Pet Sitting & Drop Ins In Midtown 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 Midtown pet sitters

“We had a wonderful experience with Michelle! She was very responsive and communicative. It was clear from her detailed daily updates that she was very attentive to our cat and took time to let the cat warm up to her. 100% would book again!”


“Ilene was great! We have a foster cat in quarantine with an infection and wanted someone to spend time with him while we were out of town. Ilene was able to give him some quality time and attention, he was a happy camper. The updates we got were good and the photos were perfect. Thank you!”


“Maiah was great! Very easy to communicate with and took great care of our cat. Our cat can be very shy and hide around strangers but she came right out for Maiah and obviously liked her!”


“Vilma was an excellent to my cat and sent daily updates. Could not be happier with her care of my cat and she’s responded quickly to any questions. Will definitely book again!”


About: For the last five years, I have worked at zoos, shelters, and sanctuaries with a variety of animals! In the past I have owned reptiles, and I currently own one dog and three cats. Additionally, I usually have at least one foster animal in my care at all times. I understand that each animal is an individual and will adjust my behavior accordingly. I am happy to be active if your dog is a runner, or a couch potato if they're more of a snuggler! I have experience providing medication and special diets. I am currently working with my dog to decrease his reactivity and my cats on harness training! I am more than happy to do any enrichment or training you request with your furry friend! I am currently between jobs and have few set commitments. This allows me to be extremely flexible in my schedule for all your pet care needs! I ensure that in addition to basic necessities, my animals are given physical and mental enrichment each day, whether it's a training session with my dog or a puzzle feeder for the cats. I am more than happy to do the same for your pets!

“Alis was extremely pleased to be set with Brittni! Brittni is extremely responsible and prompt with sending photos of a happy dog obviously relaxed. I think Alis enjoyed making a new friend in Brittni! Couldn’t have asked for a better dog sitter!”


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)

About: I’ve had at least 1 pet my entire life, so I’m no stranger to caring for pets in my home. Beginning in middle school and until now, I’ve been entrusted by family, friends, and coworkers to take care of their pets while they’re away. I have experience with house visits, walking or dog park trips, and overnight care. While I don’t have direct experience with pets who require medical attention, I’d be happy to learn with you. I do have experience with senior pet care. Overall, I guarantee I’ll take care of your pet like my own! I recently graduated from PA school and am job searching currently, so I have plenty of time to play with your pets! I’m available for daytime care or overnight care daily. When looking after your pet, I will always take care of them like my own. I’m happy to play with them in the yard, take them on walks or to the park, lounge with them on the couch on a rainy day, or crate them if needed. I can stick to strict meal or medication times and will ensure they have potty breaks with appropriate clean up.


“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.

“We always appreciate Lily's caring service. She even was able to accommodate a late date change, which was greatly appreciated. She always leaves a great report and pictures. We highly recommend her!”


About: What sets me apart is the level of love, patience, and attention I give to every pet in my care. Whether it’s a bouncy puppy learning the ropes or a sweet senior needing extra support, I tailor my care to fit each pet’s unique needs. I have experience with basic puppy training, including leash manners, crate comfort, and potty routines. I’m also confident caring for senior dogs—administering medication, helping with mobility, and making sure they feel safe, comfortable, and cared for. Your pet won’t just get a sitter—they’ll get a new friend who truly cares, communicates well, and treats them like family. As a student with a very flexible school schedule, I’m able to plan my days around pet care pretty easily—as long as I have a little notice, I can make it work! I love spending time with animals, whether it's getting outside for a good walk or just hanging out at home. On weekends, you can usually find me curled up with a furry friend or two—it’s honestly my favorite way to relax. Whether I’m caring for pets in my home or in yours, safety and comfort are always my top priorities. I make sure pets feel secure, loved, and right at home—whether that means sticking to their usual routine, keeping their environment calm, or giving them extra one-on-one attention. In your home, I’m respectful of your space and follow all instructions carefully—from feeding schedules to walk times and any special quirks your pet may have. In my home, I keep things clean, cozy, and pet-friendly, with lots of snuggle spots and safe spaces to relax. Building trust with both pets and their people is important to me, and I always aim to communicate clearly and keep you updated so you feel at ease while you're away.

“Jackie was great! Kitties were very well taken care of. Pictures were sent throughout of them playing, having treats, etc which was nice to see while we were away! Would definitely use her again!”


About: I have taken care of dogs on many occasions. I prefer small dogs, as I have one myself but big dogs are a pleasant visit for me as well. I like to take care of pets during my time between classes. I am a law student so I typically am able to see them at various hours. I will treat the pets I am visiting as my own. I will take care of them to the desires of their owner’s heart, ensuring they are loved and cared for.

“Jahaira took great care of my senior kitty! She was excellent at responding and sending photo updates, as well as giving my cat her needed medication and wanted play time”


About: My name is Tishara I am from Milwaukee, Wisconsin. I have volunteered in multiple humane societies for a good year, working with all kinds of pets and learning about their behavior. I also was a past walker on rover 3 years ago as a side job when I attended high school. So, I’m Glad I am able to continue my journey with Rover, and will be able to walk different kinds of dogs or cats. I will treat your companion with the same amount of care as I would want my pet to be treated with. I am the ultimate dog lover and really enjoy spending time with them. I am confident that my skills and experience make me a great candidate for this position. I work a standard 9–5 schedule Monday through Friday, so I make sure to build pet care into my mornings, evenings, and weekends. Each morning, I start the day by feeding my pet, refreshing their water, and taking them out for a short walk or some quick playtime before work. After I get home, I dedicate time to a longer walk or more active engagement to make sure they get the exercise and attention they need. On weekends, I usually carve out extra time for grooming, vet appointments if needed, and longer outings like park visits or socialization. I stay consistent with feeding and cleaning schedules, and I always make sure my pet feels cared for even during my busiest weeks. When caring for pets in my home, I maintain a clean, safe, and pet-friendly environment. I follow a consistent routine that includes regular feeding, fresh water, exercise, playtime, and any special care based on the pet’s needs, such as medication or grooming. I also make sure the space is secure and enriched with toys, comfort items, and plenty of interaction to keep pets happy and stress-free.
Loving pet sitters in your neighborhood
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Kathy S.
Star Sitter


“Kathy did a fantastic job with our cat. She was so sweet with him, took great care of him, and provided detailed updates. Absolutely wonderful!”


Michelle G.
Star Sitter


“We had a wonderful experience with Michelle! She was very responsive and communicative. It was clear from her detailed daily updates that she was very attentive to our cat and took time to let the cat warm up to her. 100% would book again!”


Keisha P.Star Sitter

“Thank you Keusha!”


Ilene G.Star Sitter

“Ilene was great! We have a foster cat in quarantine with an infection and wanted someone to spend time with him while we were out of town. Ilene was able to give him some quality time and attention, he was a happy camper. The updates we got were good and the photos were perfect. Thank you!”


Maiah D.Star Sitter

“Maiah was great! Very easy to communicate with and took great care of our cat. Our cat can be very shy and hide around strangers but she came right out for Maiah and obviously liked her!”


Vilma C.Star Sitter

“Vilma was an excellent to my cat and sent daily updates. Could not be happier with her care of my cat and she’s responded quickly to any questions. Will definitely book again!”


Hope S.
“Highest recommendation! Hope is a stellar human and amazing petsitter. She is conscientious, bright, and kind. She has fostered and worked with animals for over 10 years, including reactive and older dogs and puppies. She is responsible and knows what to do in an emergency, and I used her as a petsitter for years when I lived in the same city. I never worried when leaving Hope with my pets! If you can get her, she is the best.”


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”


Brittni H.

“Alis was extremely pleased to be set with Brittni! Brittni is extremely responsible and prompt with sending photos of a happy dog obviously relaxed. I think Alis enjoyed making a new friend in Brittni! Couldn’t have asked for a better dog sitter!”


Kira H.
“Kira is very responsible and fantastic pet owner/ giver. She loves dogs a lot and loves everyone’s dogs just as much as she loves her own! She would be a really good fit for being a pet sitter!”


Valerie S.Star Sitter

“Val took great care of my two cats while I was away. She sent tons of pics and even went above and beyond and took trash out! Would definitely book again.”


Sydnee E.
“I began hiring Sydnee when she was in middle school to take care of my two girls, Mollie and Frannie. She was always loving and took care of them as if they were her own. Sydnee dog sat off and on all through high school and college too. When Frannie developed diabetes, Sydnee was eager to learn how to best give Frannie her injections. I miss having her nearby and truly wish I could hire her again to take care of my girls. Sydnee was always very respectful of my home leaving it just the way I like it. I highly recommend!”




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.”


Lily S.Star Sitter

“We always appreciate Lily's caring service. She even was able to accommodate a late date change, which was greatly appreciated. She always leaves a great report and pictures. We highly recommend her!”


Claire V.
“Claire was wonderful with my dogs. I have two golden doodles and she sent me so many pictures and kept in touch as much as I wanted and very responsive.”


Jackie C.Star Sitter

“Jackie was great! Kitties were very well taken care of. Pictures were sent throughout of them playing, having treats, etc which was nice to see while we were away! Would definitely use her again!”


Mason B.
“Mason took care of my dogs every need. Grade A dog specialist I would highly recommend anyone seeking his services to stop waiting and go for it! You’ll be glad you did”


Jahaira C.

“Jahaira took great care of my senior kitty! She was excellent at responding and sending photo updates, as well as giving my cat her needed medication and wanted play time”


Tishara M.
About: My name is Tishara I am from Milwaukee, Wisconsin. I have volunteered in multiple humane societies for a good year, working with all kinds of pets and learning about their behavior. I also was a past walker on rover 3 years ago as a side job when I attended high school. So, I’m Glad I am able to continue my journey with Rover, and will be able to walk different kinds of dogs or cats. I will treat your companion with the same amount of care as I would want my pet to be treated with. I am the ultimate dog lover and really enjoy spending time with them. I am confident that my skills and experience make me a great candidate for this position. I work a standard 9–5 schedule Monday through Friday, so I make sure to build pet care into my mornings, evenings, and weekends. Each morning, I start the day by feeding my pet, refreshing their water, and taking them out for a short walk or some quick playtime before work. After I get home, I dedicate time to a longer walk or more active engagement to make sure they get the exercise and attention they need. On weekends, I usually carve out extra time for grooming, vet appointments if needed, and longer outings like park visits or socialization. I stay consistent with feeding and cleaning schedules, and I always make sure my pet feels cared for even during my busiest weeks. When caring for pets in my home, I maintain a clean, safe, and pet-friendly environment. I follow a consistent routine that includes regular feeding, fresh water, exercise, playtime, and any special care based on the pet’s needs, such as medication or grooming. I also make sure the space is secure and enriched with toys, comfort items, and plenty of interaction to keep pets happy and stress-free.
Midtown pet parents share their Rover experiences
Popular requests near you
Select a filter and find qualifying Midtown 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 Midtown.
Rover makes it easy to find Midtown 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.
