Pet Sitting & Drop Ins in Mount Olivet, Milwaukee, WI

“Thank you Keusha!”

Jude A.

“Hailey took such excellent care of our dog Buddy. I would absolutely 💯 recommend her. She is natural with pets! Knowing she took such great care of Buddy, made our vacation so much more relaxing, enjoyable and worry-free. We are looking forward to booking with Hailey again soon.”

Olivia R.

“With my travel schedule for work it is hard to plan ahead and Sarah has been so accommodating with my schedule and taking on watching Flossy it gives me a sense of security knowing she is there for me. She is a great communicator and she is someone that really loves her job. I couldn’t be more satisfied as a customer with Rover and Sarah is the sole reason for that.”

Matthew C.

“Berenice had great communication and was able to take a last minute l booking. She was also able to adjust the time she came. We appreciated her flexibility and attentiveness!”

Sonia G.

“Michelle is a saint! Every time we leave our biggest girl gets sick and Michelle is a trooper and makes sure she is taken care of and cleans up the messes. 🤢 Both our girls love her and would always check her availability first when in need.”

Rachel S.

“Stephanie was fantastic with our fur babies! She had great communication and pictures. She not only fed the cats but played with ‘em as well. She even had to jump in and give one of our cats some medicine for a few days. Only our old man cat seemed crabby we were gone for 10 days, but that was expected. We will definitely use her again.”

Rachel K.

“Katie gave us peace of mind as we had to leave our kitty for a few days. She was super communicative, easy to work with, and followed all directions perfectly. Will definitely rebook again!”

Katy M.

“My cats, particularly Simba was very happy with Alexy and Dylan. I appreciate all the pictures they sent, and how they communicated. We had a little communication trouble at the beginning but it was all solved right away. Leaving instructions I believe helped as they have several clients. They were always on time and did what I asked for. The box, the dishes, and everything was perfect when we arrived. We would book Alexy and Dylan again.”

Vanessa N.

“Vanessa was amazing! She followed all the instructions to perfection. She was super sweet caring and loving with our pups, you can clearly see they like her. She was super responsable and always arrived on time! Definitely will book again! 100% recommended!”

Mario A.

About: I have over 5 years of hands-on experience working at a kennel, where I cared for dogs and cats of all sizes, breeds, and temperaments. I regularly pet sit for friends and family, and I’m also a proud dog mom to two large pups of my own. To me, pets are family—and I’ll care for yours with the same love, attention, and respect I give my own. I’m extremely responsible, detail-oriented, and highly communicative, so you’ll always know how your pet is doing. Their safety, comfort, and happiness are my top priorities. I’m especially safety-focused during walks, drop-ins, and boarding—I’ll closely monitor your pet to make sure they’re secure, content, and well cared for at all times. I also have experience with senior dogs and pets with medical needs, and I’m comfortable administering medication when needed. You can trust that your pet will be in kind, capable, and attentive hands. I’m currently working full-time from home, allowing me the flexibility to care for your pet through the day when boarding. For drop-ins/walks, I’m usually available midday and from 4PM-8AM. I will provide transparent expectations prior to booking to ensure I’m the right fit for you. I have a fenced yard and two friendly dogs to keep your dog company. I require a meet and greet for the pets prior to any in-home boarding to make sure all dogs are comfortable. Pending your needs, I’m happy to crate your dog when needed. My goal is to keep your pet safe, happy and relaxed during our time together.

“Courtney was absolutely wonderful! She watched my cat Blue while I was gone and sent loads of adorable pictures and videos daily and kept me updated on how Blue was doing. She took the extra time to play with him and brush him, and handled giving him his ear drops and medication fantastically!! I definitely recommend Courtney and look forward to continuing to work with her for all my pet sitting needs :)”

Hannah R.

“Was flexible and came on time! Appreciate it!!”

Jackie F.

“Mary is our go-to for animal care when we travel, and we couldn’t feel more comfortable leaving our two dogs in her care. She’s so sweet and treats them like her own, gives individualized attention and truly cares about their experience -and ours- while we are away. Tanner and Wrigley can’t wait to see you again!”

Josh B.

About: I've been around animals my whole life and currently share my home with three cats and one dog - it's a full house! I have hands-on experience caring for senior dogs, including my own 13-year-old who needs daily medication. I also grew up with huskies, so I'm no stranger to high-energy breeds and the active care they require. On the flip side, I'm just comfortable with laid-back pus - my pug keeps things goofy and fun. Whether it's administering meds, going for long walks, or just providing companionship, I bring patience, energy, and love to every pet I care for. I work full-time remotely, which gives me the flexibility to offer morning and afternoon drop-ins and walks during the week. On weekends, I'm fully available for all listed services and can accommodate a wider range of times. My home has a partially fenced yard and system of tall gates inside to safely separate cats and dogs when needed, so every pet can feel secure and relaxed. I'm happy to kennel your pup if that's part of their routine or needed for comfort. Your pet's safety and peace of mind are always my top priority.

About: Hi! My name is Julie and I love animals of all sorts , especially dogs. I own four dogs currently. I have two German Shepherds and two smaller dogs; I currently stay at home and I know how it can be to want to go on vacation and not have a dependable pet sitter whom you can trust. I am able and willing to come and care for your pets while you are on vacation or even on a weekly basis while you are at work. My hours are very flexible. I am also willing to care for cats such as feeding drop in to pet and keep them company. Also meds if they need it when you are at work. Thanks! I am a stay at home mom and have time during the day for drop ins and walks. I am also available on some weekends. I will do all that I can to gain your family pets trust and make them feel comfortable around me. I will let them out, go for walks and even play however they like to play.

“Faith helped out while we were gone for a long day and was a great communicator and also sent us photos of the fur babies! We plan to use her again for future needs!”

Emily S.

“thank you!!”

Carly S.

“Love Jennie and so does my 🐶!”

Nicole B.

“Taylor went above and beyond taking care of our dog. We wanted her to stop by in the late afternoon. She had a wedding to attend, so she stopped by early, then came late to make sure our dog was good.”

Jack V.

About: Hello paw parent! I have two fur babies of my own named Oreo, a Lhasa Apso, 9yrs old, and a Great Dane, Danerys, who is 4yrs old. Working from home allows me to spend a significant amount of time pet sitting for family, friends, or friends of friends. Pets including, but not limited to, cats, dogs, ferrets, etc. I've become a huge pet lover through meeting lots of wonderful fur babies, not to mention raising my own. Working at a doggy daycare has also provided me with the experience and knowledge of caring for animals. With this experience I can provide care, quality time, and love to your fur baby. Book me and you will certainly have a happy puppy back at home. I am at home full time so your pet and I will spend lots of time together. I have open availability and can provide a routinely eat, play, sleep environment treating your fur baby as my own. Maintaining communication via text, photos, and/or video to also ensure your piece of mind. It is my commitment to provide a safe and fun experience for your pet so they have a wonderful stay. My neighborhood is pet friendly. I will provide a cozy space for the pets to rest, a nice neighborhood walk for exercise, and dedicated playtime, not to mention lots of cuddles. Provided with special instructions, you can be certain I will be attentive and caring of any pet requiring specific needs or prescribed medication. If you need me to stay in your home the same attention and care will be extended. Not only is your fur baby going to be comfortable in their own space, but they will have a trustworthy friend who will love to spend time with them there. They will be taken out, fed, groomed, and exercised following your usual daily routine.