Pet Sitting & Drop Ins in Sherman Park, Milwaukee
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Loving pet sitters in your neighborhood
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1. Michelle Y.

“Michelle easily gets a five star review. I just moved to the area and was nervous about leaving my dog alone but Michelle has made the transition so easy. She is wonderful with my boy. She is excellent with communicating and sends the best updates. 10 times out of 10, I’m picking Michelle.”


2. Kathy S.


“I am so grateful I found Kathy when looking for a sitter to check in on my cat! My cat was recently prescribed meds that need to be administered every 12 hours. Kathy didn't bat an eye at helping with meds and was punctual for each check-in. She went above and beyond in every way while I was out of town, and her communication was excellent. I won't hesitate to have her check-in on my cat again in the future, and would I recommend her to others in a heartbeat!”


3. Michelle G.


“Michelle was amazing - she was punctual, professional, and friendly. She was great with Cooper, took him for several walks and really attended to his needs. I was really confident that she would take good care of him. I highly recommend her for your pet sitting needs.”


4. Keisha P.

“She is an amazing pet sitter! Very kind and our dog loves her!”


5. Carrianne L.

“Carrieanne took great care of our Duke. Our boy is a herding dog can can sometimes be stubborn and a bit difficult, Carrieanne knew how to interact and handle him like a pro!”


6. Jessica Z.

“Jessica took such good care of my cat. She gave me updates each time and took photos. I am happy to have Jessica care for my cat and would book with her again.”


7. Ilene G.

“Ilene was a great sitter for our two-year-old kitty! She was very communicative, flexible and laid-back. She was able to come for a meet-and-greet ahead of time and amended the drop-in time, per my request, partway through our trip. We really appreciated her detailed write-ups and quality photos. Thank you, Ilene!”


8. Maiah D.

“Maiah was excellent with Terra. Always sends detailed visit summary. Communication is excellent and always responds in a timely manner. Highly recommend”


9. Claire V.
“Claire was wonderful with my dogs. I have two golden doodles and she sent me so many pictures and kept in touch as much as I wanted and very responsive.”




10. Ashley W.
“Ashley is quite the do lover. She no only loves dogs but has tons of energy for those who like to be super active. In the time I have known Ashley she has not only watched dogs I've had and done an excellent job but she is also a former foster with a local dog rescue. When fostering with an off transport rescue you rarely know what to expect and Ashley has shown that she can care for many types of dogs of varying temperaments. The most memorable was very anxious and mouthy beagle who was later put on Prozac to help with her temperament and behavior. Ashley fostered Tallulah until she was adopted to later be returned multiple times because people just couldn't deal with the challenge that Ashley was. If I had a personal dog i would not only trust Ashley with its care but not worry because I know she would do anything she could to assure it's comfort and care.”


11. Melainie T.

“I felt very comfortable with Lainie caring for Trixie while I'm at work from day one. She's so great with her! She sends adorable pictures of Trixie and receiving them are the best part of my work day!”


12. Caitlin K.

“Caitlin was a great communicator and took great care of my pup while I was away.”


13. Julia M.

“Julia was a wonderful pet sitter for my 2 fur boys. She made sure they were well cared for and i got to see the fun time they had with daily picture”




14. Charlotte M.
“Charlotte is an important part of my pets life. Whether she is spending time on a long walk or just playing with them in the yard, they thoroughly enjoy every minute they spend with her. Charlotte is the first person I call when I am unable to spend quality time with my pets.”


15. Crystal H.
“I’ve known Crystal for 11 years and she has always been a responsible pet owner and would be a great pet sitter. Crystal has had both cats and dogs during the time I’ve known here as well as a turtle! She loved them all. When she lived in Panama she started a meet up group of dog owners so her puppies would have a group of dogs to play with that would meet almost daily. They would even have pet birthday parties! One of Crystals dogs was a stray that she took in and it turned out he had some health issues. Crystal didn’t shy away or surrender the dog, instead she rose to the challenge. She made sure that dog had everything it needed to live as long and as loved as it possibly could. I know she would give him medicine on a daily basis and even administered IV fluids. Crystal is a an animal lover! She makes bandanas for all the neighborhood dogs and sets up play dates for her current dog to play and run around with other dogs. She walks her dog almost religiously, every day, sometimes twice a day. She even started an Instagram for her dog. Her and her husband built an amazing dog house for their dogs with a doggy door, windows and even a deck! She is as loving, caring and responsible of a person as you will find and would make an excellent pet sitter. I’d definitely let her take care of my pets and would recommend her to anyone looking for a trustworthy caring pet sitter.”


16. Stephen & Wipawee D.

“Stephen and Amelie are the best! They take excellent care of our babies and our home when we’re away and make us feel completely comfortable when we need to travel without the pups. Our dogs love them too!”




17. Jamila M.


“Jeremy was an amazing cat sitter! Both my cats were immediately comfortable and really grew to like Jeremy’s daily visits and play time. Super responsive and always sending lots of pics for me to check in on- it’s was such a relief to have them in Jeremy’s care. Highly recommend!!!”


18. Kat K.
“Kat is super communicative, consistently sticks to our cat's routine, and gives her all the love and pats she deserves. They're one of our go-to pet sitters, from day trips to short-notice family emergencies. Hire them, you won't regret it! ❤️”


19. Lance C.

“Excellent at following the agreed schedule for visits. Open to suggestions and last minute changes, providing the pet's status and keeping the area clean.”


20. Payton R.
“Payton is such an amazing dog sitter! She stayed at our house for a weekend while we were out of town and she watched my 3 y.o Aussie as well as my parents 1 y.o Border Collie. She did a great job following our routine with the dogs & took them on lots of walks. Even when my dog got sick overnight she communicated with me & did what was best to clean my house & help my dog feel safe and comforted. Payton is a very trustworthy person and does her best to give dogs the care they deserve! Thanks P :-)”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets 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 pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Sherman Park.
Rover makes it easy to find Sherman Park pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
