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

“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!”


“Michelle did an amazing job caring for my pup while I needed to be away. I have a 16 month old mini golden doodle. I love that she allowed time for him to warm up to her by stopping by beforehand. She was aware that he was a bit anxious in the beginning and handled it perfectly. She was also accepting of his energetic personality once he got comfortable with her. Thanks again Michelle!”


“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.”


About: I have spent my whole life surrounded by family dogs (mainly the bigger breeds). I got my first dog on my own almost 5 years ago and my 2nd last year. I have seen and cared for dogs in all stages. I do work full time with a flexible hourly schedule and can help with care as needed. Currently I work 9-5 and I walk my boys every night and can make most scheduling needs work! I have a fenced in yard and 2 friendly dogs myself. While I’m home the dogs can all be interactive together in and outside, while also being walked. While away from home and for sleeping dogs will be crated for safety purposes (never longer than 8 hrs for work)


“Jeremy was an amazing cat sitter! Both my cats were immediately comfortable and really grew to like Jeremy’s daily visits and play time. Super responsive and always sending lots of pics for me to check in on- it’s was such a relief to have them in Jeremy’s care. Highly recommend!!!”



About: PLEASE DO NOT MESSAGE ME IF YOU HAVE PENDING REQUESTS TO OTHER SITTERS. Please understand that when you send me a request, I have to turn down other potential clients while I wait for you to confirm. Thanks in advance for being a considerate neighbor and human. I had dogs all through childhood and college, and miss having a four-legged friend around! Sadly, my own work travel schedule prevents me from having a doggo of my own right now, so I thought that it would be a good compromise to lend a hand to other frequent flyers who love their pup too much to put them in the kennel. Rest assured that your dog will not get just a 15-minute lap around the block to pee, I'll take him or her to the dog park, on a hike, or if your pup is more low-key, I'll totally snuggle on the couch. My pet ownership experience is mostly with big dogs (sheperds), so that's definitely my soft spot, but I've taken care of all breeds and sizes through volunteering as a foster with a rescue group in my former home of Washington, DC. I have a reliable car, so it's easy for me to get to your place to check in a couple of times a day. I work from home, so I am pretty flexible. I do live with a sassy cat, but we live in a big duplex where pets can be separated if needed. I will strive to stick to your pet's usual routine whether I am sitting at your home or boarding in my own home. They are already missing their humans, and maintaining their routine gives them one less thing to be anxious about.

About: As someone who’s naturally calm, observant, and patient, I connect easily with pets who need gentle energy—whether they’re playful pups, anxious rescues, or sweet senior companions. I’m a homebody at heart, so your pet will always have consistent attention, a peaceful environment, and plenty of snuggles. I’m especially comfortable with older dogs who need slower walks or extra care, and I have experience reading subtle body language cues to keep pets happy and safe. I treat every animal like my own, and I’m here for the quiet moments, quirky habits, and unconditional love that come with pet care. I have open availability so pet care is the best part of my day! I’m home often, love quiet routines, and prefer paws over people anyway. I provide care in your pet’s home where they feel most safe. I follow routines, give calm attention, cuddles, and keep their space clean and cozy.

“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: Hello, I have taken care of all kinds of animals since I was very young. I have taken care of roosters, chickens, ducks, rabbits, dogs, kittens, goats. I really like playing with animals and entertaining them. I like taking them for walks and bathing them. I started working as an animal caregiver at the age of 20 with neighbors, friends, and family. I believe that animals are very intelligent and full of love. I just arrived in the country and I am looking for a job that I can do part-time and be able to study. I am also looking to do what I love and am passionate about, which is taking care of pets, being able to walk them and take care of them, giving them everything they need, which is love and care. I have a park near my house where I can play with your doggy baby. I also have many toys and ideas in my house to do with them.

“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 been taking care of my friends, family and neighbors dogs for as long as I can remember. Anything from daily to week long periods I have fed, walked, and cared for those animals, as well as overnight stays at either my home or theirs. Pet care fits extremely well into my routine, I am an online college student with a majority of free time and flexibility. I am typically up early and readily available most of the time. I remain especially cleanly in my own home and clients, making sure to clean/ tidy up after the pet as well as stay attentive to their needs. Another way I care for pets is by enjoying their company, talking, playing and interacting with them on walks and at home to make sure they are safe, happy and attended to.

About: Hi! I’m Kat. I have experience looking after animals of all kinds - dogs (big and small), cats, guinea pigs, hamsters, rats, turtles, you name it. I have three cats at home who get lovingly spoiled every day, and I have experience dog walking, dog-sitting (included overnight stays), and cat-sitting for neighbors, friends, and family. I have a genuine love for all types of animals, and I put their well-being, care, and enrichment above all else. I work from home as a jewelry maker, so my schedule during the week is flexible as can be. I can easily make time for morning, midday, and evening visits. I am detail-oriented and will follow any given care instructions to the letter. My goal is to treat your pet just like you would, with the same love and attention you give them every day.

About: Lifelong animal lover with a soft spot for pups and kitties of all kinds—raised dogs from puppy zoomies to sweet old souls, cared for sick pets with heart, and the go-to sitter for friends and neighbors. I treat every animal like the quirky little legend they are—each one with their own vibe, needs, and love language. Whether it’s snuggles, playtime, meds, or just good vibes, I’m here for it all. 🐾♊️ I currently work remote and PT so I have plenty of time to pop over to your house for a mid-day or evening potty situation. Whether in my home or yours, pets get the full VIP treatment. At our home, they're part of the family (we have 2 very friendly dogs & a fenced in yard)—cozy spots to nap, daily playtime, walks, and tons of love. In your home, I keep their routine consistent and their energy happy—feeding, snuggling, walking, and hanging out like their favorite human stand-in. I tune into each pet’s unique vibe and make sure they feel safe, seen, and totally adored

“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.”

Loving pet sitters in your neighborhood
Search Results


Michelle Y.Star Sitter

“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!”


Michelle G.
Star Sitter


“Michelle did an amazing job caring for my pup while I needed to be away. I have a 16 month old mini golden doodle. I love that she allowed time for him to warm up to her by stopping by beforehand. She was aware that he was a bit anxious in the beginning and handled it perfectly. She was also accepting of his energetic personality once he got comfortable with her. Thanks again Michelle!”


Kathy S.
Star Sitter


“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.”


Keisha P.Star Sitter

“Thank you Keusha!”


Caitlin K.Star Sitter

“Caitlin was amazing with our old dog. Gave him the best attention he could ask for. Was a very happy dog when we got home. Thanks again”


Kira H.
“Kira is the first person I think of when it comes to watching my babies. She understands how important they are to me, knows and respects how I train them, and has always been there no matter what. I found out I was going out to sea for a month and she automatically agreed to watch my PUPPY. She didn’t care that she was still potty training, she continued with it and was the best for my baby. I would only trust her.”


McKenna D.Star Sitter

“McKenna helped us out with a last minute request. She is reliable and Hazel seemed to have a great time with her!”




Jamila M.
Star Sitter


“Jeremy was an amazing cat sitter! Both my cats were immediately comfortable and really grew to like Jeremy’s daily visits and play time. Super responsive and always sending lots of pics for me to check in on- it’s was such a relief to have them in Jeremy’s care. Highly recommend!!!”




Ashley W.Star Sitter
“Ashley is quite the do lover. She no only loves dogs but has tons of energy for those who like to be super active. In the time I have known Ashley she has not only watched dogs I've had and done an excellent job but she is also a former foster with a local dog rescue. When fostering with an off transport rescue you rarely know what to expect and Ashley has shown that she can care for many types of dogs of varying temperaments. The most memorable was very anxious and mouthy beagle who was later put on Prozac to help with her temperament and behavior. Ashley fostered Tallulah until she was adopted to later be returned multiple times because people just couldn't deal with the challenge that Ashley was. If I had a personal dog i would not only trust Ashley with its care but not worry because I know she would do anything she could to assure it's comfort and care.”




Charlotte M.

“Charlotte was super sweet and took great care of my cats! She had to give one of them ear drops and was very good at taking care of that!”


April C.
“April took care of my dog, Apollo, for three days and did a great job. Apollo can be a bit of a challenge—he’s protective in certain situations, especially during walks when we encounter other dogs or squirrels. I gave April a demonstration and specific instructions on how to properly handle and stay in control of him, and she followed them very well. Apollo is a bit of a Velcro dog—he likes to be near people but also values his space. April was respectful, attentive, and mindful of his boundaries, which I really appreciated. She kept me updated daily on how things were going and was honest if any hiccups came up. I also appreciated that she wasn’t afraid to ask for clarification when needed. She even took Apollo to the park and made sure he stayed hydrated by bringing his water bottle, refilling it as needed, and treating him to a pup cup from Starbucks. Overall, I felt very comfortable leaving Apollo in her care and would absolutely trust her to watch him again.”


Elizabeth C.

“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!! :)”


Krystal D.Star Sitter

“Excellent communicator and did a great job with making sure Bo had everything he needed.”


Monsserath C.
“Karla was awesome! Our little fur baby loved spending time with her. She’s kind, communicates often and responds quickly. We’re so happy we found Karla! Shes the best! Karla es lo Maximo! Nuestro perrito encantó su tiempo con Karla! Ella es muy cariñosa, su comunicación es excelente y siempre se responde muy rápido a nuestros preguntas y solicitudes. Estamos muy emocionados encontrar alguien con quien podemos tener 100 confianza aquí cerca de l casa. Sabemos que cuando estamos de viaje nuestro perrito está en buenos manos.”


Kaitlin G.

“I’ve worked with Kaitlin multiple times now - she’s awesome! She’s reliable and communicative, she’ll hang out with your pets and make sure to send photos :) 10/10 person”


Stephen & Wipawee D.

“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!”


Grace B.
“I would highly recommend Grace for all of your pet care needs. She does an amazing job with our rescue dog Mira. Mira is very dog reactive but Grace’s is able to help her stay calm. We have utilized Grace for dog waking and pet sitting.”


Kat K.
“Kat is a phenomenal care giver and all around amazing human. They have cared for our cats, dogs, and guinea pigs for several years and are extremely attentive, communicative, and kind. My family has complete trust in Kat and will continue to use them to care for our pet family members forevermore.”


April S.
“Hi! I’ve known April for 25 years and can attest that since I’ve known her she’s always had a special place in her heart for all pets. She’s a fantastic mom to her own two pups, and an equally as wonderful auntie to my 2 kitties. Not only that, she is reliable, timely, and a very responsible person. She will care for all the fur babies as if they were her own.”


Cindy H.

“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.”
Uptown pet parents share their Rover experiences
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!! :)

Liz was very responsive, timely, and communicative. I felt in tune with how my cats were doing, and based on the updates she gave, I knew I didn’t need to worry about them! She also helped us out with a late booking, which we greatly appreciated. I would definitely recommend Liz for cat care!

Alexandra came to walk my dog on short notice when I had an unexpectedly busy day, and he came home with a huge doggy smile on his face. I was home so got to greet her at the door and she is very pleasant and friendly. Will definitely be using her for future pet care!!

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 pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. 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 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.
