Pet Sitting & Drop Ins In Old North Milwaukee, Milwaukee
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Old North Milwaukee pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: Hi there, my name is Rayanne, and I have cared for pets of my own my entire life. The last few years, several family members and friends have entrusted the care of their pets to me as well. It has been a joy and honor! I have experience caring for single as well as multiple animals at a time. At home, I have a cat and a dog, and I will give the attention to your pets that I would give my own. I look forward to meeting them and speaking with you! I’m currently working part time, and would like to spend some time during the day with your pets, especially outside! I am available to walk and check in on dogs/cats during most weekday afternoons. I enjoy taking time to get to know your animal to gain their trust. I love long walks and playing outside for dogs who need to let out some energy, as well as giving much needed attention/cuddles. I have experience helping dogs get back in kennels if they need to until you get home as well.
About: I am a former dog handler that worked at a doggy day care where I cared for multiple dogs daily, managing different temperaments and energy levels. I’m experienced in supervising play, maintaining safety, and keeping dogs calm, comfortable, and well cared for. I’ve also owned dogs and cats in my lifetime as well! Genuinely an animal lover. I’m available for morning and evening visits on weekdays, and I have open availability on weekends. I offer flexible scheduling for walks, drop ins, and pet sitting, and I do my best to accommodate each pet’s routine. I prioritize a safe, calm, and clean environment. I’m attentive to each pet’s behavior and needs, follow routines closely, and make sure every pet feels comfortable, secure, and well cared for.
“Ilene took such good care of my cats while I was out of town. She sent me so many pictures and it was so nice and reassuring to see how much fun my girls were having while I was away. I will definitely be booking her again in the future.”

“Carrianne was amazing with my cat Millie! Very nice and friendly in our initial meet and put such great care towards my cat. Incredibly thorough updates with super cute pictures!! Will definitely be reaching out again next time I need services, 10/10 recommend!!”

About: I stand out as a dog sitter through a lifelong connection with dogs, developed since a young age, combined with six years of hands-on experience training dogs of all breeds and temperaments. I’ve also taken the initiative to study dog nutrition in depth, allowing me to confidently understand what dogs should and should not eat. Additionally, I have experience safely administering medications, ensuring every dog in my care stays healthy, comfortable, and well-supported. I have an open schedule as far as now, so i am available to fit into what schedule is needed from me. Pet care fits into my daily schedule!! I provide attentive, personalized care tailored to each dog’s needs, including easy crating when required. I’m happy to stay full-time if needed. Whether your dog loves playtime, outdoor adventures, learning new skills, or simply relaxing and cuddling while watching shows, I adapt to their mood to ensure they feel safe, happy, and comfortable.
“Aidan always takes the best care of our pups while we are away!! Very attentive, excellent communication, so helpful. Would absolutely recommend and plan to use again when needed.”

“Stephen and Amelie are the best! They take excellent care of our babies and our home when we’re away and make us feel completely comfortable when we need to travel without the pups. Our dogs love them too!”

About: I’ve taking care of pets since I was 13. I currently have a blind senior german shepherd, and guide him when needed, giving him lots of treats and love. I also have a 1 year puppy and give her frequent time out. I’m planning on working weekends whenever needed to play with doggies and give them the care they need! I can feed them, give medicine, and care for blind and senior dogs. I put my dogs before anything and make sure they have everything they need. Treats, water, food, play time, medicine, supplements, nap time and love.
About: I provide friendly, professional, and truly attentive care, noticing your dog’s needs and moods. My approach is calm, balanced, and consistent, following your routines closely so pets feel safe, comfortable, and relaxed. I treat every dog with respect, giving them confidence and happiness while you’re away. I currently offer part-time dog sitting and walking, with availability continuing to expand as my Rover schedule grows. My mornings and weekends vary week to week, but I may be able to accommodate requests on a case-by-case basis. Feel free to reach out to check availability. As a dog owner myself, I understand the importance of reliable, attentive care and aim to provide flexible, high quality support tailored to your dog’s needs. I provide calm, attentive care in your dog’s own home, respecting boundaries and following your instructions closely. Every dog receives consistent, thoughtful handling to feel secure and comfortable while in my care. Even dogs with minor behavioral quirks are managed safely, so owners can feel confident that their pets are well cared for, calm, and respected.
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!
“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.”
About: I love all animals. I trained my dog myself and I'm very responsible with animals. I know what to do to ensure things are safe for your loved pet. I go to school Monday to Friday, Fridays I'm available beginning at 4:00 pm and until 9:00 pm. Saturdays and Sundays I am available between 11:00 am and 9:00 pm. I can be available earlier on Saturdays and Sundays if needed. I would care for your dogs like they are my own pets. I would be sure to take them out based on their walk and bathroom schedule. I would feed them is needed during the time I have them. I love to cuddle dogs and help make sure they feel comfortable in whatever environment they are in.
Old North Milwaukee pet parents share their Rover experiences
Kaitlin was amazing! She took great care of our kitties while we were out of town. Her communication was stellar. She took the initiative to bring in some mail and a package that snuck through before we asked her to. Highly recommended! We would definitely book with Kaitlin again!
Popular requests near you
Select a filter and find qualifying Old North Milwaukee sitters!How Rover works

1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Old North Milwaukee.
Rover makes it easy to find Old North Milwaukee pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.




















