Pet Sitting & Drop Ins In Near North Side Chicago
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 Near North Side pet sitters

“Rachael was reliable, communicative, and took great care of our cats while we were out of town. She also watered our house plant (as requested) and swept the floor! (completely unrequested!) 10/10, would highly recommend working with her again!”


“Kyla has visited our cats several times now and has always been an amazing petsitter for them! The pictures we get clearly show how much our cats love their friend Kyla. Whenever we leave home we feel so at ease knowing that they are going to be taken care of so well. Thanks so much for helping us out - you’re our first choice every trip we take!”



“Sandra was wonderful with my two cats while I was out of town for 3 days. I got plenty of photos and updates and knew that the cats were in great hands! Would definitely recommend!”


“Tara was so amazing and I trust her fully with the care of my cats. She was so attentive and sent great daily photo updates. As a pet owner when traveling, you always want your pets to be cared for the way you do. I know she did that and more. The next time I go out of town - if our schedules align I will be reaching out to Tara - the best!”


“Morgan provided great service checking in on Peanut. She was communicative, gave Peanut her meds, and sent lots of pictures. I will definitely rebook with Morgan in the future.”


“Liz has made house visits for my tabby. She is great with communication and follow-through. More importantly, she does an excellent job of getting to know my cat's unique personality and adapting to what he needs.”


“Maggie was great walking my dog and spending some time with her while I was gone for the day! Maggie took my dog for a nice long walk and provided great updates and pictures!”


“First time using Rover! Caroline set the bar high. She was quick to respond, sent detailed check ins, and great photos of my cat while I was away. Overall, she gave me peace of mind while traveling and highly recommend you book with her.”


About: I’ve grown up with Scottie’s and westies my whole life! Raised a 2 month old puppy so understand all the work that goes into that! Also had senior pups that required medicine and to take things slower! I have always offered to help take care of my friends pups since i don’t have one here in Chicago! I work from home and always try and get some walks in during the week! Or get my dog fix while spending some weekends with the best pups! I Will treat your dog with the best care, making sure to bring water and treats on walks to make sure they are always comfortable! If we need to find some shade or take a quick breather i will always put the dogs need first!

“Cole took very good care of our three cats while we were away for a long weekend. Great communication and handled our diabetic cat’s insulin injections perfectly. Thanks!”


“Grace did a great job caring for my 2 cars. I appreciate that she was available few days in advance since was a last minute trip. She was responsive to texts and sent daily photos.”


“I am very happy to have found Anastasia and to entrust my pets to her! She took great care not only of my cat but also of my guinea pigs, which require special attention. Anastasia thoroughly cleaned up after the animals, including cleaning the guinea pigs' cage and the cat's litter box, and she refreshed their food and water while also giving them plenty of attention. At my request, she groomed the cat and trimmed his claws. Anastasia handled everything perfectly, and I will definitely reach out to her again when needed.”



“Carrie did great. One of our cats didn’t show up on camera for most of a day and also didn’t respond to robot feedings, so I was concerned he had gotten hurt, sick, or stuck in a closet. She searched the house for him and confirmed he was only hiding under the bed. Poor guy. But put me at ease. Thank you!”


“Hailey was the best!!! Our puppy is just under a year and we are new to Rover, so weren’t sure what to expect. But we were so reassured having Hailey come take care of our puppy-she was amazing with him. She took him on a big long walk outside, fed him dinner, made sure he went potty, and played lots of fetch together! We knew he had an amazing time with her as he was exhausted after we got home from work 😂 Hailey was so sweet and shared a bunch of photos & a lovely note about their time together. She also asked great questions to get to know Archer and ensuring she had everything to take care of him- so thoughtful! Will absolutely book her again soon & recommend her to everyone!! 🫶🏼”


About: I had my own personal dog for 16 years! Friends and family have both trusted me on numerous occasions with their pets. I am currently getting my MPH degree. I am currently in school so my schedule is very flexible! I will be open and available for walks when needed! Most of my classes are 5pm and later so day walks will be perfect. I will be walking only, so there will be no involvement with my home. I currently work in healthcare, so I am trustworthy and great in stressful situations.


“Laura took care of my senior dog for 6 days and nights and she was fantastic. She made it totally seamless for me and I didn’t spend one second worrying about my dog because she made sure to give me thorough updates. I will definitely use her again, she is the best!”

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Rachael J.Star Sitter

“Rachael was reliable, communicative, and took great care of our cats while we were out of town. She also watered our house plant (as requested) and swept the floor! (completely unrequested!) 10/10, would highly recommend working with her again!”


Kyla H.Star Sitter

“Kyla has visited our cats several times now and has always been an amazing petsitter for them! The pictures we get clearly show how much our cats love their friend Kyla. Whenever we leave home we feel so at ease knowing that they are going to be taken care of so well. Thanks so much for helping us out - you’re our first choice every trip we take!”


Andrea O.Star Sitter

“Andrea was wonderful with my Bella. I came back after a weekend away and she was relaxed and not excessively needy which means she received a lot of attention.”




Sandra T.


“Sandra was wonderful with my two cats while I was out of town for 3 days. I got plenty of photos and updates and knew that the cats were in great hands! Would definitely recommend!”


Lucy L.Star Sitter

“Lucy is an absolute sweetheart, she always goes above and beyond!! I would highly recommend, she’s great with my pup and great with communication!”


Tara N.

“Tara was so amazing and I trust her fully with the care of my cats. She was so attentive and sent great daily photo updates. As a pet owner when traveling, you always want your pets to be cared for the way you do. I know she did that and more. The next time I go out of town - if our schedules align I will be reaching out to Tara - the best!”


Morgan L.Star Sitter

“Morgan provided great service checking in on Peanut. She was communicative, gave Peanut her meds, and sent lots of pictures. I will definitely rebook with Morgan in the future.”


Elizabeth P.Star Sitter

“Liz has made house visits for my tabby. She is great with communication and follow-through. More importantly, she does an excellent job of getting to know my cat's unique personality and adapting to what he needs.”


Maggie R.Star Sitter

“Maggie was great walking my dog and spending some time with her while I was gone for the day! Maggie took my dog for a nice long walk and provided great updates and pictures!”


Caroline C.Star Sitter

“First time using Rover! Caroline set the bar high. She was quick to respond, sent detailed check ins, and great photos of my cat while I was away. Overall, she gave me peace of mind while traveling and highly recommend you book with her.”


Maggie M.Star Sitter
About: I’ve grown up with Scottie’s and westies my whole life! Raised a 2 month old puppy so understand all the work that goes into that! Also had senior pups that required medicine and to take things slower! I have always offered to help take care of my friends pups since i don’t have one here in Chicago! I work from home and always try and get some walks in during the week! Or get my dog fix while spending some weekends with the best pups! I Will treat your dog with the best care, making sure to bring water and treats on walks to make sure they are always comfortable! If we need to find some shade or take a quick breather i will always put the dogs need first!


Reema M.Star Sitter

“Reema did a fantastic job with my cats! I really appreciated the photos and the updates. Even my cat that takes awhile to warm up to strangers warmed up to her right away.”


Cole W.

“Cole took very good care of our three cats while we were away for a long weekend. Great communication and handled our diabetic cat’s insulin injections perfectly. Thanks!”


Grace G.Star Sitter

“Grace did a great job caring for my 2 cars. I appreciate that she was available few days in advance since was a last minute trip. She was responsive to texts and sent daily photos.”


Anastasiia M.Star Sitter

“I am very happy to have found Anastasia and to entrust my pets to her! She took great care not only of my cat but also of my guinea pigs, which require special attention. Anastasia thoroughly cleaned up after the animals, including cleaning the guinea pigs' cage and the cat's litter box, and she refreshed their food and water while also giving them plenty of attention. At my request, she groomed the cat and trimmed his claws. Anastasia handled everything perfectly, and I will definitely reach out to her again when needed.”




Carrie R.Star Sitter

“Carrie did great. One of our cats didn’t show up on camera for most of a day and also didn’t respond to robot feedings, so I was concerned he had gotten hurt, sick, or stuck in a closet. She searched the house for him and confirmed he was only hiding under the bed. Poor guy. But put me at ease. Thank you!”


Hailey S.

“Hailey was the best!!! Our puppy is just under a year and we are new to Rover, so weren’t sure what to expect. But we were so reassured having Hailey come take care of our puppy-she was amazing with him. She took him on a big long walk outside, fed him dinner, made sure he went potty, and played lots of fetch together! We knew he had an amazing time with her as he was exhausted after we got home from work 😂 Hailey was so sweet and shared a bunch of photos & a lovely note about their time together. She also asked great questions to get to know Archer and ensuring she had everything to take care of him- so thoughtful! Will absolutely book her again soon & recommend her to everyone!! 🫶🏼”


Brian D.Star Sitter

“Brian is fantastic. Our dog became very reactive and he had the patience of a saint. Prompt, reliable and kind. Hire him! :D”


Ellary B.
“Ellary is an incredibly caring and dependable pet caregiver. She’s attentive, punctual, and truly loves animals. My dog lights up every time he sees her. I highly recommend Ellary to anyone who wants peace of mind knowing their pet is in great hands.”




Laura E.

“Laura took care of my senior dog for 6 days and nights and she was fantastic. She made it totally seamless for me and I didn’t spend one second worrying about my dog because she made sure to give me thorough updates. I will definitely use her again, she is the best!”
Over 1,433 pet parents in Near North Side have booked pet sitting
Near North Side pet parents share their Rover experiences
Kyla was amazing with our kitty 🐾💖 Normally she’s super shy with new people, but she warmed up to Kyla so quickly and even asked for pets! The updates and photos were so thoughtful and made me feel totally at ease while I was away. Came home to a happy, relaxed cat. Couldn’t ask for more. Thank you, Kyla! 🌸🐱✨

Lauren has been super easy to work with. She takes amazing care of Luka and is very communicative. He is super happy with her. She had to care for him when he was sick. She did a fantastic job. We were relived and able to work peacefully because we knew that Luka was in safe hands. I highly recommend and would 100% rebook for her.

Samira has taken great care of my two cats twice now - this time for a full 10 days which is longer than I usually like to be away. She is professional, prompt, communicative, and caring. She clearly took time to bond with the pickier of the two boys, and both seemed quite content when I got home. She paid attention to details like realizing the automatic feeder was running out even though I had not planned for that. I will definitely have her back!

Samantha was amazing! So attentive and provided cute photos, updates, and feedback! She also was able to provide oral diabetic medication for my diabetic cat with a syringe which I was so thankful to find someone on Rover to help with. 10/10 recommend Samantha, thank you for taking great care of Thor!!

Dina was the best with my cat Twilight! It was the first time I left Twilight for so long, and Dina understood my nervousness and took careful notes on how to best care for him. She gave him lots of attention and was super communicative every day! I always looked forward to her updates. Twilight also warmed up to her very quickly :)

Nayane is the best cat sitter out of several wonderful cat sitters I’ve worked with. She’s highly communicative, cares about the cats’ wellbeing, and has a good memory for where things are located / don’t need to meet every time I need her help, which is great since I’ve had some last minute travel where meeting would have been challenging. Thank you!

If you need a cat sitter, you simply have to hire Alyssa!! I’ve used multiple people on Rover over the years, but Alyssa really stood out. I went on a longer vacation than I’m used to, and she took amazing care of my two cats. Every day I looked forward to Alyssa’s detailed updates (paired with many photos and video) of how my cats were doing. She went above and beyond with their care!! 10/10 recommend.

Repeat customer here. Christina is awesome! She takes such good care of our cats while we’re away. We never have to worry about a thing! She takes tons of pictures and videos for us and she’s super communicative giving us the latest and greatest while we’re out of town.

Popular requests near you
Select a filter and find qualifying Near North 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 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 Near North Side.
Rover makes it easy to find Near North 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.
