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

“Michelle is so kind and patient with my very energetic puppy. She’s punctual and follows directions! Bailey loves when she comes by! We will continue to use her!”

Kelly H.

“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.

“Kathy took the time to brush Nala and checked in with me every day with sweet updates. I trust her to go above and beyond for what would be best for my pet while I’m away.”

Sahi H.

“Lexi was so great!! She followed directions to a T and made sure to update if any plans changed. We loved having Lexi come and feed our kitties!”

Auburn L.

“Thank you Keusha!”

Jude A.

“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.

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)

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

Brian 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: 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.

“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.

About: As someone who’s naturally calm, observant, and patient, I connect easily with pets who need gentle energy—whether they’re playful pups, anxious rescues, or sweet senior companions. I’m a homebody at heart, so your pet will always have consistent attention, a peaceful environment, and plenty of snuggles. I’m especially comfortable with older dogs who need slower walks or extra care, and I have experience reading subtle body language cues to keep pets happy and safe. I treat every animal like my own, and I’m here for the quiet moments, quirky habits, and unconditional love that come with pet care. I have open availability so pet care is the best part of my day! I’m home often, love quiet routines, and prefer paws over people anyway. I provide care in your pet’s home where they feel most safe. I follow routines, give calm attention, cuddles, and keep their space clean and cozy.

“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.

“I’ve worked with Kaitlin multiple times now - she’s awesome! She’s reliable and communicative, she’ll hang out with your pets and make sure to send photos :) 10/10 person”

Isabelle G.

About: I’ve had dogs and cats since I was a child always responsible for feeding, grooming, and walking. I love pets and would dog sit for my family and friends. I adopted my own cat my first year of grad school and have never looked back Im currently working part time as I apply for jobs after graduating medical school! I’ll have plenty of time to care for your pets and provide excellent care! I have a spacious 2 bedroom condo in a safe neighborhood for walks. I have a bedroom to setup the pets home base to make them feel comfortable

“Riley was wonderful and caring with my two cats! She was a perfect fit for our need for daily check-ins while out of town. I will definitely think of Riley next time I need a pet sitter!”

Emma Marie R.

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: 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'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.