Pet Sitting & Drop Ins in Triangle, Milwaukee

“Carrieanne took great care of our Duke. Our boy is a herding dog can can sometimes be stubborn and a bit difficult, Carrieanne knew how to interact and handle him like a pro!”

Lily D.

“Maiah is a great sitter, communication is excellent. Always sends a detailed summary of the visit and goes above beyond to make your pet have an enjoyable time. Highly recommend !”

Juan L.

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

Brenna R.

“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.

“Jensen did a wonderful job taking care of my cat while I was out of town for the weekend. He provided plenty of photos and updates, and I hope to use him again when I need help petsitting!”

Benjamin C.

“Very responsive and attentive. I booked them last minute for an evening visit and they responded right away! They gave lots of picture/text updates and I felt like my pup was in great hands.”

Lauren C.

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)

“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.

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.

“Always so kind, reliable, and responsible with our crazy pup. We feel so comfortable knowing Megan’s available to check on our dog and play with him while we’re away!”

Lyndsey B.

“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.

“Val took great care of my two cats while I was away. She sent tons of pics and even went above and beyond and took trash out! Would definitely book again.”

Rebecca R.

“Kennedy was amazing! It's clear our boys loved them and we greatly appreciate going the extra mile by cleaning up the messes our boys made and even grabbing our mail.”

Cora Q.

About: I'm a dog lover in every regard, I have two yorkies (Theo and Winnie) who love to play, well trained (although vocal), and moving downtown. I've done rover for a number of years so I'm experienced with medications, senior dogs, pack behavior, training puppies, etc. If you have questions feel free to ask. I work in an office 4 blocks from my apartment M/Tue/Th, I'm remote Wed/Fri, my hours are 9 - 5. Outside of that I am active, there is a cute little dog park opening downtown and I love walks. I can't have pets in my home but I treat your pet as much as my own as you would like. I like to know all their normal routines/rules to maintain consistency for them as well as what they enjoy so they have fun when I hang out. I understand pets need time to gain trust with new people but I secretly love when they realize I'm safe and I love them.

“Our kitty was in great spirits when we returned. It was evident that she had been well taken care of. Jackie was amenable to our requests and provided helpful and frequent updates. Thank you, Jackie!”

Kevin C.

About: My family has adopted rescue dogs since I was 6 years old. I'm very familiar and comfortable with dogs with anxiety and digestive issues. I have dogsat relatives' dogs throughout high school and college and started dogsitting coworkers' dogs as soon as I joined the workforce. I work a 40 hour work week but work remote 2-3 times a week. I am a close walk to work, so I can always come back quickly without issue. My night and weekend schedules are incredibly flexible. I live close to many parks and love going on walks. I also like taking dogs on runs if that is of interest. I've been trusted to dogsit in numerous families' homes and pay extra attention to being respectful while there.

“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.

“We felt extremely comfortable and confident having Lily care for Bailey today. Very professional, detailed update, and cute pictures too. We have already booked a multi-nite stay with her in August.”

Susan W.

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: I've had dogs, cats, and even fish my entire life, and caring for animals has always come naturally to me. Over the years, I’ve gained hands-on experience with a wide range of breeds and personalities — including Labrador Retrievers, German Shepherds, Malteses, Huskies, and many lovable shelter pups. I’m confident working with pets of all sizes, energy levels, and temperaments. Whether it’s a playful puppy, a senior dog needing extra patience, or a shy rescue cat, I’m here to offer gentle, attentive care. I treat every animal like part of the family — with plenty of love, playtime, and belly rubs (if they’re into that!). I’m also great at sticking to routines and following special instructions — whether your pet needs medication, extra exercise, or just a little extra reassurance while you’re away. Right now, I don’t have a full-time job and am focusing on applying to medical school, so I’m available weekdays during normal working hours. I can also do occasional later afternoon visits. I’m not taking weekend bookings at the moment. I have my own dog who I care for every day, so I’m happiest when I can balance giving love and attention to both your pets and mine during the week. I’d love to help care for your furry family members while fitting into a routine that works well for all of us! I provide dog walks and play visits at your home, so your pets stay comfortable in their familiar environment. I prioritize safety by always keeping pets on leash during walks, watching for hazards, and giving them plenty of breaks and water. Since I rent an apartment, I do not offer overnight or in-home pet care, but I’m fully committed to making every walk and visit enjoyable, safe, and stress-free for your furry friends. I treat each pet as if they were my own and always respect your home and routines. I have my own car, which allows me to arrive promptly and comfortably at your home for walks and play visits. This helps ensure I’m dependable and flexible with scheduling. I’m happy to provide updates and photos during visits so you can feel confident and connected while you’re away.