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

“Michelle did an amazing job looking after our cat! She was very professional and had great communication. We loved seeing the daily updates and photos! We would highly recommend Michelle.”

Siyuan M.

“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.

“We had a wonderful experience again with Kathy! We booked her for a longer trip ~7 days to drop in on our kitties. Kathy did an excellent job and was flexible with the difficulties of communicating while overseas. Our kitties were well taken care of while we were gone thanks to her. Will definitely book again in the future!”

Angie W.

About: I had a dog growing up and I currently have a very cool cat named Poppy who is 17 years old. I like to help out dog and cat sitting for family and friends. I have experience with small or medium sized dogs as well as cats of all ages. I currently work full time so my daytime hours are limited. I am available for early or later evening dog walks and anytime on weekends. I am great at following directions by pet owners on walks, feeding, entering their home and any other instructions to ensure that their pet is taken care of and that the house is safe.

“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.

“Liz was great!! She sent so many videos, was so responsive, and made sure my puppy was happy!”

Kira M.

“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.

“A true cat sitter and full emotional support sitter for our furry family in Wisconsin. We love Lexi and highly recommend her for anyone who has high maintenance cats or special instructions. Thank you Lexi!”

John A.

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!

About: I’m patient, consistent, and genuinely enjoy helping pets feel safe, happy, and well-behaved. Whether it’s a playful puppy or a senior dog who needs a gentler pace, I adjust my care to meet their needs. I’ve trained my own dogs since childhood, and I’ve also helped friends teach their dogs basic commands like sit, stay, lay down, and touch. When walking with dogs, I really value going at their pace and allowing them to stop to sniff as often as they like. It helps entertain their minds and is very enriching, so I value that strongly! I am a student, so my schedule is incredibly flexible. I’m happy to help with your pets whenever you need— weekdays, weekends, mornings, and evenings. I would love to help however I can for your pet, using leashes, crates, toys, etc in your pet’s home for what makes them comfortable

“Elizabeth did a great job with our pup! She kept us updated the entire time with lots of details and pictures. It was comforting knowing Elizabeth was treating Bo like her own while we were away. She approached separation anxiety with nothing but compassion and patience. Thank you Elizabeth for such a great experience!! :)”

Olivia W.

About: I have grown up with Golden Retrievers my whole life as my dad hunted with them and trained them for Field trials. We always had three in our home. Once we even had a litter of puppies and there is nothing better than puppy kisses. I personally have had two Black labs, one that was so content to lounge and be a couch potato and my current lab at 8 years old fools everyone into thinking she is 2 or 3 with how active she is. Because of her I understand the importance of walks and her needing lots of exercise, new sights and smells. I have a flexible work schedule and typically only work 3 days a week so I can be there to ensure your pup gets what they need. Happy to play in the yard or walk as needed to make sure your pup is content. Just let me know what their rules are and I'm happy to follow to ensure they are happy and healthy.

“Anna was great! She provided updates and made sure my cats were happy.”

Camille P.

About: I have raised my own dogs from 3 months old to adult hood. This has helped me understand that dogs need basic care and love. My own dogs at home are very playful and get plenty of attention, and I would love to take care of your own pets, help make your dog feel more comfortable while you’re away, whether it’s drop in visits to play with them/feed them/give them some enrichment, or a walk. I am off 4-5 days every week, with my off days varying. I have a very flexible schedule and could possibly help you out with same day booking in case of something coming up! My dogs are treated like royalty—allowed anywhere and everywhere they choose to be. They have multiple dog beds to choose from relaxing on, but they usually choose my bed. My dogs have gotten really good at running with me while I bike and always enjoy it. They get their fair share of treats and enrichment toys. If choosing a drop in visit, I will be as respectful as possible, as I understand how uncomfortable it may be to have a stranger come into your home to take care of your beloved pets. All I need is instructions for how you do things and want things done and I will follow it to a T!

“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.”

Amanda S.

“Jahaira is super on top of everything and makes travel easy - so glad to have found her! She has watched our guinea pigs multiple times and goes above and beyond to make sure they are happy & healthy. Would highly recommend to anyone who wants to rest assured that their pets are in caring hands.”

Erin E.

“Vanessa was great! Came on time for the drop-ins, and my dogs Romeo and Kaia loved her! She fed them, played with them, gave them treats, and cleaned up after them. Would definitely have her drop in for my dogs in the future again!”

Karis L.

About: 👋🏼 Hello! My name is Krystal and I am a dog lover who has taken care of dogs for 25+ years. I have 2 male poodle mixes, Adobo and Charley.💙 They’re social boys who love company, but respect boundaries if their furry friends don’t want to play. I work from home and walk my dogs 2 times a day (or 1 long walk) and we also enjoy hiking or playing in our fenced-in backyard. Your furry friend will have activity, company, and love while under my care! ☺️ 👩🏻‍💻 Working from home full time gives me the flexibility to easily fit pet care into my day, allowing me to provide regular attention, walks, playtime, and companionship. Please feel free to send a message to check on my availability! 🐕‍🦺 I have a large fenced in yard and friendly dogs, Adobo and Charley, that can keep your furry friend company with play or lounging. I can crate if needed.

“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.

About: Hello, I have taken care of all kinds of animals since I was very young. I have taken care of roosters, chickens, ducks, rabbits, dogs, kittens, goats. I really like playing with animals and entertaining them. I like taking them for walks and bathing them. I started working as an animal caregiver at the age of 20 with neighbors, friends, and family. I believe that animals are very intelligent and full of love. I just arrived in the country and I am looking for a job that I can do part-time and be able to study. I am also looking to do what I love and am passionate about, which is taking care of pets, being able to walk them and take care of them, giving them everything they need, which is love and care. I have a park near my house where I can play with your doggy baby. I also have many toys and ideas in my house to do with them.