Pet Sitting & Drop Ins in Red Oak Heights, Milwaukee, WI

“Mallory was great with our fur babies! She was on time for each drop in and very communicative. She took some pretty awesome pictures as well. We feel comfortable with her watching over our pets. We recommend her to anyone looking for a pet sitter :)”

Chandell H.

“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.

“As always, Jenn is so great! She goes above and beyond to make sure our precious kitty is cared for. Our kitty has some particular issues which require daily meds which he can be persnickety about taking. We are so grateful for Jenna’s dedication to ensuring that our kitty took his medication as much as possible. We are so happy with Jenn’s service!”

Katie D.

“Sarah is a great communicator and like family to us. My dog and I think the world of her! I have a very excitable dog and Sarah handle him just fine.”

Cheryl H.

“Emily has been wonderful with Heisenberg! I am so grateful for her help. I was nervous to have a stranger take care of him, but I couldn't be happier with how well it has worked out.”

Talia S.

“It was a pleasure having Kelly watch after my puppy Stormi. I received many updates, pictures and videos during her time visiting Stormi. I will definitely be booking with her in the near future. Thank you Kelly!”

Kriscia Z.

“Kelsey was so great keeping in contact with me before and asking questions and information I forgot to let her know. Very pleased! Got lots of cute check ins!”

Sara S.

“Katie is wonderful. She took great care of our shy kitty. Sat and played with her. She noted that she drank much water and put out another bowl for her. Pictures and updates put us at ease. Will definitely use Katie again.”

Marie P.

“Lilly always comes through in a pinch and having her be able to check in on my kitties so close to Christmas took so much stress off! I’m so happy to have found a regular sitter who is awesome with cats!”

Allie T.

“Gave my dog a lot of attention . Was good with him”

Julie R.

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: 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.

“I could tell our pup was very happy and comfortable with Katie. Katie was both friendly and professional. I was pleased with all of photos and regular updates we recieved. It was clear she gave our dog plenty of exercise as our dog was pooped. I will definitely be booking again.”

Diana M.

About: I’m nurturing, detail-oriented, and patient, with a calm, animal-led approach. I build trust with shy or anxious pets and treat every animal like family. I’ve helped raise a dog, currently have three cats, and know how to tune into each pet’s unique personality. I always provide photo updates and prioritize safety, comfort, and consistency. While I don’t administer medications, I’m reliable, flexible, and committed to giving pets the attention and care they deserve. Pet care is a natural part of my daily life. I care for my three cats and enjoy spending my evenings walking dogs or doing drop-ins. Caring for animals fits perfectly into my routine. I spend my evenings providing walks and drop-ins, and I’m always tending to my own three cats.

“Angie was wonderful with communication and photos. I would highly recommend and would use again. Thank you!”

Becky D.

“Mary has watched our gal multiple times when we are gone. We appreciate her looking after our gal, it makes it easier to travel knowing she’s in good hands.”

Kristen A.

“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.

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.

About: My unconditional love for all animals. Every cat or dog that I meet I treat and cherish as if they were my own fur baby. I do work a full time job, 8-4 Mon-Fri. However, I am looking to use some of my free time taking care of your fur baby! I do my best to maintain whatever routine you have with your fur baby. I am willing to go the extra mile to make your pup feel safe and comfortable while you are away.

“Khersa was just so nice to have. Our cat loved her and the care Khersa gave to our fur baby was just superb. Def will be going back to her for future trips.”

Delanie F.