Doggy Day Care in Cannon Park, 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 Cannon Park doggy day care sitters
“Couldn't have asked for a more pleasant experience! Maria & Nayibe were so friendly and took amazing care of my puppy. Additionally they accommodated my daycare request on short notice. I highly recommend them and will definitely utilize their services again in the future :)”
“Dan didn't mind my early drop off and definitely spoiled my puppy. He sent lots of pictures and gave great updates throughout the day. I would definitely recommend him to anyone.”
“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!”
“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.”
“Definitely looked like Jordyn enjoyed his stay and Kari definitely treaded Jordyn like one of her own. Great in helping out super last minute. Will contact her again if need be for sure!”
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!
“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.”
“Mira LOVES spending time with Janice 🫶🐶 She was walked and pampered and she wanted to stay longer when I came to pick her up. I love the photo and video of Mira that Janice sent me. Made my heart melt…🥰 She loves doggies and I’m so happy and grateful when Mira can spend time with her…:)”
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.
“Madelyn was absolutely incredible with our golden doodle (9 months) pup. She had great communication and kept our boy happy and safe. Highly recommend!! Thank you so much and we will be booking Madelyn for our future trips to the area.”
“Krystal was wonderful! We have been looking for a new regular Rover and we found a great one! She was communicative, easy to coordinate with, and took great care of Hallie. Highly recommend!”
About: Our loving family is excited to meet your furry friend! We have a gentle golden retriever who loves to play and a large, fenced backyard. We have fostered dogs before and it has brought us a lot of joy. I'm currently working remotely, so during the week I have the flexibility to spend time with your pet! Weekends can be a little tricky as we have kids' baseball schedules. But we can always coordinate and make it work. We are happy to crate your dog if needed. We do have a fenced in yard and that's what we use for our own golden retriever.
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!
“Amazing communication and pictures throughout. Soba had such a great time hanging out with Tracie and Penny! She was totally pooped from all the fun we had by the time we got home. Would definitely bring soba back without hesitation.”
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.
Loving doggy day care in your neighborhood
Search Results
Maria & Nayibe B.Star Sitter
“Couldn't have asked for a more pleasant experience! Maria & Nayibe were so friendly and took amazing care of my puppy. Additionally they accommodated my daycare request on short notice. I highly recommend them and will definitely utilize their services again in the future :)”
Caitlin K.Star Sitter
“Caitlin is wonderful with Mira! I am totally at ease when Mira is with her, and I am also happy for Mira to have such a fun and caring friend…:) 🐶🙋♀️🫶”
Daniel & Holly L.
Star Sitter
“Dan didn't mind my early drop off and definitely spoiled my puppy. He sent lots of pictures and gave great updates throughout the day. I would definitely recommend him to anyone.”
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!”
James H.
“Jim was great with Abby and great with communicating and sending pics! We will definitely call on Jim again!!”
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.”
Nikki G.Star Sitter
“Molly came home tired from all the attention she got. Seemed to have a great day!”
Kari M.
“Definitely looked like Jordyn enjoyed his stay and Kari definitely treaded Jordyn like one of her own. Great in helping out super last minute. Will contact her again if need be for sure!”
William L.
“William is a dream canine caretaker. I had never left my boy Phil for an overnight before and needed someone to watch him over a holiday weekend. Phil is a sweet boy, but needs some reassurance with separation. William was able to help Phil feel safe and comfortable being away for his first sleepover. He made sure Phil had lots of playtime, walks, and snuggles. William was in frequent contact to make sure I, too, was comfortable being away from Phil. When I picked him up, Phil was happy and at ease.”
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.”
Janice G.Star Sitter
“Mira LOVES spending time with Janice 🫶🐶 She was walked and pampered and she wanted to stay longer when I came to pick her up. I love the photo and video of Mira that Janice sent me. Made my heart melt…🥰 She loves doggies and I’m so happy and grateful when Mira can spend time with her…:)”
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!”
Madelyn K.
“Madelyn was absolutely incredible with our golden doodle (9 months) pup. She had great communication and kept our boy happy and safe. Highly recommend!! Thank you so much and we will be booking Madelyn for our future trips to the area.”
Krystal D.Star Sitter
“Krystal was wonderful! We have been looking for a new regular Rover and we found a great one! She was communicative, easy to coordinate with, and took great care of Hallie. Highly recommend!”
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!”
Kristin & Joe K.
“Kristin and Joe watched my 4 month old foster puppy for the weekend and he LOVED it there. He got to play with their sweet, gentle family dog Ben, and got all the cuddles and snuggles and pets from their two dog-loving boys. He came home content and tired from all of the playing and adventuring. They sent pics too, so I didn't worry about what he was up to! They are great dog people and would do a great job taking care of your pets!”
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!
Tracie B.Star Sitter
“Amazing communication and pictures throughout. Soba had such a great time hanging out with Tracie and Penny! She was totally pooped from all the fun we had by the time we got home. Would definitely bring soba back without hesitation.”
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!”
Katie S.
“Very responsive, even on short notice. Made things easy and took great care of our dog.”
Cannon Park dog parents share their Rover experiences
I can’t recommend Katie and Mike enough! I needed a sitter last minute, and they were incredibly responsive and accommodating. My dog is very timid when meeting new people, and she was clearly nervous when I first dropped her off. She spent most of the day with Mike, who was so patient and gentle with her. He kept me updated throughout the day with messages and photos, and it was great to see her getting more comfortable and relaxed as time went on. They’re a truly wonderful family, and I’m so grateful for the care and attention they gave my pup!
Sara and Caleb were so helpful with a last minute day care request!!! Responded very quickly and kept great communication throughout the day. I would definitely book with them again and recommend them to anyone worried about leaving their pups with new people. Thank you!!!!!
Popular requests near you
Select a filter and find qualifying Cannon Park sitters!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 dogs
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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The median cost per day for doggy day care in Cannon Park is $33
Why Choose Rover?
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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
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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 Cannon Park on Rover as of Aug 2025 was about $33 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 Cannon Park.
Cannon Park 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 Cannon Park 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.
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