Doggy Day Care in Jackson Park, Milwaukee, WI
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 Jackson Park doggy day care sitters
“Kathy and Brad took great care of our little dog while we came from out of town to attend the State Fair. They clearly love dogs and they gave him lots of attention and love. Great communication also both before and during his stay. We will definitely use them again if we are in the area.”
“Lillian is SO amazing! She has watched my 8 month old Berner puppy and he’s so always happy to go over there. She always sends pictures and videos, and each time my pup looks SO happy and comfortable. Totally recommend her to anyone and will most definitely use her in the future. 😊”
“I will always bring my fur kiddo to Dan and holly if they’re available! The made me feel so comfortable! This was my 2nd time using them and I never felt more relaxed with them having my boy!”
“This was our first time using rover and any kind of daycare for our dog and Miranda was nothing but amazing! She kept me updated and sent pictures. We will definitely be using Miranda again in the future!”
“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.”
“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 owned a dog growing up and cared for and trained one with my family. I sit for friends and family from time to time and I love to play and take dogs for walks and, if they are able, runs of up to a few miles! I have a fenced in yard, and my kids (4, 8) are also great with animals. I work from home. With the exception of rare travel days, school drop-offs, and evening events, I will always be around the house to care for your pup. Your pet will get the attention it needs, as I work from home and I have a fenced in yard, as well as young boys that are great with animals. Frequent outside visits and play times are very doable.
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!
“Jill was able to accommodate our request rather last minute and was communicative throughout. She gave our senior dog a wonderful day of companionship; we know she was well cared for and left very happy.”
“Kait and Zelda have taken care of Joker like one more in the house. Joker has felt very comfortable with them and have enjoyed their company so much. I really appreciate all the pictures during the day and your kindness to us. We will keep Kait for future needs.”
About: (Please call my Rover phone number to discuss services) I am so excited to start pet sitting again! The pandemic limited my ability pet sit as often as use to, but now I can get back to doing what I love! I have been pet sitting for more than 10 years and I worked in veterinary medicine for 4+ years, which allows me to provide quality care at an affordable rate. I currently work from home, Monday through Friday, which is great for any pet owners that need daycare and/or overnight boarding. I feel it is very important to do meet and greets so we can determine if our pets will do well with each other in my home. I would appreciate a meet and greet within 5-7 days of the stay. I also required the pets are up to date on rabies, bordetella, DHPP, and flea/tick prevention. I look forward to meeting you and your furry friend! I have been given the privilege of working from home so that makes it easier to be more accommodating for pet owners who need care throughout the work week. I am also completely free on weekends. I live in an apartment that has private entry which makes it easier to take dogs out whenever they need a bathroom break. I also have a lot of walking space and the area is very dog friendly.
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. I have experience administering meds to cats and dogs. These skills transfer greatly to work with all living things! My husband, Vishnu, is also an animal lover. As a Hindu, he believes taking care of animals is a blessing. He will be helping me by taking care of any animals that stay in our home and meeting strangers. 🥰 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.
About: I love any type of dog, any type of dog is welcome in my home for caring, people I know describe me as a nice loving person . I work from home on my own time, I am self employed, dog sitting will fit in my schedule routine just perfectly right to welcome any dog. Anything the owner does for the care of there dog fits right in with me, communication on how you would like for me to take care of your dog is the key, I would love for your dog to feel right at home .
About: Hello paw parent! I have two fur babies of my own named Oreo, a Lhasa Apso, 9yrs old, and a Great Dane, Danerys, who is 4yrs old. Working from home allows me to spend a significant amount of time pet sitting for family, friends, or friends of friends. Pets including, but not limited to, cats, dogs, ferrets, etc. I've become a huge pet lover through meeting lots of wonderful fur babies, not to mention raising my own. Working at a doggy daycare has also provided me with the experience and knowledge of caring for animals. With this experience I can provide care, quality time, and love to your fur baby. Book me and you will certainly have a happy puppy back at home. I am at home full time so your pet and I will spend lots of time together. I have open availability and can provide a routinely eat, play, sleep environment treating your fur baby as my own. Maintaining communication via text, photos, and/or video to also ensure your piece of mind. It is my commitment to provide a safe and fun experience for your pet so they have a wonderful stay. My neighborhood is pet friendly. I will provide a cozy space for the pets to rest, a nice neighborhood walk for exercise, and dedicated playtime, not to mention lots of cuddles. Provided with special instructions, you can be certain I will be attentive and caring of any pet requiring specific needs or prescribed medication. If you need me to stay in your home the same attention and care will be extended. Not only is your fur baby going to be comfortable in their own space, but they will have a trustworthy friend who will love to spend time with them there. They will be taken out, fed, groomed, and exercised following your usual daily routine.
About: I love taking care of dogs and been doing it for friends for a while, and would love to care for other pets as well Im a stay at home wife and can take care of dogs and show them all the attention they need to be happy in my home. I will feed them accordantly how the owner would like, take them out for walks play with them with there toys and show them all my attention
Loving doggy day care in your neighborhood
Search Results
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…:) 🐶🙋♀️🫶”
Kathy & Brad K.
“Kathy and Brad took great care of our little dog while we came from out of town to attend the State Fair. They clearly love dogs and they gave him lots of attention and love. Great communication also both before and during his stay. We will definitely use them again if we are in the area.”
Lillian T.Star Sitter
“Lillian is SO amazing! She has watched my 8 month old Berner puppy and he’s so always happy to go over there. She always sends pictures and videos, and each time my pup looks SO happy and comfortable. Totally recommend her to anyone and will most definitely use her in the future. 😊”
Daniel & Holly L.
Star Sitter
“I will always bring my fur kiddo to Dan and holly if they’re available! The made me feel so comfortable! This was my 2nd time using them and I never felt more relaxed with them having my boy!”
Miranda O.Star Sitter
“This was our first time using rover and any kind of daycare for our dog and Miranda was nothing but amazing! She kept me updated and sent pictures. We will definitely be using Miranda again in the future!”
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.”
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!”
Berenice B.
“Bernice is great! I’d recommend her to anyone. My dogs love going there. She provides great communication and has been flexible when things come up.”
Tyler P.
“Tyler cared for my cat while I spent 5 days on vacation. He took excellent care of her - shes particularly shy, quiet, and untrusting. Tyler not only did exactly what I asked, he took time to help my cat feel more comfortable as she is not used to me being away. I work from home so my absence is particularly hard for her. He took the time to gain her trust and she noticeably warmed up to him in the video he sent. He definitely helped ease my worries about her being alone. I will be asking again for future pet sitting needs!”
Iuscely F.
“Luscely was available last minute and didn't make me jump through hoops to dogsit. She was communicative, fair, and my dog was happy. I will absolutely use her again!”
James H.
“Jim was great with Abby and great with communicating and sending pics! We will definitely call on Jim again!!”
William L.
“Billy is so great with my dogs that sometimes I think my Rufus and Fruit Loop like their walks with him better than they do with me!”
Jill F.Star Sitter
“Jill was able to accommodate our request rather last minute and was communicative throughout. She gave our senior dog a wonderful day of companionship; we know she was well cared for and left very happy.”
Kait S.
“Kait and Zelda have taken care of Joker like one more in the house. Joker has felt very comfortable with them and have enjoyed their company so much. I really appreciate all the pictures during the day and your kindness to us. We will keep Kait for future needs.”
Zhanae W.
About: (Please call my Rover phone number to discuss services) I am so excited to start pet sitting again! The pandemic limited my ability pet sit as often as use to, but now I can get back to doing what I love! I have been pet sitting for more than 10 years and I worked in veterinary medicine for 4+ years, which allows me to provide quality care at an affordable rate. I currently work from home, Monday through Friday, which is great for any pet owners that need daycare and/or overnight boarding. I feel it is very important to do meet and greets so we can determine if our pets will do well with each other in my home. I would appreciate a meet and greet within 5-7 days of the stay. I also required the pets are up to date on rabies, bordetella, DHPP, and flea/tick prevention. I look forward to meeting you and your furry friend! I have been given the privilege of working from home so that makes it easier to be more accommodating for pet owners who need care throughout the work week. I am also completely free on weekends. I live in an apartment that has private entry which makes it easier to take dogs out whenever they need a bathroom break. I also have a lot of walking space and the area is very dog friendly.
Sirena S.
“I have been using Sirena for over a year to care for my elderly dog, and I couldn't be happier with her service. She has provided overnight care, boarding, and drop-in visits, and throughout this time, she has proven to be incredibly reliable and trustworthy. What truly stands out is the bond she has formed with my dog. He is very connected with her, and I can tell he feels completely comfortable and safe in her care. It’s such a relief to know he’s in good hands. Additionally, her cat and my dog have become friends over the past few months, which adds an extra layer of warmth and comfort to the experience. I highly recommend Sirena to anyone looking for a caring, dependable, and genuinely loving pet sitter.”
Krystle S.
About: I love any type of dog, any type of dog is welcome in my home for caring, people I know describe me as a nice loving person . I work from home on my own time, I am self employed, dog sitting will fit in my schedule routine just perfectly right to welcome any dog. Anything the owner does for the care of there dog fits right in with me, communication on how you would like for me to take care of your dog is the key, I would love for your dog to feel right at home .
Olehyka S.
About: Hello paw parent! I have two fur babies of my own named Oreo, a Lhasa Apso, 9yrs old, and a Great Dane, Danerys, who is 4yrs old. Working from home allows me to spend a significant amount of time pet sitting for family, friends, or friends of friends. Pets including, but not limited to, cats, dogs, ferrets, etc. I've become a huge pet lover through meeting lots of wonderful fur babies, not to mention raising my own. Working at a doggy daycare has also provided me with the experience and knowledge of caring for animals. With this experience I can provide care, quality time, and love to your fur baby. Book me and you will certainly have a happy puppy back at home. I am at home full time so your pet and I will spend lots of time together. I have open availability and can provide a routinely eat, play, sleep environment treating your fur baby as my own. Maintaining communication via text, photos, and/or video to also ensure your piece of mind. It is my commitment to provide a safe and fun experience for your pet so they have a wonderful stay. My neighborhood is pet friendly. I will provide a cozy space for the pets to rest, a nice neighborhood walk for exercise, and dedicated playtime, not to mention lots of cuddles. Provided with special instructions, you can be certain I will be attentive and caring of any pet requiring specific needs or prescribed medication. If you need me to stay in your home the same attention and care will be extended. Not only is your fur baby going to be comfortable in their own space, but they will have a trustworthy friend who will love to spend time with them there. They will be taken out, fed, groomed, and exercised following your usual daily routine.
Marilin T.
About: I love taking care of dogs and been doing it for friends for a while, and would love to care for other pets as well Im a stay at home wife and can take care of dogs and show them all the attention they need to be happy in my home. I will feed them accordantly how the owner would like, take them out for walks play with them with there toys and show them all my attention
Maria R.
“Very friendly. Sent pictures to update. Available on short notice. Knowledgeable. Thank you.”
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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 Jackson Park on Rover as of Aug 2025 was about $45 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 Jackson Park.
Jackson 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 Jackson 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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