Pet Sitting & Drop Ins In Midtown Milwaukee

“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.”

Diane H.

“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!”

Trista B.

“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!”

Sarah R.

“We are so glad Kristine was available on Christmas Day to check on our cat. She came a few days prior on late notice for a meet and greet and provided a nice update!”

Sarah H.

“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!!!”

John L.

About: My name is Tishara, and I’m from Milwaukee, Wisconsin. I have volunteered with multiple humane societies for over a year, where I worked with a wide variety of pets and learned a great deal about animal behavior, care, and compassion. I’ve also had the opportunity to travel abroad for work, and whenever I’m back home, I truly enjoy working with Rover and reconnecting with pets in my community. While I was away, my dog Teddi who had been by my side for 11 years passed away in October 2025. Losing him was incredibly hard, that was really my baby🥺but being part of Rover has brought me comfort by allowing me to continue giving love, care, and attention to other animals. I treat every pet as if they were my own, with the same patience, respect, and affection I would want for them. I am an animal lover and genuinely enjoy spending time building trust with each companion. I look forward to continuing to grow my experience with you while providing dependable, loving care for both companions and their owners. I work a part-time schedule Wednesday through Friday from 8:30 a.m. to 4:30 p.m., which allows me to be flexible and intentional with pet care. On workdays, I build pet care into my mornings and evenings by providing meals, refreshing water, and spending quality time through walks or play before and after work. Once I’m home, I dedicate time to longer walks or more active engagement to ensure pets receive the exercise and attention they need. On my days off and weekends, I have even more availability for extended care, including longer outings, park visits, grooming, socialization, and vet appointments if needed. I stay consistent with feeding, cleaning, and routine schedules, and I always make sure pets feel loved, comfortable, and well cared for, even during busy weeks. When caring for pets in my home, I maintain a clean, safe, and pet-friendly environment. I follow a consistent routine that includes regular feeding, fresh water, exercise, playtime, and any special care based on the pet’s needs, such as medication or grooming. I also make sure the space is secure and enriched with toys, comfort items, and plenty of interaction to keep pets happy and stress-free.

“Jackie was great! Kitties were very well taken care of. Pictures were sent throughout of them playing, having treats, etc which was nice to see while we were away! Would definitely use her again!”

Lindsey M.

“Jamie has been helping me out for several years with my pup and she is the best! If you need someone to help you with your pets you cannot go wrong with Jamie!”

Brian S.

“Avery was great with my dog! Followed all requests and went above and beyond. She was very communicative and accommodating. I would definitely recommend booking with her and I will again too! :)”

Briana O.

“Meghan is great with our lab and is wonderful about providing pictures and updates throughout the drop in visits we have her do while we are out of town.”

Veronica Z.

“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!”

Annamarie H.

About: I have hands-on experience caring for dogs of all sizes, ages, and energy levels. I'm comfortable managing multiple dogs at once, maintaining routines, and ensuring each dog feels safe, exercised, and cared for. I prioritize calm, structured walks, positive reinforcement, and clear communication with pet parents. I also have experience with overnight boarding, feeding schedules, leash manners, and providing companionship throughout the day. I have a small friendly dog named Bob who gets along well with other dogs. With owner permission, Bob can join walks to provide socialization and companionship which is especially helpful for dogs with anxiety or who enjoy gentle interaction. Safety, cleanliness, and individualized care are always my top priorities. My daily routine balances client care with my own dog's needs. I schedule every morning, midday, and evening walks, ensuring every dog receives attention, exercise, and socialization while my small, friendly pup joins safely when appropriate. I provide attentive, loving care for pets in my home including feeding, walks, playtime, and safe socialization. My small, friendly dog can join walks for companionship and comfort with owner's permission.

About: Hi, my name is Missy I've had a great deal of experience with all different kinds of animals. I worked with a local vet helping place feral cats in homes and providing excellent care for them. Including helping pregnant feral cats with delivery and maternal care. I have volunteered at the Wisconsin Humane Society. There I worked in the Wildlife rehabilitation center as well as the dog care center. I currently own dogs and cats of my own and I recognize how important it is to provide excellent care as well as exercise and playtime. I have past experience in boarding and dog sitting in my home which has always been a great experience. Can't wait to give the love and care your dog(s) deserve!

“Emily took great care of my three kitties while I was gone. She was wonderful at communicating and following the instructions I left. The litter area is clean and she watered my plants! I highly recommend her for your pet care. A+++”

Virginia I.

About: Both of my parents are veterinarians, so I grew up helping out in their clinic. As a teenager I worked as a kennel staff/vet tech assistant and also grew up raising livestock. I am very comfortable with animals; my parents both work in Little Rock (should anything happen, knock on wood, a good vet is only a phone call away :-). I recently graduated from medical school and am an emergency medicine doctor, but I adore caring for Fido in my spare time. I also have rescue pets so I am familiar with the patience and level of care that our furry friends require on a daily basis. I would love to look after your pets!! I have a cat named Paisley who took some time to adapt after moving here from California. I understand the time commitment and patience needed for pets, especially when they are stressed and subjected to new people and environments. I’m pretty low key and love to just hang out with your pet at home. If available I will take them to a nearby park or on a long walk, but I primarily want to keep them as low stress as possible while you are away! As someone who used to work in a veterinary office I understand how important it is to develop a good trust level, and will demonstrate patience while getting to know your pal.

About: I have had pet care experience since I was 7 years old with my own dog, Faith. I help to take care of my moms cats as well. I have also helped walk, dog sit, and feed the dogs in my neighborhood and for family friends. I can help with any kinds or ages of dogs as well. I am a student athlete at Milwaukee so I have plenty of free time outside of class and practices. I do travel for the team on occasion but other than that I would be able to take care of and walk the dogs in the mornings, middays, and in the afternoon. Also usually weekends are mostly free for me unless we are traveling. I am able to walk the dogs, feed them, let them out, bathe them, and just hang out with them when needed. I am not able to board at my own home but I am able to stay the night at the clients home if needed!

“Vanessa was amazing with Raychel. She was courteous, helpful, and you can really tell she loves animals. My Raychel is stubborn, but Vanessa understood her and had loads of patience. At the end Raychel got so used to her she looked forward to Vanessa’s visits. It was a great experience with her and I would definitely book her again.”

Mrs C.

“Sydney is great! She was able to check in on my two pups multiple times. Sydney always leaves a detailed report and makes sure we get pics of the pups during her visits. We highly recommend her!”

Zach M.

“Very timely and responsive”

Sarrah O.

“Val took great care of my two cats while I was away. She sent tons of pics and even went above and beyond and took trash out! Would definitely book again.”

Rebecca R.