Pet Sitting & Drop Ins in Martin Drive, Milwaukee, WI

“Thank you for taking care of my girlies! All 3 with their different personalities are always safe with you. I feel at ease, as much as I can, when I know you're checking on them.”

Victoria V.

“Michelle did an amazing job caring for my pup while I needed to be away. I have a 16 month old mini golden doodle. I love that she allowed time for him to warm up to her by stopping by beforehand. She was aware that he was a bit anxious in the beginning and handled it perfectly. She was also accepting of his energetic personality once he got comfortable with her. Thanks again Michelle!”

Tanya E.

“She is an amazing pet sitter! Very kind and our dog loves her!”

Brenna R.

“Maiah was excellent with Terra. Always sends detailed visit summary. Communication is excellent and always responds in a timely manner. Highly recommend”

Juan L.

“Vilma was great with communication and was so kind! She sent multiple pictures a day and daily updates of how my boys were doing. I will definitely be keeping her in mind with future travels.”

Jenica W.

“Caitlin was amazing with our old dog. Gave him the best attention he could ask for. Was a very happy dog when we got home. Thanks again”

Jodeen G.

“McKenna helped us out with a last minute request. She is reliable and Hazel seemed to have a great time with her!”

Brian H.

About: I have spent my whole life surrounded by family dogs (mainly the bigger breeds). I got my first dog on my own almost 5 years ago and my 2nd last year. I have seen and cared for dogs in all stages. I do work full time with a flexible hourly schedule and can help with care as needed. Currently I work 9-5 and I walk my boys every night and can make most scheduling needs work! I have a fenced in yard and 2 friendly dogs myself. While I’m home the dogs can all be interactive together in and outside, while also being walked. While away from home and for sleeping dogs will be crated for safety purposes (never longer than 8 hrs for work)

“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: PLEASE DO NOT MESSAGE ME IF YOU HAVE PENDING REQUESTS TO OTHER SITTERS. Please understand that when you send me a request, I have to turn down other potential clients while I wait for you to confirm. Thanks in advance for being a considerate neighbor and human. I had dogs all through childhood and college, and miss having a four-legged friend around! Sadly, my own work travel schedule prevents me from having a doggo of my own right now, so I thought that it would be a good compromise to lend a hand to other frequent flyers who love their pup too much to put them in the kennel. Rest assured that your dog will not get just a 15-minute lap around the block to pee, I'll take him or her to the dog park, on a hike, or if your pup is more low-key, I'll totally snuggle on the couch. My pet ownership experience is mostly with big dogs (sheperds), so that's definitely my soft spot, but I've taken care of all breeds and sizes through volunteering as a foster with a rescue group in my former home of Washington, DC. I have a reliable car, so it's easy for me to get to your place to check in a couple of times a day. I work from home, so I am pretty flexible. I do live with a sassy cat, but we live in a big duplex where pets can be separated if needed. I will strive to stick to your pet's usual routine whether I am sitting at your home or boarding in my own home. They are already missing their humans, and maintaining their routine gives them one less thing to be anxious about.

About: What sets me apart is the level of love, patience, and attention I give to every pet in my care. Whether it’s a bouncy puppy learning the ropes or a sweet senior needing extra support, I tailor my care to fit each pet’s unique needs. I have experience with basic puppy training, including leash manners, crate comfort, and potty routines. I’m also confident caring for senior dogs—administering medication, helping with mobility, and making sure they feel safe, comfortable, and cared for. Your pet won’t just get a sitter—they’ll get a new friend who truly cares, communicates well, and treats them like family. As a student with a very flexible school schedule, I’m able to plan my days around pet care pretty easily—as long as I have a little notice, I can make it work! I love spending time with animals, whether it's getting outside for a good walk or just hanging out at home. On weekends, you can usually find me curled up with a furry friend or two—it’s honestly my favorite way to relax. Whether I’m caring for pets in my home or in yours, safety and comfort are always my top priorities. I make sure pets feel secure, loved, and right at home—whether that means sticking to their usual routine, keeping their environment calm, or giving them extra one-on-one attention. In your home, I’m respectful of your space and follow all instructions carefully—from feeding schedules to walk times and any special quirks your pet may have. In my home, I keep things clean, cozy, and pet-friendly, with lots of snuggle spots and safe spaces to relax. Building trust with both pets and their people is important to me, and I always aim to communicate clearly and keep you updated so you feel at ease while you're away.

About: I've had dogs since I was a kid, for as long as I can remember. I've had dogs of all breeds, sizes, and personalities. My last dog was trained so well that friends and neighbors decided to get a dog for themselves after meeting him. Currently I have a 3 year old dog at home, along with my wife and 2 teenagers. We all love dogs because of the mutual unconditional love. I love taking dogs on walks, playing fetch with them in our small backyard and going to the dog park is a favorite activity for the whole family. Our dog is happiest when playing with other dogs and then getting so tired she can poop out on our couch while cuddling one of us. We have a small backyard but live in a very dog friendly neighborhood with sidewalks so when playing in the backyard isn't exercise enough long walks are great. I am familiar with giving dogs different medications and dealing with different dog personalities. I am an educator, so I am home for the summer, so our routine is flexible. I typically start the day with a morning walk by 7:00 am and then see where the day takes us. We take our last potty break around 10:00 pm before heading to bed. I have a fenced in backyard. I allow pets on our furniture. I do not have a crate, but I am comfortable crating dogs if that is what they are accustomed to. I have a dog and a cat at home. The cat mostly avoids dogs. I love dogs and they will be safe, loved, and taken good care of. There is usually always somebody at home to watch the pets, and we have a flexible schedule to accommodate to that.

“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.

About: Lifelong animal lover with a soft spot for pups and kitties of all kinds—raised dogs from puppy zoomies to sweet old souls, cared for sick pets with heart, and the go-to sitter for friends and neighbors. I treat every animal like the quirky little legend they are—each one with their own vibe, needs, and love language. Whether it’s snuggles, playtime, meds, or just good vibes, I’m here for it all. 🐾♊️ I currently work remote and PT so I have plenty of time to pop over to your house for a mid-day or evening potty situation. Whether in my home or yours, pets get the full VIP treatment. At our home, they're part of the family (we have 2 very friendly dogs & a fenced in yard)—cozy spots to nap, daily playtime, walks, and tons of love. In your home, I keep their routine consistent and their energy happy—feeding, snuggling, walking, and hanging out like their favorite human stand-in. I tune into each pet’s unique vibe and make sure they feel safe, seen, and totally adored

About: I have taken care of dogs on many occasions. I prefer small dogs, as I have one myself but big dogs are a pleasant visit for me as well. I like to take care of pets during my time between classes. I am a law student so I typically am able to see them at various hours. I will treat the pets I am visiting as my own. I will take care of them to the desires of their owner’s heart, ensuring they are loved and cared for.

“Jahaira took great care of my senior kitty! She was excellent at responding and sending photo updates, as well as giving my cat her needed medication and wanted play time”

Adrienne A.

About: My name is Tishara I am from Milwaukee, Wisconsin. I have volunteered in multiple humane societies for a good year, working with all kinds of pets and learning about their behavior. I also was a past walker on rover 3 years ago as a side job when I attended high school. So, I’m Glad I am able to continue my journey with Rover, and will be able to walk different kinds of dogs or cats. I will treat your companion with the same amount of care as I would want my pet to be treated with. I am the ultimate dog lover and really enjoy spending time with them. I am confident that my skills and experience make me a great candidate for this position. I work a standard 9–5 schedule Monday through Friday, so I make sure to build pet care into my mornings, evenings, and weekends. Each morning, I start the day by feeding my pet, refreshing their water, and taking them out for a short walk or some quick playtime before work. After I get home, I dedicate time to a longer walk or more active engagement to make sure they get the exercise and attention they need. On weekends, I usually carve out extra time for grooming, vet appointments if needed, and longer outings like park visits or socialization. I stay consistent with feeding and cleaning schedules, and I always make sure my pet feels cared for even during my busiest 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.

About: Hi! I’m Kat. I have experience looking after animals of all kinds - dogs (big and small), cats, guinea pigs, hamsters, rats, turtles, you name it. I have three cats at home who get lovingly spoiled every day, and I have experience dog walking, dog-sitting (included overnight stays), and cat-sitting for neighbors, friends, and family. I have a genuine love for all types of animals, and I put their well-being, care, and enrichment above all else. I work from home as a jewelry maker, so my schedule during the week is flexible as can be. I can easily make time for morning, midday, and evening visits. I am detail-oriented and will follow any given care instructions to the letter. My goal is to treat your pet just like you would, with the same love and attention you give them every day.

About: **update** I’ve moved neighborhoods! I now live near Wauwatosa! I do have a fenced in yard! I’ll still take clients in Bayview too! ☺️☺️ I had a dog in my house every since I was in elementary school, and loved each one of them more than anything in the world. I have been dog sitting since my mid 20s, and thoroughly enjoy taking care of and loving dogs of all sizes! I work close to home Wednesday through Sunday, no more than 7 hours at a time. That leaves plenty of time for several walks, playtime and the dog park(if allowed). I live 2 blocks from several parks and a 10 minute drive to 3 dog parks. Your pup(s) will get plenty of exercise and have free roam of my house, and can sleep wherever they choose including the furniture and beds(unless otherwise instructed:) )

“Thank you so much Erica for taking care of our Luna while we were out of town. Our Luna is a bit anxious but Erica gave her time and patience until she came around. She loved her belly rubs! We appreciate you and definitely recommend!”

Sonia A.