Pet Sitting & Drop Ins in Holler Park, Milwaukee, WI

“Elaine did a wonderful job caring for our pets. Our cat has a lot of extra needs and she was very patient with him. She even spent extra time snuggling with him while we were away. We came home to a clean house and well-cared for animals. We'd definitely recommend!”

Elisa P.

“Bernice has been wonderful with my two dogs - one is almost 9 and the other is 3 this year. Short notice or an extended stay, I never worry when I book with her!! Highly recommended 🐾 🐾”

Donnie J.

“Devon did a great job dropping in on our dogs while we were on vacation. They had very good communication, promptness, and even though our pups can be a handful Devon had no problem taking care of them.”

Tom D.

“Hailey is wonderful! She communicates great and made me feel very comfortable to have her care for my pup. She provided excellent updates and pictures from her visit that gave me peace of mind. Charlie warmed up to her almost immediately he loved her!!”

Nitalia D.

“Stephanie was fantastic with our fur babies! She had great communication and pictures. She not only fed the cats but played with ‘em as well. She even had to jump in and give one of our cats some medicine for a few days. Only our old man cat seemed crabby we were gone for 10 days, but that was expected. We will definitely use her again.”

Rachel K.

“Michelle is a saint! Every time we leave our biggest girl gets sick and Michelle is a trooper and makes sure she is taken care of and cleans up the messes. 🤢 Both our girls love her and would always check her availability first when in need.”

Rachel S.

“River is awesome! My dog Phinn loves when she comes to give him lunch and take him out. She always takes the best pics of him to send me too.”

Karl O.

“I’m so thankful for Elizabeth! She is wonderful with Miley and very attentive. She’s helped me out in a pinch more than once, and I always feel reassured when she’s checking in on Miley.”

Robin F.

“Cassandra was great!”

Jackie F.

“Angela was so great with our kitten while we were gone! Her communication was excellent and she spent extra time with our pet—I knew he wasn’t lonely, which was so reassuring. I would 100% trust Angela in the future and use her as a sitter again!”

Taylor T.

“Hannah is the best pet sitter ever! She is friendly, responsive, and takes the best pictures. We never need to worry about our dog when we are away because we know he is in the best hands with Hannah.”

Tiffany B.

“Alexy & Dylan are sweet! they took great care of my girl’s needs while I was away & sent plenty of pictures. I will contact them for future needs. 💜”

Quinesha F.

“Lauren was absolutely wonderful with my cat! She stopped by for a drop in visit and went above and beyond to make sure my cat was cared for. She sent me updates and photos, which gave me peace of mine while I was away. I highly recommend Lauren to anyone looking for a reliable, caring pet sitter!”

Kristina W.

“Courtney took wonderful care of our cat while we were on vacation. It was the first time we’d left Percy for so long so I had been a little nervous, but after meeting Courtney and seeing how much she loves animals I was sure he would be happy and safe. She kept in great communication with us, sending lots of photos and videos. She and Percy were best friends in no time! I wouldn’t hesitate to recommend her to anyone looking for care for their pet ☺️”

Emma H.

About: I’m a lifelong animal lover and proud dog mom who truly gets how hard it can be to leave your pet with someone new. I have a reactive, fear-based pup myself, so I completely understand the nerves that come with finding the right person to care for your pet. I know how important it is to find someone you can trust to treat your dog just like family, because that’s exactly what they are. I’ve been around animals my whole life and have been dog sitting for friends and family for years. I’ve also fostered pups on and off for the last 5 years—from high-energy goofballs to shy, shut-down dogs who just need someone to sit on the floor and wait until they feel safe. I’ve cared for seniors with medical needs, managed meds, and adapted to all kinds of personalities and routines. Big or small, young or old—I truly love them all. My approach is always patient, kind, and tailored to what each pup needs to feel comfortable and happy. I don’t have family nearby, so I know how stressful it can be to find someone you trust. For me, discovering the right sitter on Rover was a game-changer, and I’d love to be that person for you. I work remotely full-time, which gives me the flexibility to provide attentive, consistent care for your pet. While I work during the day, I typically have flexibility to adjust my schedule for walks, feedings, playtime, or check-ins, especially with a bit of notice. I’m also generally available in the early mornings, evenings, and most weekends. Please note that any weekday requests are considered based on my workday flexibility. Unfortunately, I’m not able to commit to a recurring schedule. I’m committed to caring for your pet in the way that makes them feel the most comfortable. I’ve cared for dogs with a wide range of routines, and I know how important it is to stick to what works best for them. Every pet is unique, and I always appreciate a heads-up about any quirks, preferences, or boundaries—those little details make all the difference. Routine is especially important when a new person enters their space, so I do my best to keep things calm, familiar, and stress-free. At home, my dogs are always separated during meals or when given chews. I use gates or kennels when needed to provide structure, allow for downtime, or give everyone a break. Otherwise, you’ll usually find them snuggled up on the couch with me or playing together—with plenty of belly rubs, of course.

About: I have been around pets all of my life. My neighbors, friends, and families all trust me to care for their furry family members and know I will treat them as my own. I have availabilities every Monday, and most week nights after 5:30. Saturday’s and Sunday’s I am flexible and can make most appointments work around my schedule. I will follow rules and needs of the pet based off the household. I will make sure to respect your pets home while making sure they are loved.

About: I have taken care of pets for almost 10 years. Family, friends, and also neighbors have relied on me to help when they need someone to watch their animals. I walked with dogs, clean cats litter and keep in contact with the owner literally everyday. It's either through text or photos and also a call. Whatever the owner needs or wants for their pet I will do my very best for both to have a good experience without each other. I know how they feel being away from the pet as I have a pet at home. I am unemployed, and looking around. I have experience with pets as I have one of my own. I walk my dog three times a week. My family members who asked to watch their pet, have fences at their house. I always make sure everyday that it's locked. I do not have a fence in the backyard if I stay out with my dog to make sure she doesn't run.

“Was very easy to work with and communicative and took great care of my pup.”

Kelly S.

“Kim was fantastic. Our cat is known to hide from strangers and previous cat sitters have gone a whole week without finding her but Kim looked for her everyday. We received pictures of our cat everyday and by day three Kim was able to pet her and feed her treats by hand, a huge thing with our cat!!!! We would definitely use Kim again.”

Christi G.

About: Ive been working with pets for over 6 years, I’ve walked them or taken care of them as if they were my own because I know how important they can be. I also know that keeping your pets active is the secret for them to live long, walking them is the best way to keep them healthy I am currently working part-time as a CNA, my schedule is pretty much free and I am available throughout the week. Any day I do have work I would get out at 2pm and could still take care of your pets. I also used to have a dog so I know how important it is to take care of them. I have a fenced yard and big yard for you pet to run around in. I currently don’t have any pets so your pet would have my undivided attention at all times.