Pet Sitting & Drop Ins in Johnson's Woods, Milwaukee, WI

“Amy was absolutely wonderful!! Our daughter was getting married in Elkhart Lake about an hour away from our home. There were some changes in the planning and schedule and Amy just rolled with it, including adding a second dog into the mix! Thank you for taking such good care of Riley!?❤️”

Mary D.

“Lexi was great! She was very prompt, treated our kitties as if they were her own and even brought one of her favorite cat toys along to get ours to play more which they did! I think we will be buying that cat toy. We will definitely want her to take care of them again when we go away next. It’s a huge relief to find someone to trust with our cats.”

Jen 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.

About: I’m patient, consistent, and genuinely enjoy helping pets feel safe, happy, and well-behaved. Whether it’s a playful puppy or a senior dog who needs a gentler pace, I adjust my care to meet their needs. I’ve trained my own dogs since childhood, and I’ve also helped friends teach their dogs basic commands like sit, stay, lay down, and touch. When walking with dogs, I really value going at their pace and allowing them to stop to sniff as often as they like. It helps entertain their minds and is very enriching, so I value that strongly! I am a student, so my schedule is incredibly flexible. I’m happy to help with your pets whenever you need— weekdays, weekends, mornings, and evenings. I would love to help however I can for your pet, using leashes, crates, toys, etc in your pet’s home for what makes them comfortable

“Emily is a reliable cat sitter. She communicated well and was able to medicate my very finicky cat. My cat requires 3 visits a day and she has let me know that her schedule does not allow for this, otherwise, I would hire her again. I would recommend her.”

Virginia S.

“Initially, Ivy came over for a meet and greet and our dogs took to her quickly, which is always a huge sign for me! Since then she’s been accommodating, personable, easy to communicate with and great with our dogs! I’d highly recommend her!”

Trista B.

“Times were agreed upon and her accommodations were spectacular! Very good communication and the pictures she sent made me feel like she really knew my animal to show that they were OK.”

Shawn H.

“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.

“So thankful to have found Julie! She looks after our cats with such love, sending photos each visit! We will never use anyone else for our cat care.”

Annika M.

“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.

“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.

“Lisandra has been wonderful withy puppy. She has been reliable and willing to change her schedule last minute for me which I can't say how much I appreciate. My puppy is always happy and relaxed when I get home from work, which again is everything I could ask for!”

Rebecca S.

About: I’m a proud puppy mama, and my dog Copper is truly everything to me. Caring for him has taught me so much about patience, consistency, and creating a safe, loving routine - and I bring that same energy to every pet I look after. I’m still growing my experience as a sitter, but I’m very dedicated to learning. Copper and I attend training classes three times a week, so I’m constantly practicing positive reinforcement, structure, and healthy habits for puppies and young dogs. What sets me apart is that I approach pet care with genuine love, curiosity, and attention to detail - not just experience. I take the time to understand each dog’s personality, what makes them comfortable, and how to keep them happy and safe. You can expect clear communication, updates, and a sitter who truly cares. If I’m watching your pup, they’ll be treated with the same patience and care I give Copper every day. I work full time, but I have a relatively flexible schedule that allows me to fit pet care into my mornings, evenings, and weekends. Since I have a puppy of my own, caring for dogs is already part of my daily routine - feeding, walks, playtime, and training sessions are built into my day. I’m able to adjust my schedule for drop-ins, walks, or short visits, and I always make sure each pet gets my full attention during the time I’m with them. If you book with me, I’ll be clear and upfront about availability so your pet’s routine stays consistent and stress-free. Safety is my top priority, especially because I’m a puppy mama myself. I care for pets the same way I care for Copper - with patience, structure, and constant awareness of their comfort. In your home: I follow your routines closely, from feeding and walks to training cues your pet already knows. I make sure doors are secured, keep an eye on anything they might get into, and always do a quick check before leaving to ensure your home is safe and your pet is settled. During walks or drop-ins: I stay alert, avoid unsafe areas or off-leash dogs, and make sure your pet is properly harnessed or leashed. I go at their pace, give lots of praise, and keep you updated with notes and photos. Overall: You can expect gentle handling, clean spaces, good communication, and genuine care. I treat every pet like I’d want someone to treat Copper - with trust, consistency, and love.

About: I had a dog growing up and I currently have a very cool cat named Poppy who is 17 years old. I like to help out dog and cat sitting for family and friends. I have experience with small or medium sized dogs as well as cats of all ages. I currently work full time so my daytime hours are limited. I am available for early or later evening dog walks and anytime on weekends. I am great at following directions by pet owners on walks, feeding, entering their home and any other instructions to ensure that their pet is taken care of and that the house is safe.

“Jenn cared for our cats just as if they were her own. She clearly loves cats, as evidenced by the meticulous details she communicated to me about her daily visits with them. We came home to happy cats! I will definitely ask Jenn to care for our cats again in the future.”

Emmy S.

“Jordanne was excellent! This was our first time using Rover and we were a bit nervous since the dogs were only used to our family. We found there was no need for worry because Jordanne was great! She sent photos and gave lots of updates which put us at ease. The dogs loved her. We'll be sure to hire her again!”

Sarah S.

“Leesa was wonderful with our kitten! Great communicator, very reliable, and our kitty seemed very happy and well taken care of when we got home.”

Christie Y.

“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.

“Erica was very thorough and did a wonderful job taking care of Cooper at lunchtime. You can definitely tell she cares about dogs. We would recommend her and use her again to care for our pup.”

Nicole Joe C.

“Liz really went above and beyond with my boys! She spent an lot of time making sure they had playtime, that my apartment was a comfortable temp for them, and checked in regularly to see if I needed her to do anything else around my house. I would have her care for any pet I have without reservation.”

Rebecca R.