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

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Red Oak Heights doggy day care sitters

“Maria provided an early update, as this was Winston’s first time visit with her. A fenced in yard and observing the dogs playing together was noted by me. She asked questions regarding Winston’s care. Communication was good as far as what happened during his day (feeding, etc) and Winston’s came home happy and tired.”


“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”


“Milo has been a different puppy since Kathy started taking care of him. He went from being afraid of daycare to a happy little boy again. Thanks Kathy!”


“I am. Not from Milwaukee and I got lost.And she tried to help me find my way. She? Was so pleasant and sweet even though I was really late to pick up my dog Because I was lost. She kept. Me up to date about how my dog was doing and I really appreciated tha Well definitely be using miranda again”



“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.”


“Thank you Kait for taking care of Joker. She was updating me all day which is great. Kait’s dog, Zelda, is a wonderful host. We will keep Kait as a regular pet sitter when possible.”



“Julie was amazing with my 10 week puppy! She sent pictures and updates throughout the day. This was my first time using Rover and she made the experience stress free. I will definitely be using her again!”


“Kari was great! We have used her for daycare previously and needed her again while us humans went to the state fair. My Cocoa absolutely enjoyed her. He's a little bit of an anxious pup when i'm not around but from the pictures i was being sent, he was so content! I definitely recommend her!”


“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'm a certified personal trainer and nutritionist looking to include animals on my hikes/walks and in my life. I trained dogs since I was a little girl and have always felt connected to animals. I've seen it all from bathroom training puppies to caring for dogs and cats who are older with some hip/bathroom/health issues. No matter what I'm dependable, calm, and will only have the animals best interests in mind. I look forward to building up my reputation on this platform and meeting you and your furry family members :) My schedule is extremely flexible so I can meld to what you need. I'm certified in personal training and nutrition so I'm part-time right now and would love to incorporate time exercising and caring for animals. From this, you know I value health and activity- and a lot of the training methods actually apply to animals as well. I tend to prefer the company of animals to people since I've always been a keen observer and on the introspective side, but I hope that goes to show I would not slack in getting them outside, moving, playing and keeping them happy. I have the utmost ability and intention to be consistent for the animal's sake as well. I'm clean and observant, so I would not let any choking hazards or dangerous products be even remotely accessible- nor would I bring them anywhere or expose them to other people/dogs who make them nervous or fearful. I'm keenly observant, aware and empathetic to what animals are feeling, so I can give my word I would be protective and vigilant- as if they were own pet. If you want updates throughout the day or anything, I'd be happy to provide that as well.


About: Hello my name is Stajia and I’m 29 years old. I work as a Medical Assistant, and am in school online for my bachelors. I have a pretty flexible schedule, and looking forward to watching your furr puppies. I grew up with dogs in my home, I’ve volunteered at the humane society dog walking, I’ve watched several family members pets. I currently work full time but I am very flexible. I travel for work so I am always stopping at home in between. I will be able to make sure your furr baby gets all of the love & attention they need. I have more than enough space to play with your dog. In fact I have a 1 year old dog myself who will keep your furr baby comfortable, happy, calm. I have Two daughters ages 7, and 9 who love dogs(:

“My dogs had a blast with Eric and his dog Luna. The communication was easy (over the app) and they were clearly well taken care of when I picked them up each day. Highly recommend!”


“My pups came home happy and tired. I will definitely have Anya take care of my boys again.”


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: I’ve grown up with having pets as a kid, up to my adult years. Very experienced with dogs and cats. Sizes don’t matter to me. I enjoy being outdoor in nature and being active. I would love to have a companionship to join me for daily walks and trips to the parks, beaches, trails, etc. I’m currently working on the weekends so weekdays are better for me. I work in the healthcare field so I have a lot of nurturing to give! I do not have any pets of my own but plan to have some in the near future! I live in a duplex with a nice walking neighborhood around the block. Roadtrip to the park or beach will be included with your pets stay. I can provide overnight care if supplies are given.

About: Hi! I’m David, a lifelong animal lover who grew up with dogs and learned the importance of responsible, loving care from an early age. During high school, I spent a year interning at a veterinary clinic, where I gained hands-on experience with a variety of breeds, medical needs, and animal behaviors. I currently have one dog, Julian, a high energy but very loving, mixed-breed terrier rescue. I am currently working part-time, mostly from home, so I have a lot of flexibility to give most of my attention to caring for your pet. My dog Julian and I go on frequent walks through the neighborhood. I have a large, fenced in yard. My dog Julian gets along great with other dogs if yours needs a playmate. Can accommodate other situations as needed.

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.

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 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: I've had pets almost my entire life. Both cats, dogs, and small animals. I'm a recent graduate with an Associates degree in Veterinary Technology and I have experience with many aspects of specialty animal care including: -Medication administration (oral, topical, sub Q injections, intramuscular injections) -Bandage care -Diapers -Bathing -Nutritional support (preparing foods, TPN, feeding tubes) I am newly graduated from technical college and am completely free to look after your pets any time while I look for full time employment. Your home and pets are safe with me. I will follow any and all instructions to a T and will make sure to pick up any messes I make and make sure your pets feel safe and secure while you are away. And my home is a clean and safe space
Loving doggy day care in your neighborhood
Search Results


Maria & Nayibe B.Star Sitter

“Maria provided an early update, as this was Winston’s first time visit with her. A fenced in yard and observing the dogs playing together was noted by me. She asked questions regarding Winston’s care. Communication was good as far as what happened during his day (feeding, etc) and Winston’s came home happy and tired.”


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”


Kathy & Brad K.

“Milo has been a different puppy since Kathy started taking care of him. He went from being afraid of daycare to a happy little boy again. Thanks Kathy!”


Miranda O.Star Sitter

“I am. Not from Milwaukee and I got lost.And she tried to help me find my way. She? Was so pleasant and sweet even though I was really late to pick up my dog Because I was lost. She kept. Me up to date about how my dog was doing and I really appreciated tha Well definitely be using miranda again”




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.”


Kait S.

“Thank you Kait for taking care of Joker. She was updating me all day which is great. Kait’s dog, Zelda, is a wonderful host. We will keep Kait as a regular pet sitter when possible.”




Julie K.

“Julie was amazing with my 10 week puppy! She sent pictures and updates throughout the day. This was my first time using Rover and she made the experience stress free. I will definitely be using her again!”


Kari M.


“Kari was great! We have used her for daycare previously and needed her again while us humans went to the state fair. My Cocoa absolutely enjoyed her. He's a little bit of an anxious pup when i'm not around but from the pictures i was being sent, he was so content! I definitely recommend her!”


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!”


Kimberly H.
“I am not okay with just anyone cat sitting my now 13 year old Tortie Sasha. This is not just due to my overprotective cat mama instincts but also due to Sasha’s fierce behavior towards humans she’s deemed to be a threat. It can take Sasha months to warm up to a new person, but if that new person slips up once Sasha will show her Tortitude by bitting, hissing, or even with sneak attacks to the back of people’s legs. This has made it hard to find willing and dependable cat sitters for Sasha. That was until Sasha met Kim H. Sasha’s tortitude did not scare away Kim, in fact, Kim took the time to bond with Sasha in ways Sasha appreciated, like with play and treat rewards. Not only did Sasha quickly approve of Kim, but so did I. Kim proved to be reliable, I could count on Kim 100% to be present on days I booked her to cat-sit. Sasha’s quick bonding with Kim proved Kim’s diligence to Sasha’s care. Kim was not just present with Sasha, Kim devoted time and energy to building a relationship with her, one that can be seen when Sasha greets Kim every time now with loud purring, leg rubs, and even very rare lap cuddling moments. I recommend Kim H. to every pet owner out there. If you want peace of mind knowing your pet is well taken care of in your absence I highly recommend Kim H. ——Jackie and Sasha say so 😁——”




Stajia W.
About: Hello my name is Stajia and I’m 29 years old. I work as a Medical Assistant, and am in school online for my bachelors. I have a pretty flexible schedule, and looking forward to watching your furr puppies. I grew up with dogs in my home, I’ve volunteered at the humane society dog walking, I’ve watched several family members pets. I currently work full time but I am very flexible. I travel for work so I am always stopping at home in between. I will be able to make sure your furr baby gets all of the love & attention they need. I have more than enough space to play with your dog. In fact I have a 1 year old dog myself who will keep your furr baby comfortable, happy, calm. I have Two daughters ages 7, and 9 who love dogs(:


Eric P.Star Sitter

“My dogs had a blast with Eric and his dog Luna. The communication was easy (over the app) and they were clearly well taken care of when I picked them up each day. Highly recommend!”


Anya B.


“My pups came home happy and tired. I will definitely have Anya take care of my boys again.”


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!”


Jacqueline S.
“She is the perfect pet sitter! She loves animals she’s owned pets before like dogs and cats. She is responsible and is caring and I know she will do her very best in anything that she does.”


David G.
About: Hi! I’m David, a lifelong animal lover who grew up with dogs and learned the importance of responsible, loving care from an early age. During high school, I spent a year interning at a veterinary clinic, where I gained hands-on experience with a variety of breeds, medical needs, and animal behaviors. I currently have one dog, Julian, a high energy but very loving, mixed-breed terrier rescue. I am currently working part-time, mostly from home, so I have a lot of flexibility to give most of my attention to caring for your pet. My dog Julian and I go on frequent walks through the neighborhood. I have a large, fenced in yard. My dog Julian gets along great with other dogs if yours needs a playmate. Can accommodate other situations as needed.


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.”


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.


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 .


RJ L.
About: I've had pets almost my entire life. Both cats, dogs, and small animals. I'm a recent graduate with an Associates degree in Veterinary Technology and I have experience with many aspects of specialty animal care including: -Medication administration (oral, topical, sub Q injections, intramuscular injections) -Bandage care -Diapers -Bathing -Nutritional support (preparing foods, TPN, feeding tubes) I am newly graduated from technical college and am completely free to look after your pets any time while I look for full time employment. Your home and pets are safe with me. I will follow any and all instructions to a T and will make sure to pick up any messes I make and make sure your pets feel safe and secure while you are away. And my home is a clean and safe space
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
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 Red Oak Heights.
Red Oak Heights 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 Red Oak Heights 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.
