Pet Sitting & Drop Ins in North Division, Milwaukee, WI
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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Top rated North Division pet sitters
“Ilene took such good care of my cats while I was out of town. She sent me so many pictures and it was so nice and reassuring to see how much fun my girls were having while I was away. I will definitely be booking her again in the future.”

“Hope is so great with our dogs! Both of our dogs have different medical needs, so finding the right sitters can be difficult. She has great communication and has very quickly figured out how to balance the time and attention each of our dogs need. So easy to work with! We love having her stay with them for longer days and quickly breaks!”

“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.”

About: I have grown up with dogs all my life. Every time I get the opportunity to watch a fur baby, I treat them like they are my own. I have done some dog/puppy training as well, and I've always gotten great reviews on what one's pet can do by the time they go home (If interested) As of right now, my schedule is completely open, Monday - Sunday. I am in a transition period, so I would love to prioritize your fur baby. I live in an apartment on the east side, so I’m close to several parks and have access to trails, lakeside, dog parks if these attributes benefit your baby. I’m a very active person, so taking your animal on several walks a day is a treat to me!
“Initially, Ivy came over for a meet and greet and our dogs took to her quickly, which is always a huge sign for me! Since then she’s been accommodating, personable, easy to communicate with and great with our dogs! I’d highly recommend her!”

“Travis will treat your fur babies as if they were his own! This was our first experience using Rover & we were very satisfied. I would wholeheartedly recommend Travis to take care of your pets while you are away. We had 100% peace of mind & no worries or concerns. We will use him again!!!”

“Our kitty was in great spirits when we returned. It was evident that she had been well taken care of. Jackie was amenable to our requests and provided helpful and frequent updates. Thank you, Jackie!”

“Lily is wonderful! She is so accommodating and truly cares for our pups even though they can be a tad difficult! We truly appreciate her and the care she has when she watches or checks-in on our pups!”

“Carrianne was fantastic! She was very thorough in her daily updates on our cat Ivy. Ivy got along very well with her and we will definitely rebook Carrianne in the future!”

“Casey was amazing with our puppy. She is a handful and he took such great care of her while we were gone for 3 days. We will definitely be using him again and highly recommend him to anyone else. No question the best rover in town! He is also pre vet so you know he is in it for the right reasons.”

About: Most of my experience is watching cats, but I have done an overnight dog sitting job with a Great Dane. Open to friendly dogs, but prefer cats! I will be working from home during the holidays and not traveling, so lots of holiday availability! Regular parts of the year, I am free weekends. I think creating a calm environment is important to get the pet acclimated before proceeding to more trusting activities like play, outside time, or bathroom breaks.
“Kennedy watched our babies for the first time and she went above and beyond to make sure our cats were well cared for during our vacation. She bonded with our pets and help them being less anxious. Her detailed updates helped us reduce our separation anxiety too. We definitely plan to hire her again. She is a superstar!”


About: I've taken care of multiple friends' dogs for 5 years for them to enjoy trips. I have become the trusted source for them to have less stress on trips knowing their dogs got to stay home and be loved on. My job is very flexible during the day so I can come & go as I need to check in on your dog & then at night be there for snuggles and more walks. I don't prefer pets in my home as it is smaller but at your home I treat it like my own. I aim to make the place look as good, or better than I found it. I will treat your dog how you request whether that's 10 pages of notes or a few simple things. I want your dog to feel like y'all never left but got a new friend instead.
“We booked Abigail for 2 drop-in visits daily for a week to take care of our two cats Lilah and Chloe while we were out of the country. Abigail provide photos and a brief overview during each visit. This is my first time using Rover and it was a great experience. Looking forward to booking Abigail again in May if she is available.”


“Little Miss Oaks get so excited when Carole comes over and it just melts my heart! I’m so happy to have found someone who loves my little just as much as I do.”

“Qian was the best! She was super responsive and gave updates/pictures/videos when we asked. She took good care of our 9 year old cat when we were gone for a few days on vacation. She played with our cat, fed her churu treats, did the litter box scooping, and everything else! She was respectful of our space and our cat bonded with her. Would definitely recommend!!!”

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1. Search
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2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
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Why Choose Rover?
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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 North Division.
Rover makes it easy to find North Division 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.



