Pet Sitting & Drop Ins In Upper East Side 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 Upper East Side pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

About: I’ve been caring for dogs for over 5 years, and I truly love getting to know each pet’s personality and routine. Friends, neighbors, and family have trusted me to walk, feed, play with, and stay with their pets while they’re away. I especially enjoy longer stays because it gives dogs time to feel comfortable and settled, and I love being able to build that trust with them. One of my favorite parts is taking dogs on enriching walks, keeping them active, engaged, and happy, and making sure they feel safe, loved, and well cared for while their owners are away. I work remotely, which gives me a flexible schedule and allows me to give pets plenty of attention throughout the day. I’m able to keep up with walks, feeding schedules, playtime, potty breaks, and companionship, especially during longer stays when consistency and routine are important. I always try to make pets feel as comfortable and relaxed as possible by sticking closely to their normal routine and giving them lots of attention and care. I pay close attention to each dog’s personality, energy level, and needs to make sure they feel safe, happy, and comfortable while their owners are away. I’m attentive on walks, respectful of clients’ homes, and committed to providing reliable communication and updates throughout each stay.

About: I’ve petsat and dogwalked since I was in middle school! I’ve always loved taking care of animals and I would love to take care of yours! I’m currently a student at UWM studying Occupational Therapy , I only take a couple of classes so most of my time is available to take care of your pets’ I will make sure to keep a close eye on your pets and give them lots of love and attentions! I will be able to check on them multiple times a day)
“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’ve had a dog since before I can even remember. My first dog was a lab. He was the best dog ever. I took him on walks and did all the chores for him when I was younger. I now have three dogs. One is a pitbull, one is a Shih Tzu, and one is a Yorkie. I love playing with them outside taking them on walks, especially love when my pitbull comes on camping trips with my family overall I am super good with dogs and I also extremely love cats too. I love all types of animals. I’m currently working part-time mornings so I’d be able to care for your pets either after work when I do work or on my days off in the morning for sure! I typically work 2 to 3 days a week If you’re at work and just need somebody to come and give your pup, some love or take them out to use the bathroom or get a little exercise. I’m 100% the person for you and your dog!!

“Carole (and Max!) were terrific help with twice-daily drop-ins to give an antibiotic -averse Great Dane his meds. They were patient and kind, in spite of his trixie wiles!”

“Katie consistently goes above and beyond. Our cat was alone during a snowstorm and power outage, and Katie communicated with us right away that our automatic feeder wasn’t working. She worked with me to come up with a mitigation plan, and she offered to check on our cat the next day to make sure the kibble had dropped, even though we hadn’t booked her for another visit. She is an AMAZING sitter and very kind, generous human.”

“This was our first booking with Carrianne. She was great! She asked good clarifying questions during our meet and greet to make sure she fully understood how to care for our kitty, and was reliable and timely during the booking. We fully trusted her to take care of our anxious cat. We would love to book with her in the future!”

“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.”

“Jessica took great care of my cat! It was clear from the daily cards that my cat warmed up to her quickly, and they spent good quality time snuggling and playing together.”

“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!”

About: I grew up with two cats and two dogs, so I’ve been around pets for most of my life! I got my own dog five years ago, and I have been taking care of her ever since. I love any and all types of pets, and I have am flexible with times and can accommodate mamy different schedules. Along with taking care of my own dog, I am available throughout the day to stop in and check on/walk dogs. I am also available any day to stay over as a sitter. My one and only priority would be taking care of your pet. I would never be intrusive or inappropriate in your home. I would treat it with the respect I would want from a sitter.
“Emily was quick and responsive to a last minute drop in request. She provided a thorough note after her visit letting me know how they spent their time and my pup’s behavior and mood. I appreciate her being so responsive and thorough!”

About: Hi there! I am a former pet groomer with lifelong experience loving animals of all kinds! I have worked with senior animals, puppies, cats, and combative animals with professionalism and levity for 5+ years. I am super excited to get to know you and your animals. I am currently working summer camp jobs, and therefore have plenty of time to take care of your pets! I am very excited to get to spend plenty of time with animals while I navigate a new move to the area! My previous job as a pet grooming assistant as well as babysitting animals in the past has given me a lot of experience in keeping animals safe and comfortable. I work extremely hard to understand animal behavior and body language in order to respect animals boundaries. I also prioritize safety when caring for other people’s animals because that is someone’s baby! It is important to me to do a job well, and that includes maintaining safety and care for all animals.
“Lindsay did an exceptional job caring for my dog while I was away. She was highly communicative throughout the entire stay, spent quality time with him, and regularly sent updates and photos that gave me peace of mind during my trip. It was clear that she genuinely cared about his well-being and made sure he was comfortable and happy. I would absolutely trust Lindsay with my dog again and highly recommend her to anyone looking for a reliable and caring pet sitter.”

“Hope is the best. I have an old cat with lots of special needs making it hard to leave him alone but Hope was super communicative, caring and made me feel comfortable that he was in good hands.”

About: Hello! My name is Elaina, and I have been dog-obsessed since as early as I can remember. I’ve grown up most of my life with large breed dogs in the family, and I currently have my own dog, Casper – a super energetic and loving German Shorthaired Pointer/Labrador mix. I happily welcome all dog breeds and ages! As a teacher, I have my summers available to walk, house visit and/or house sit – I couldn’t imagine a more fulfilling way to spend my summer! Please check my availability to schedule a service for your dog! I am a teacher, so my summers are available to care for your dog! I have June, July and August available for dog walking, house-visits and house-sitting. If you would like boarding services for your dog in my home, please keep in mind that I have a dog, Casper. He is incredibly friendly with all dogs – however, if your dog is not comfortable with other dogs, I would not suggest selecting this service. Otherwise, dog walking, house-visits and house-sitting would be no problem!
“Carly is very personable and friendly and made a good first impression with us and our dog Carlito. She was puntual and sent photos of her visits which my wife appreciated..”
Over 16 pet parents in Upper East Side have booked pet sitting
Upper East Side pet parents share their Rover experiences
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!!🐾😊🐈⬛🐕🐕

Carrianne was great and helped me feel more comfortable being away from my babies for a week! My cat loved her and immediately wanted to be friends. I loved the pictures she took and the descriptions of how the visits went. I’m very thankful to have had such a great sitter for my first Rover experience :)

Melissa was absolutely wonderful and gave me complete peace of mind while I was away. She took such great care of my cat for two days and made sure everything was handled with care and attention. It was clear that she genuinely loves animals and goes above and beyond to make them feel comfortable and cared for. I really appreciated her reliability, kindness, and excellent communication throughout the stay. Coming home to a happy, well cared for cat was the best feeling. I would absolutely book with Melissa again and highly recommend her to anyone looking for a trustworthy, compassionate, and dependable pet sitter. Thank you, Melissa, for your outstanding care.

Lindsay did an exceptional job caring for my dog while I was away. She was highly communicative throughout the entire stay, spent quality time with him, and regularly sent updates and photos that gave me peace of mind during my trip. It was clear that she genuinely cared about his well-being and made sure he was comfortable and happy. I would absolutely trust Lindsay with my dog again and highly recommend her to anyone looking for a reliable and caring pet sitter.

Popular requests near you
Select a filter and find qualifying Upper East Side 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 Upper East Side is $15
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 Upper East Side on Rover as of Jun 2026 was about $15 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 Upper East Side.
Rover makes it easy to find Upper East Side 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.

















