Dog Boarding in Milwaukee
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Top rated Milwaukee dog boarders
“Lisa was so good with my dogs, and she was such a great communicator. She sent me daily photos and was more than happy to update me on how they were doing. She is super fast to respond to messages, and was incredibly flexible with some last minute travel plans that I was dealing with. Highly recommend and I will be a repeat client!”
“Felt very comfortable leaving my doggy with Rhonda! She really takes good care of your dog and gives them plenty of exercise. She’s great at sending pictures and making you feel at ease knowing your doggy is in good hands!!”
“As a furbaby mama, there is always a heart tug when I need to leave my dog.. Kellene was just awesome how she would care and love my my dog Precious...Kellene also brought this mama joy and comfort by the updates and pictures throughout my time away from Precious. I would highly recommend her and her dog Coco....”
“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”
“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.”
“I can't be thankful enough. He was not only perfect in taking care of my 8 month old puppy, he was flexible in timing as well if you want an ease of mind I do 100% recommend him.”
“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.”
“Becky’s communication is incredible, we got multiple photos and updates on what Bjork did EVERY DAY!! She also has two wonderful daughters who cuddled Bjork at night and two amazingly behaved dogs who played with him in their huge fenced in yard! I am beyond grateful we booked with Becky and still cannot believe we found someone so perfect to watch our boy. 10/10 experience, 100/10 family! We will be booking again and we whole heartedly recommend her to all friends and family.”
“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!”
“Stacey and her family did a great job taking care of Buddy for a week. He seemed happy and fit in well with the family pets. I would love for Stacey to take care of Buddy 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!”
“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.”
“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!”
“Kim is the BEST dog sitter....period. My dog, Georgia, gets to take lots of walks, play in the fenced yard, and spend quality time on the couch with Kim's dog, but the biggest thing for me is that I TRUST that she is safe and cared for so that I can go away and enjoy myself without worrying about her. THANK YOU, KIM!”
“Dan and Holly were great. The meet and greet was well organized. We felt confident our dog would be well cared for. They were flexible with the pick up when we got back early. Thank you!!”
“Elizabeth and her family took really good care of my boy soap. They sent pics every day and updated text messages. I couldn’t be more satisfied with the care that they showed my fur baby and he had the time of his life also. I think he didn’t want to leave when I came to pick him up. Thank Elizabeth and family for taking such good care of my boy soap.”
“Yolanda and her family did a wonderful job with Gizmo. It was our first time leaving him for a week and with someone through Rover. Yolanda's patience, kindness, and experience brought me relief knowing that my dog was in great hands. She did everything possible to calm my anxiety-ridden fur baby and made him comfortable; kept me updated and was responsive; sent me photos; and was very easy/flexible to work with. By the end of the week, Gizmo was playing with other dogs and taking long walks twice a day, which he never does! He's been home for almost 24 hours and I can tell he misses Yolanda, but mostly, he's been sleeping like a baby. LOL. I couldn't thank Yolanda and her family enough. I finally found someone who was willing to take in my dog and refused to give up on him even when times were hard. I highly recommend her services! I've found my FOREVER dog sitter :) Thank you again Yolanda!!”
About: I’m a dog/cat mom who is a little obsessed with animals and can’t wait to meet yours! Open for boarding in my home, walks, check ins, feeding, etc. I currently have a standard poodle and a mini poodle who are the center of my life (let’s face it, the run my life!). They love guests and would be thrilled to meet your dog and cat while you’re away. I have 20+ years of experience with dogs and cats, able to give medications, provide senior care, and daily walks, play time. I’d love to help give your pet their very best life! I work a very flexible schedule and can usually accommodate your needs. I’m available weekends and most holidays as well. I’ll do my best to work together to find the best schedule for your pet. My dogs have a lovely home and they kindly let me live there too. 😆. The dogs are allowed free run of the house at all times, though I do have crates for when they want some unbothered time, at their choice. I live in a great neighborhood filled with dogs so we meet a lot of friends on our walks, too.
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.
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The median cost per night for dog boarding in Milwaukee is $45
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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.
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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.
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