Doggy Day Care in Highwood Estates, 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 Highwood Estates 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 :)”

“Kristy watched our dog, Beau for several doggy day care visits. She accommodated our early drop offs, and was great at communicating with us through the app. We felt comfortable leaving our dog with her as she had a calm personality and her house was dog-friendly. We're happy Beau had Cooper for company!”


“Yesterday was my Rover’s first daycare with Dan. As soon as I parked my car Rover was excited to go inside. That is impressive since Rover only met Dan and Holly during the initial meet and great. Dan sent pictures and updates of Rover throughout the night, which I very much appreciated. Rover and I both are very lucky to have found Dan and Holly.”
“What an excellent experience. First time using River and I couldn’t have asked for better people to take care of my puppy. They loved him as if he was their own! Teddy enjoyed it so much in day two he was eager to get out of the car and run up to the door to begin his day. Thank you so much Brad and Kathy. You are definitely my first choice to watch Teddy when the need arises again. I will spread the word to all my doggie people who Amy need help too.”

“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. 😊”

“Katie was ready for Brogdon when we arrived, and made drop off super easy. He didn’t want to leave when I came to pick him up, so I think that’s a great sign :) Katie is easy to communicate with and clearly has lots of experience with animals. Glad we found her.”

“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.”

“Rebecca, Ryan. and their two sons were FANTASTIC with Mira. She got so much love, attention, and playtime. Their home, yard, and hearts are beautiful 😍 I am so happy and grateful Mira got to spend the day with them, and I look forward to many more times in the furture 🐶🫶 My heartfelt thanks go out to Rebecca, Ryan, and their sons 🙏🙏🙏🙏”

“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!”


“Julie was great with Sophie and Sophie was so excited to see her and was very happy when I came to pick her up. Sophie got all the snuggles she’s needed to make her first daycare experience a great one.”


“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: I'm an active foster mom for one Rescue Currently. I'm a member at several Rescues. I enjoy the company of dogs. I do it with love and care. They will be at home away from home, while you are away. I currently work from home, so I will be available for your pupp. I'm also available on weekends, and Holidays! You can enjoy yourself! while your pupp is safe with us. " I will accept 🐕 up to 50lbs. I live in an apartment with space on balcony that has doggie turf grass, and downstairs outside grass space. I have a resident dog to help spread the doggie love. I can also create your pupp if you prefer.
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.
“Awesome experience! Very kind and loving towards my dog. Her love of animals is evident! Spent the day for doggy day care and had such a great time she slept all the way home. Highly recommend!”

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 two dogs that I recued, Julian and Dorothy. Both are high energy, but very friendly and loving. 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 dogs and I go on frequent walks through the neighborhood. I have a large, fenced in yard. My dogs get along great with other dogs if yours needs a playmate. Can accommodate other situations as needed.
“Holly was very kind to Chester and got along good with the other small dogs . I am very happy with her Daycare. Holly was flexible when we had a last minute schedule change.”

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 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.
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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 Highwood Estates.
Highwood Estates 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 Highwood Estates 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.



