again next time im out of town!”
“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!”
“Karen welcomed our little Betty with open arms. Betty loves to meet new people and she got to meet quite a few new folks thanks to Karen’s friendly condo building. Karen sent pictures throughout Betty’s stay, which we always appreciate. We are so glad to have found Karen and know that Betty is looking forward to her next visit.”
“Poppy and Dudley had a great time at Kim’s house. Kim was so welcoming and reassuring. Updates and pictures made it a seamless and worry free experience. We will be back in just a few short weeks.”
“Elizabeth is so friendly I immediately knew Spike was in good hands. Even better, her two boys are full of joy and were ready to pet and snuggle with my pup. When I came to pick Spike up, he looked ready to stay with his new friends!”
“This is a repeat of a fantastic experience, my pup loves coming over! Always great videos and pictures, and this time a splash pad experience which was amazing and hilarious. Thank you so much!!”
“Josephine & Charlie had a great stay at MJ's while mom & dad went on a Harley trip. I got daily pics & texts. I would recommend MJ any time & certainly use him again.”
“Yolanda was such a blessing to me and my Rottweiler, Riley! Upon arrival to pickup, Riley was very comfortable with Yolanda and her husband. They made her feel like she was part of the family. Yolanda was gracious enough to accept my request for boarding Riley on a holiday weekend and even agreed to keep her an extra hour later on short notice without charge. I would definitely want Riley to be in Yolanda's care for any future boarding needs.”
“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!”
Milwaukee dog parents share their Rover experiences
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!
I found Mikalanne a month ago and kept them in mind for future petsitter needs and I’m glad I did. Reptar has severe separation anxiety and when it was time to say goodbye, Mikalanne distracted him by taking a quick jog up the street - making an otherwise stressful moment for Reptar a fun moment of play. From the daily updates, I knew how Reptar was doing and it gave me peace of mind during our time a part. I will definitely be booking services with Mikalanne in the future, clearly Reptar likes them!
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.
Popular requests near you
Select a filter and find qualifying Milwaukee sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for dog boarding in Milwaukee is $45
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Milwaukee average 11 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, 855 sitters provided dog boarding in Milwaukee. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 93% of Milwaukee dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Milwaukee have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 11 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Milwaukee.
Rover makes it easy to find Milwaukee dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 855 dog boarding sitters in Milwaukee on Rover, so you’re sure to find the perfect match for your dog! In Milwaukee, 87% of sitters offer daily exercise, 97% offer medication administration, and 94% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
Connect anywhere with the Rover app
