Doggy Day Care in Roosevelt Grove, 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 Roosevelt Grove doggy day care sitters

“Thank you so much to Kim! Kim was a fantastic dog sitter for our dog Mushi today. She's very friendly and made us feel very comfortable about leaving our lab mix rescue with her while we enjoyed the Milwaukee Zoo. She walked Mushi and also gave us updates as well as pictures. I highly recommend her to watch your dog.”


“Adrienne was Roo’s best friend for a day, and was everything I was looking for and more. Roo had a day full of adventures, and Adrienne sent us plenty of photos! We will definitely be return customers. Highly recommended!!”



“Jan was great! She knew I was concerned that my sometimes reactive doggie might misbehave in a new place but Jan sent me an update right away to let me know she was doing well. She sent messages and pics throughout the day for reassurance, even though I didn’t ask her to.”


“Naomi is great. I took a chance given she is new on Rover as she just moved to Milw. she was accommodating to set up a meet and greet a couple days before I needed day care for my pup. what is attentive and listened about my dog. Communicated and sent pictures throughout his day with her. My pup was well cared for and really liked her! sometimes it’s hard when there’s not a lot of reviews, but I am glad I took a chance and I highly recommend Naomi! THANK YOU NAOMI!”


“Marycruz is amazing! My dog loves her and gets along great with her pup. She sent lots of pics and was great at communicating. This is the second time she’s watched my dog for day care and she’s very trustworthy! Very glad she’s on Rover - 11/10 sitter!”



“MJ was amazing with Bobo and warmed up to him in such a short amount of time (usually it takes a while and even days!) He knew how to read Bobo and knew exactly how to interact with him. Definitely will be seeking out MJ to look after Bobo many more times.”


“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.”



“We love having Louie stay with Auria….he comes home happy and having him with other dogs has clearly made him more social at home and in the neighborhood. Auria is our “go-to sitter!”


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.

“Ryan is so wonderful with our puppy! He did an initial meet and greet and we instantly could tell her truly cares for pets. He was always extremely responsive and proactively provided updates through our pup’s stay - we knew she was in good hands. Thank you Ryan!”


“Miranda took care of my dog like nobody would. She was flexible and patient, and I will absolutely take my dear Galleta with her again. Miranda is super reliable and clearly loves animals. Galleta had lots of fun with her dog, Bandit. Thanks a lot for an amazing daycare experience for my dog!”


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.

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!

About: All my life animals have been apart of my life! I have always had a dog or cat in the home growing up. I just love spending time with my dogs, taking them on walks, cuddling with them, and playing with them! Same with my cat she can be the biggest cuddle bug, or Ms. Independent (I love her either way)! I am currently exploring pet care as a full time job! I am open/available for all your pet care needs day/evening care, boarding, walks! Let’s communicate, I’d love to help you with your pet care needs Currently I have two dogs a 10 year old chihuahua, 4 year old pit bull mix and a 3 year old cat. All of them are very friendly, and get along great with other animals! We take walks daily, and visit a local dog park 2 to 3 times a week. I do have a 30 ft leads attached to a stake in my backyard to let my dogs out in between walks.

“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: Hello, I have taken care of all kinds of animals since I was very young. I have taken care of roosters, chickens, ducks, rabbits, dogs, kittens, goats. I really like playing with animals and entertaining them. I like taking them for walks and bathing them. I started working as an animal caregiver at the age of 20 with neighbors, friends, and family. I believe that animals are very intelligent and full of love. I just arrived in the country and I am looking for a job that I can do part-time and be able to study. I am also looking to do what I love and am passionate about, which is taking care of pets, being able to walk them and take care of them, giving them everything they need, which is love and care. I have a park near my house where I can play with your doggy baby. I also have many toys and ideas in my house to do with them.
Loving doggy day care in your neighborhood
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Yolanda W.Star Sitter

“Thanks so much again! I needed a sitter super fast turn around and Yolanda was super accommodating and easy to coordinate with! Will def use again!”


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…:) 🐶🙋♀️🫶”


Kim S.Star Sitter

“Thank you so much to Kim! Kim was a fantastic dog sitter for our dog Mushi today. She's very friendly and made us feel very comfortable about leaving our lab mix rescue with her while we enjoyed the Milwaukee Zoo. She walked Mushi and also gave us updates as well as pictures. I highly recommend her to watch your dog.”


Adrienne N.Star Sitter

“Adrienne was Roo’s best friend for a day, and was everything I was looking for and more. Roo had a day full of adventures, and Adrienne sent us plenty of photos! We will definitely be return customers. Highly recommended!!”


Tegra R.Star Sitter

“My dog is not easy!!! She was awesome. Really appreciated her. Thank you great job Winston came home sleepy”




Jan H.Star Sitter

“Jan was great! She knew I was concerned that my sometimes reactive doggie might misbehave in a new place but Jan sent me an update right away to let me know she was doing well. She sent messages and pics throughout the day for reassurance, even though I didn’t ask her to.”


Naomi M.

“Naomi is great. I took a chance given she is new on Rover as she just moved to Milw. she was accommodating to set up a meet and greet a couple days before I needed day care for my pup. what is attentive and listened about my dog. Communicated and sent pictures throughout his day with her. My pup was well cared for and really liked her! sometimes it’s hard when there’s not a lot of reviews, but I am glad I took a chance and I highly recommend Naomi! THANK YOU NAOMI!”


Marycruz A.

“Marycruz is amazing! My dog loves her and gets along great with her pup. She sent lots of pics and was great at communicating. This is the second time she’s watched my dog for day care and she’s very trustworthy! Very glad she’s on Rover - 11/10 sitter!”




Michael J K.Star Sitter

“MJ was amazing with Bobo and warmed up to him in such a short amount of time (usually it takes a while and even days!) He knew how to read Bobo and knew exactly how to interact with him. Definitely will be seeking out MJ to look after Bobo many more times.”


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.”




Auria R.Star Sitter

“We love having Louie stay with Auria….he comes home happy and having him with other dogs has clearly made him more social at home and in the neighborhood. Auria is our “go-to sitter!”


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.”


Ryan T.Star Sitter

“Ryan is so wonderful with our puppy! He did an initial meet and greet and we instantly could tell her truly cares for pets. He was always extremely responsive and proactively provided updates through our pup’s stay - we knew she was in good hands. Thank you Ryan!”


Miranda E.

“Miranda took care of my dog like nobody would. She was flexible and patient, and I will absolutely take my dear Galleta with her again. Miranda is super reliable and clearly loves animals. Galleta had lots of fun with her dog, Bandit. Thanks a lot for an amazing daycare experience for my dog!”


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!”


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”


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!


Nylia G.
“Oh my goodness! Let me tell Nylia took very good care of my dog Precious. Every time Nylia would watch her she'd send me pictures showing just how good of a time my Precious was having away from me! Precious gets so excited when she see's Nylia. It makes me feel good knowing my leaving my dog with someone I know is going to take care of her like I would.”


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!”


Monsserath C.
“¡Karla es una chica hermosa y encantadora! Es muy amable y gentil con mi Zoe. 🐶 Es responsable y muy confiable. ¡Definitivamente te recomiendo que la uses para las necesidades de tu mascota! ¡La usaré nuevamente! ¡Gracias Karla! Karla is a beautiful and lovely girl! She is so kind and gentle to my Zoe. 🐶 She is responsible and very reliable. I definitely recommend you to use her for your pet needs! I will be using her again! Thank you Karla!”
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1. Search
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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
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It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
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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 Roosevelt Grove on Rover as of Aug 2025 was about $27 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 Roosevelt Grove.
Roosevelt Grove 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 Roosevelt Grove 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.
