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

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Top rated Uptown pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Kathy is very friendly and communicates well. She stopped in to feed my cat for a few days and things went very well. I would recommend Kathy to anyone who needs an attentive and friendly pet sitter!”

“A true cat sitter and full emotional support sitter for our furry family in Wisconsin. We love Lexi and highly recommend her for anyone who has high maintenance cats or special instructions. Thank you Lexi!”

About: I have hands-on experience caring for dogs of all sizes, ages, and energy levels. I'm comfortable managing multiple dogs at once, maintaining routines, and ensuring each dog feels safe, exercised, and cared for. I prioritize calm, structured walks, positive reinforcement, and clear communication with pet parents. I can take the on potty breaks as often as needed as I work from home. I also have experience with overnight boarding, feeding schedules, leash manners, and providing companionship throughout the day. I have a small friendly dog named Bob who gets along well with other dogs. With owner permission, Bob can join walks to provide socialization and companionship which is especially helpful for dogs with anxiety or who enjoy gentle interaction. Safety, cleanliness, and individualized care are always my top priorities. 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.
“Emily took great care of my three kitties while I was gone. She was wonderful at communicating and following the instructions I left. The litter area is clean and she watered my plants! I highly recommend her for your pet care. A+++”

“Michelle is so kind and patient with my very energetic puppy. She’s punctual and follows directions! Bailey loves when she comes by! We will continue to use her!”

About: I have a diverse experience of taking care of dogs. One of my previous jobs was working in a dog daycare/kennel where I took care of dogs of all sizes and temperaments. I have been a dog walker and sitter for many years now, and have been around dogs my whole life! I currently own a mini poodle puppy! I am currently a full time student and can help walk your dog on weekends, holidays, and some odd days throughout the week. My schedule does change, so I can’t provide consistent care, but would love to help out when I can! I take dog walking very seriously, and make sure that the dog’s safety is prioritized. It make sure to be very observant of the dog’s surroundings and temperament, and will be ready to pivot whenever necessary. Communication is very important to me, so I am as prepared as possible for every situation.
“Cyndi has been kind and professional. She has experience with dogs that need medication and is warm and friendly. We have rescues with medicine needs and social issues. She’s already been helpful with our newest rescue giving us a great tip to use while walking. We’re thankful for her and finding her through Rover was easy and a good experience.”

“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!”

“Sydney is great! She was able to check in on my two pups multiple times. Sydney always leaves a detailed report and makes sure we get pics of the pups during her visits. We highly recommend her!”

About: 👋🏼 Hello! My name is Krystal and I am a dog lover who has taken care of dogs for 25+ years. I have 2 male poodle mixes, Adobo and Charley.💙 They’re social boys who love company, but respect boundaries if their furry friends don’t want to play. I work from home and walk my dogs 2 times a day (or 1 long walk) and we also enjoy hiking or playing in our fenced-in backyard. Your furry friend will have activity, company, and love while under my care! ☺️ 👩🏻💻 Working from home full time gives me the flexibility to easily fit pet care into my day, allowing me to provide regular attention, walks, playtime, and companionship. Please feel free to send a message to check on my availability! 🐕🦺 I have a large fenced in yard and friendly dogs, Adobo and Charley, that can keep your furry friend company with play or lounging. I can crate if needed.
About: I have grown up with Golden Retrievers my whole life as my dad hunted with them and trained them for Field trials. We always had three in our home. Once we even had a litter of puppies and there is nothing better than puppy kisses. I personally have had two Black labs, one that was so content to lounge and be a couch potato and my current lab at 8 years old fools everyone into thinking she is 2 or 3 with how active she is. Because of her I understand the importance of walks and her needing lots of exercise, new sights and smells. I have a flexible work schedule and typically only work 3 days a week so I can be there to ensure your pup gets what they need. Happy to play in the yard or walk as needed to make sure your pup is content. Just let me know what their rules are and I'm happy to follow to ensure they are happy and healthy.
“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!! :)”

About: I recently lost both of my dogs and while I'm not ready for a new dog, I'd love to take care of yours. I'm very active and love taking walks. I cared for my own very senior dog for several years. I work 10-6 Monday through Friday. I can walk morning and evenings and if required I'm close to my job to stop home mid day. I have a fairly large back yard with a tie up but will more likely take the dog for walks. I live in a safe neighborhood by myself and I have no other pets at this time.
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!
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.
“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!”

Uptown pet parents share their Rover experiences
Kathy is amazing!! Communication throughout was wonderful and genuinely cared for our 2 cats and our home. Kathy checked in and out daily and provided a great summary of the visit... even brought in an unexpected delivery - thank you! Kathy is highly reliable and trustworthy, looking forward to future in-home care☺️

Cindy had been wonderful! She asked questions about Vladimir’s schedule, behaviors, even where he likes to sleep. She pays close attention to directions and details and is an excellent communicator! I feel very comfortable leaving Vladimir in her care. I know he will be loved on, cared for, and is safe. Vladimir loved her immediately and we’re lucky to have found her!

Jill was extremely kind and professional. My cat is honestly pretty rude to sitters. Jill was great at noticing her body language, giving my cat her space, and even finding her when she managed to get into an unusual hiding space. She's a great and reliable caregiver for your pets!

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!
Nicole was excellent! When she came for the meet and greet, she asked excellent questions to really get to know our girls and set expectations. She was calm and let our girls come to her. Then, when she came for the visit, she took excellent care of our kitties and was able to pill our calico successfully! Throughout the whole experience she communicated super well, which is something that we value. We will absolutely recommend and rebook!! Thanks Nicole!

Popular requests near you
Select a filter and find qualifying Uptown 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!
The median cost per night for pet sitting in Uptown is $16
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
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Uptown on Rover as of Apr 2026 was about $16 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
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 Uptown.
Rover makes it easy to find Uptown 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.
















