Pet Sitting & Drop Ins in Roosevelt Grove, Milwaukee, WI

“She is great! She managed to pill her royal furry highness which usually requires a tourniquet and skill of a big game hunter. She worked with our insane schedule and didn’t bat an eye at tore up our house is (not kidding - our life is hectic and our house pays the price - Kathy didn’t even bat an eye).”

Wendy H.

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!

“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!”

Laura B.

“Thank you for coming on such short notice!!”

Andrea L.

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.

“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.

About: I’ve taking care of pets since I was 13. I currently have a blind senior german shepherd, and guide him when needed, giving him lots of treats and love. I also have a 1 year puppy and give her frequent time out. I’m planning on working weekends whenever needed to play with doggies and give them the care they need! I can feed them, give medicine, and care for blind and senior dogs. I put my dogs before anything and make sure they have everything they need. Treats, water, food, play time, medicine, supplements, nap time and love.

“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: 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.

“Charlotte was super sweet and took great care of my cats! She had to give one of them ear drops and was very good at taking care of that!”

Sophie C.

“Ilene was great! We have a foster cat in quarantine with an infection and wanted someone to spend time with him while we were out of town. Ilene was able to give him some quality time and attention, he was a happy camper. The updates we got were good and the photos were perfect. Thank you!”

Nick P.

“Best sitter ever! Very grateful for all of Hope’s help feeding & playing with my kitty while I’m away. Hope leaves very detailed notes and many photos, which is very helpful knowing my pet is in good hands. My kitty loves Hope and will cuddle with her when she comes to visit, which is a sign of a loving sitter. 1000% rebooking & recommend Hope to all!!”

Sarah R.

“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.

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!

“Kim has great communication and attention to detail. She clearly cares for animals dearly so I felt very comfortable having her check in on my cats. She gave nice updates and pictures.”

Casey O.

“Marilia took great care of our kitties while we were gone. She sent daily updates with pictures, and communicated well. I will rebook with her again. Thanks Marilia!”

Lisa S.

“Jessica did has looked after our cat a few times and always has done a great job. She always provides great updates and lots of photos and does a great job engaging with our shy kitty”

Aidan D.

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.