Doggy Day Care in Johnson's Woods, Milwaukee
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Top rated Johnson's Woods doggy day care sitters

“Maria and Nayibe were absolute lifesavers! They were available last minute to watch our dog while we went on vacation to catch a baseball game, and they went above and beyond to make sure our pup was well taken care of. They sent regular updates with videos and pictures, which gave us so much peace of mind while we were away. They were incredibly responsive, thoughtful, and clearly cared about our dog as if he were their own. As a generous surprise, they even sent us home with a pack of treats for our road trip back—such a kind and thoughtful gesture. We couldn’t recommend Maria and Nayibe more highly and would absolutely trust them again in the future!”


“Lillian was the sweetest! My baby boy Kross had the best time with her. She cared for him very well, kept him entertained with enriching activities, and sent lots of updates during the day with pictures and videos. 10/10 no notes! Will definitely be booking again in the future”


“Caitlin is the best! She is kind, patient and provides the best cuddles to my snuggly boy. He absolutely loves her and it is so apparent how much she loves and cares for dogs. We are lucky to have found her!”



“Second week of doggy daycare for Penny and she loves her attention from Dan, Holly and whoever else can give her pets and love. She use to not care for other dogs but is starting to interact and play. My heart is happy for this wonderful place for my Penny.”


“Miranda is the best. She takes such good care of our people-shy dog. She was patient with him and let him warm up to her on his own, and now he loves going to her house...full on butt wiggles when he makes his way over to her. It gives us great piece of mind to know that he’s so well taken care of.”


“Stajia is a fantastic dog sitter who took wonderful care of my energetic dog, Lulu. She is great with dogs and very friendly. I highly recommend her to anyone seeking a reliable and caring dog sitter.”


About: Are you seeking compassionate care for your pup? I specialize in providing dedicated care for senior dogs, tailored to their unique needs. I am also open to caring for younger pups and/or cats. 🐶 About Me: With experience caring for my diabetic dog, Cody, I understand the importance of attentive care and patience. Unfortunately, we recently had to put our Cody boy down due to old age and diabetes. I am now open for dog walking, housesitting or drop-ins but no longer in-home care. 🩺 Specialized Care: Whether your pup requires medication, insulin shots every twelve hours, or a gentle hand, I'm here to provide the attention and assistance they need. 📞 Contact: Reach out today to discuss your dog's needs and schedule a meet-and-greet! I am currently on a career break and have plenty of flexibility in my schedule to come to your home for pet care. I can be flexible for drop-in care and/or walks throughout the day I will tailor care for your pet depending on their individual needs. I have experience with administering medicine if needed. Each pet has their own needs and schedule.

“Our dog had an awesome day with Louise! She was great with little Stuart and so easy to work with for us. She accommodated a long day with our schedules and is so kind. She gave our dog personal care and very loving for our needy little puppy. We plan to book with Louise again, can’t recommend her enough!”


About: I have loved dogs of all breeds for as long as I can remember. Since I was 10, I have helped friends, family, and neighbors with their pets, including walking dogs and caring for them for several days. I take my responsibilities seriously and ensure the animals are happy and healthy. I work from home, allowing me to give your dog lots of love and attention throughout the day. I am available for boarding on both weekends and weekdays. I have a secure, fenced-in backyard and two friendly giants who will make sure your dog has a fantastic time. Additionally, I have a spacious crate available if needed. Your dog will also enjoy multiple exciting walks throughout the day!

“Crystal is excellent. She took great care of our pup, Rufus. She is extremely responsive and flexible. She sent us several photos, which I loved receiving. I am a very over protective dog mom and I trust her with my fur baby. Looking forward to having her sit Rufus whenever we have a need for a sitter.”



About: ## INTRODUCTION Howdy there, thanks for choosing my Rover! I go by Billy! First things first — My highest priority is the safety and well-being of any dog in my care. Outside of that, I'm also big on making sure they have a blast, are loved, and feel secure in my home. I am energetic and warm, yet firm. I've owned and raised 4 dogs over the course of 18 years, from puppydom to old age, and have cared for many more. I am adept at handling dogs large and small - physically and training-wise. ## SCHEDULE I am fortunate to have a highly flexible schedule. Your dog will always be safe by my side. I’m quite fond of dogs, so it’s a joy for me to spend my time in this way. ## APPROACH TO CARE I want to understand the needs and expected behaviors of any pet in my care, given your specific guidance and instructions. I am highly communicative and err on the side of caution, as your doggo’s safety and well-being are absolutely the highest priority for me. I have a highly flexible schedule since I'm in the middle of a job search, so I'll have all the time in the world to hang, play with, and co-work with your pup! I have the entire upper floor of my house available for your dog to lounge and roam in, equipped with multiple dog beds and lots of toys. There's also a fenced yard in the back whose concretedness is optimal for ball bouncing and catching, keep away, chasing, and more!

About: I've had dogs since I was a kid, for as long as I can remember. I've had dogs of all breeds, sizes, and personalities. My last dog was trained so well that friends and neighbors decided to get a dog for themselves after meeting him. Currently I have a 3 year old dog at home, along with my wife and 2 teenagers. We all love dogs because of the mutual unconditional love. I love taking dogs on walks, playing fetch with them in our small backyard and going to the dog park is a favorite activity for the whole family. Our dog is happiest when playing with other dogs and then getting so tired she can poop out on our couch while cuddling one of us. We have a small backyard but live in a very dog friendly neighborhood with sidewalks so when playing in the backyard isn't exercise enough long walks are great. I am familiar with giving dogs different medications and dealing with different dog personalities. I am an educator, so I am home for the summer, so our routine is flexible. I typically start the day with a morning walk by 7:00 am and then see where the day takes us. We take our last potty break around 10:00 pm before heading to bed. I have a fenced in backyard. I allow pets on our furniture. I do not have a crate, but I am comfortable crating dogs if that is what they are accustomed to. I have a dog and a cat at home. The cat mostly avoids dogs. I love dogs and they will be safe, loved, and taken good care of. There is usually always somebody at home to watch the pets, and we have a flexible schedule to accommodate to that.

About: I have had dogs all of my life. Some of which loved to walk and play, others liked to cuddle on the coach. I always make sure they live their happiest life! I work from home full-time, so my dog and I are two peas in a pod. We go on regular walks whenever I have down time and she always has whatever she needs. I take my dog on 3 regular walks a day. I have a bathroom area outside for dogs as well. I always make sure they have food and water and will offer to play regularly.

About: I’ve cared for family pets all my life. I grew up on a ranch and spent lots of time with all kinds of animals; dogs, cats, horses, chicken and goats to name a few. I’ve got lots of patience and love for furry friends. Most of my work experience is education and care for young kids and children with disabilities. These skills transfer greatly to work with all living things! I work part time and would love to have some regularly scheduled walks or drop in each week! I’m available during the day for the most part. I have one cat, Sasha, who is a little scaredy cat, but she can be very playful. I also have a small fenced in yard that is shared with my downstairs neighbor and his small dog, Connie.

“Tracie is a fantastic DogVacay host. She is communicative, responsive and generous. And, most importantly, she's great with our dogs. We have two beagles--one of whom is a bit high maintenance--and Tracie was beyond capable and professional in her care and handling of them. We strongly recommend Tracie.”

Loving doggy day care in your neighborhood
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Maria & Nayibe B.Star Sitter

“Maria and Nayibe were absolute lifesavers! They were available last minute to watch our dog while we went on vacation to catch a baseball game, and they went above and beyond to make sure our pup was well taken care of. They sent regular updates with videos and pictures, which gave us so much peace of mind while we were away. They were incredibly responsive, thoughtful, and clearly cared about our dog as if he were their own. As a generous surprise, they even sent us home with a pack of treats for our road trip back—such a kind and thoughtful gesture. We couldn’t recommend Maria and Nayibe more highly and would absolutely trust them again in the future!”


Lillian T.Star Sitter

“Lillian was the sweetest! My baby boy Kross had the best time with her. She cared for him very well, kept him entertained with enriching activities, and sent lots of updates during the day with pictures and videos. 10/10 no notes! Will definitely be booking again in the future”


Caitlin K.Star Sitter

“Caitlin is the best! She is kind, patient and provides the best cuddles to my snuggly boy. He absolutely loves her and it is so apparent how much she loves and cares for dogs. We are lucky to have found her!”




Daniel & Holly L.
Star Sitter


“Second week of doggy daycare for Penny and she loves her attention from Dan, Holly and whoever else can give her pets and love. She use to not care for other dogs but is starting to interact and play. My heart is happy for this wonderful place for my Penny.”


Miranda O.Star Sitter
“Miranda is the best. She takes such good care of our people-shy dog. She was patient with him and let him warm up to her on his own, and now he loves going to her house...full on butt wiggles when he makes his way over to her. It gives us great piece of mind to know that he’s so well taken care of.”


Tishara M.

“This young lady was amazing, very kind and polite. She provided pics of there park trip and I couldn’t be happier with her service!!! Highly recommend”




Stajia W.

“Stajia is a fantastic dog sitter who took wonderful care of my energetic dog, Lulu. She is great with dogs and very friendly. I highly recommend her to anyone seeking a reliable and caring dog sitter.”


James H.

“Jim was great with Abby and great with communicating and sending pics! We will definitely call on Jim again!!”




Michael J K.Star Sitter
“MJ worked with me when I needed a quick booking in the fly! He was super accommodating to a speedy request and pick up / drop off was a breeze!”


Dawn K.
“Dawn is an excellent and conscientious pet owner, caregiver, professional and friend. Be it in a work or personal setting, Dawn takes it upon herself to go above and beyond when she sees room to provide a fantastic experience, to make something better, or to help someone out. She is very detail oriented and talks through all of the logistics and angles to ensure a smooth experience for all involved. I have known Dawn for many years and worked with her professionally before we became friends. She even volunteered to check in on my 17 year old daughter while I was on vacation, who of course, ended up getting sick while I was away! Dawn was so thoughtful and attentive to her in our absence- checking in regularly, bringing her food and other items to make her more comfortable while we were gone. Dawn takes her roles and responsibilities very seriously- I would without a doubt trust her to care for and love with my pets!”


Nikki G.Star Sitter

“Molly came home tired from all the attention she got. Seemed to have a great day!”


Louise P.

“Our dog had an awesome day with Louise! She was great with little Stuart and so easy to work with for us. She accommodated a long day with our schedules and is so kind. She gave our dog personal care and very loving for our needy little puppy. We plan to book with Louise again, can’t recommend her enough!”


Sophia J.
About: I have loved dogs of all breeds for as long as I can remember. Since I was 10, I have helped friends, family, and neighbors with their pets, including walking dogs and caring for them for several days. I take my responsibilities seriously and ensure the animals are happy and healthy. I work from home, allowing me to give your dog lots of love and attention throughout the day. I am available for boarding on both weekends and weekdays. I have a secure, fenced-in backyard and two friendly giants who will make sure your dog has a fantastic time. Additionally, I have a spacious crate available if needed. Your dog will also enjoy multiple exciting walks throughout the day!


Crystal H.

“Crystal is excellent. She took great care of our pup, Rufus. She is extremely responsive and flexible. She sent us several photos, which I loved receiving. I am a very over protective dog mom and I trust her with my fur baby. Looking forward to having her sit Rufus whenever we have a need for a sitter.”




William L.
“William took excellent care of my dog while I was out of town for the weekend. She can be highly anxious when I leave her behind, but William was loving and caring and made sure she was well taken care of. Will be using him again in the future.”


Jill F.Star Sitter

“Jill was absolutely wonderful with my nervous rescue dog, and super accommodating with scheduling to boot. Would absolutely book with her again, thank you Jill!”


Keith O.
“We have known Keith as our neighbor for 20 years. He has always had dogs who were happy, healthy, and well cared for. Their dogs were part of the family. I wouldn't hesitate for a minute to have Keith care for our pets. He is reliable, dependable and loves making new canine friends.”


Tanner O.
“My boyfriend is truly a natural with dogs — especially our 9-year-old pup, who adores him! They’re absolutely best friends. He’s incredibly patient, kind, and always attentive to her needs, whether it’s giving her extra snuggles, taking her on long walks, or just sitting beside her when she’s having a slow day. I’ve seen firsthand how much he genuinely cares about animals. Any dog would be lucky to spend time with him, and any pet parent can feel at ease knowing their fur baby is in such loving, capable hands!”


Sirena S.
“Sirena has dog sat and walked my dogs more times and for more years than I can even count! She is a blessing in my life and my pets. I trust her completely, not only with my fur babies but also in my home. She’s attentive, loving, and patient with my 3 fur babies . Whether it’s a short walk or an extended stay, I know my pets are happy, safe, and well cared for with her. She treats them like family, and I’m grateful for everything she’s done over the years. I wouldn’t trust anyone else the way I trust her!”


Tracie B.
Star Sitter


“Tracie is a fantastic DogVacay host. She is communicative, responsive and generous. And, most importantly, she's great with our dogs. We have two beagles--one of whom is a bit high maintenance--and Tracie was beyond capable and professional in her care and handling of them. We strongly recommend Tracie.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Doggy Day Care FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Johnson's Woods on Rover as of Aug 2025 was about $39 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
Typically, sitters offering doggy day care on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Johnson's Woods.
Johnson's Woods doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Johnson's Woods sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:
- Puppies and high-energy dogs
- Dogs with special needs, including seniors
- Pet parents who work long hours
- Dogs with separation anxiety
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care 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 doggy day care 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 doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
