Pet Sitting & Drop Ins In North Division

About: PREMIUM SERVICE: Recurring Daily Walks & Park Excursions I am currently accepting new recurring weekday clients for consistent, daily walks. I specialize in providing reliable, high-energy exercise for your dogs, including pack walks for multiple pets. Whether you need a standard walk or a dedicated 1/2 hour to 2-hour off-leash trip to local fully-fenced parks like Roverwest or Estabrook, I ensure your pups get the focus they need while you are away. This includes pick-up, drop-off, active playtime, and fresh water breaks—message me for custom booking rates. I have hands-on experience caring for dogs of all sizes, ages, and energy levels. I am fully comfortable managing multiple dogs at once, maintaining your exact routines, and ensuring each dog feels safe, exercised, and cared for. My approach prioritizes calm, structured movement, positive reinforcement, and clear communication with pet parents. I am highly experienced with strict feeding schedules, administering medication, building leash manners, and providing constant companionship. With your permission, my friendly Cavalier King Charles Spaniel, Bob, can join our outings to provide extra socialization and companionship, which is especially helpful for dogs with anxiety. Your dog’s comfort and individualized care are my top priorities. Please bring your pup with a secure harness instead of a collar for all outings; harnesses are significantly safer, more comfortable, and help keep your furry friend protected at all times. My daily routine balances client care with my own dog's needs. I schedule every morning, midday, and evening walks, ensuring every dog receives attention, exercise, and socialization while my small, friendly pup joins safely when appropriate. I provide attentive, loving care for pets in my home including feeding, walks, playtime, and safe socialization. My small, friendly dog can join walks for companionship and comfort with owner's permission.

“Ilene was fantastic and went above and beyond my expectations which is so greatly appreciated! Ilene’s communication and timeliness is perfect and even provided me with adorable pics & videos of playtime with Rozz which warmed my heart while I was away. Ilene’s love and care for animals is exactly what I was looking for. I highly recommend Ilene for any of your pet care needs!”

Quinn M.

“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.

“Maggie was easy to work with, very responsive, and had an amazing time with my pup. Would love to have her watch my dog anytime!”

Bo B.

“Hope was so amazing with my kitty! She left very detailed notes, giving me complete peace of mind while I was dealing with a loss in the family. Hope was extremely communicative and responsive which was very helpful. She not only made sure my kitty’s basic needs were met, but went above and beyond to play with her, too. Very grateful for a phenomenal sitter like Hope. 😇”

Sarah R.

“Travis will treat your fur babies as if they were his own! This was our first experience using Rover & we were very satisfied. I would wholeheartedly recommend Travis to take care of your pets while you are away. We had 100% peace of mind & no worries or concerns. We will use him again!!!”

Larry B.

“Carrianne was amazing with my cat! My cat has never come out for any sitter before, but with Carrianne he even allowed some pets! She was punctual, reliable and personable, clearly made my cat feel very comfortable! I will definitely be booking her again for my next trip!”

Alexandria L.

“Qian was the best! She was super responsive and gave updates/pictures/videos when we asked. She took good care of our 9 year old cat when we were gone for a few days on vacation. She played with our cat, fed her churu treats, did the litter box scooping, and everything else! She was respectful of our space and our cat bonded with her. Would definitely recommend!!!”

Kendall L.

“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.

“Jessica was able to come on short notice and even cleaned up my puppies potty accidents on the carpet while helping to potty train. Thanks for watching my still in training puppy and also for taking the time to correct him and clean up after him. I will defiantly be hiring again!”

Sherry D.

“Nevaeh was awesome! She sent us text updates including pictures/videos the whole time giving us peace of mind. Our dog Mallie loved her! Would definitely recommend!”

Cheyenne D.

“Alex is always on time, she’s super reliable, communicates thoroughly, and is very loving and attentive with our fur babies. Regardless of how shy or how excitable each one of them is, Alex gives them each personalized attention so they all feel comfortable and happy. By far the best pet sitter we’ve worked with and the most detail oriented as well (which is a huge plus considering we have three pets that each require different care in their own ways). We always feel confident and reassured when they’re under her care. Thank you, Alex!!🐾😊🐈‍⬛🐕🐕”

Stefanie V.

“Katie was an awesome sitter for our kitty! She and Winnie hit it off right away at their preliminary meeting. While we were out of town, Katie was prompt with her visits and thorough with her notes, and she sent lots of clear, high-quality photos. We highly recommend her services!”

Annamarie H.

About: I have had dogs my whole childhood, and been around dogs since I could remember. I understand that every pet has unique needs and I strive to make them feel safe, comfortable, and loved. I had a miniature dachshund growing up- so bonus points for a weenie! 🌭 I’m currently working part-time this summer so I have a lot of time to care for your pets. My schedule is kinda random as I am in healthcare currently. I either work from 7-1pm or 1-8pm. Fridays I have mornings available until 12pm, and Saturday evenings, free Sundays. I have two Maine Coon cats at my home currently. They are very friendly but a little skiddish. We have a litter robot at our home, and they are very spoiled & loved!

About: Hi, my name is Missy I've had a great deal of experience with all different kinds of animals. I worked with a local vet helping place feral cats in homes and providing excellent care for them. Including helping pregnant feral cats with delivery and maternal care. I have volunteered at the Wisconsin Humane Society. There I worked in the Wildlife rehabilitation center as well as the dog care center. I currently own dogs and cats of my own and I recognize how important it is to provide excellent care as well as exercise and playtime. I have past experience in boarding and dog sitting in my home which has always been a great experience. Can't wait to give the love and care your dog(s) deserve!

“Jamie has been helping me out for several years with my pup and she is the best! If you need someone to help you with your pets you cannot go wrong with Jamie!”

Brian S.

About: I provide dependable, attentive care and treat every pet like they are my own. I understand that every animal has different needs and personalities, so I take the time to make pets feel comfortable, safe, and loved while their owners are away. I’m patient with shy or anxious pets, energetic with playful dogs, and gentle with senior animals who may need extra support and slower-paced care. I’m also very detail-oriented and make sure routines are followed closely, including feeding schedules, medications, walks, potty breaks, and playtime. I communicate consistently with pet owners through updates and photos so they always know their pet is happy and well cared for. What sets me apart most is the amount of genuine attention and affection I give to each pet. I don’t just “watch” animals — I spend quality time with them to make sure they feel comfortable, engaged, and cared for while you’re away. I'm currently nannying on weekdays from 8:00am - 4:30 pm, so I’m available for morning visits before work, evening walks/check-ins, and overnight care depending on the pet’s needs. I’m especially flexible on weekends and have much more availability for walks, drop-ins, extended stays, and quality playtime. When caring for pets in a client’s home, I focus on keeping their routine consistent, stress-free, and fun. I make sure pets are fed on schedule, get plenty of exercise, attention, and playtime, and feel comfortable while their owners are away. I have experience with dogs of all sizes. I have two large-breed dogs at home, so I’m comfortable handling bigger, high-energy dogs, and I have also frequently dog sat for smaller-breed dogs with different temperaments and care needs. I’m reliable, detail-oriented, and always follow owner instructions closely, including feeding schedules, walks, medications, and any special care requests.

“Avery was great with my dog! Followed all requests and went above and beyond. She was very communicative and accommodating. I would definitely recommend booking with her and I will again too! :)”

Briana O.

“Melissa dropped in to check on my 2 cats for four days. She was kind, dependable and responsible which gave me peace of mind, especially considering one of my cats is elderly and needs daily medication.”

Lisa O.

“Had Abigail watch my cat Perry for the second straight time during the holidays and was once again extremely satisfied! She is fantastic at what she does, and never makes me worry about Perry for a second. She constantly gives me specific updates about her visits and sends me 20 plus photos of him looking happy every time! Another great thing about her is that the space with his food, water, litter is always clean. I will use Abigail again and again as long as I am in the Milwaukee area. I would highly recommend her, 5 stars!”

Joseph S.