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
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I have raised my senior cat for the past 6 years. He has needed medical care, and I’ve been sure to provide them. I also regularly volunteer at the animal shelter, where I provide care and attention to the dogs and cats there. I also have experience with dog walking as well, if you have a dog to be looked after! Will note that I have a preference to take care of dogs around 20 pounds. I work from home, so can do drop in during the work day as needed. I rescued my cat from a shelter 6 years ago and have given him proper care for his health problems. I have the most experience with taking care of cats, but can help with dogs as well with instructions! I can do a full work day at your place while watching your pets. I make sure to leave places better than I have found them! Whatever instructions you provide, I will be sure to follow them.
“Kacy is that girl!! She was totally ok and available with me adding dates to our booking. When I was concerned for joeys health she went and checked up on him again the se day! Shes always professional and kind. You’ll be very happy with Kacy’s help.”
“Tara was amazing in taking care of our cat over the holiday and we will definitely book with her again! Our typically shy cat warmed right up to her, and she sent lots of great pictures.”
“Andrea was amazing, we booked her twice when we were out of town and will definitely be booking her again. She sent pictures daily and the cats loved playing with her. She is compassionate and the way she connected with the cats truly shows how much she loves them. She gave very thorough updates throughout the visit.”
“Reema was amazing and provided daily updates when pet sitting. Even my shyest cat came out to greet her, which surprised but also assured me that she was wonderful with them! I will absolutely book Reema again.”
“Nandini was great! She took great care of Tony during a weekend away. She was super communicative and shared the cutest pictures! We will definitely book Nandini again!”
“Cassi was amazing! She was such a great friend to my cat for two weeks while I was away. She was very communicative and always sent lots of pictures. Highly recommend Cassi!”
“Elizabeth is wonderful! She was so attentive, loving, and communicative throughout the entire stay. My cat was relaxed and happy when I returned, and I could tell he was well taken care of. Highly recommend!”
About: I’ve been caring for animals my whole life, from raising my own cats to looking after family and friends’ dogs of many breeds—from tiny chihuahuas to energetic pit bulls and rottweilers. At times, I’ve cared for up to 12 cats at once and have also watched multiple dogs together. I specialize in kitten care, including bottle-feeding and supporting kittens as young as two weeks old. I’m experienced in building trust, introducing litter box training, and handling the special needs of both young and senior pets. What sets me apart is my ability to adapt to each animal’s personality and needs — whether it’s keeping up with an active dog, giving a shy cat patience, or providing round-the-clock care for newborn kittens. I treat every pet like family. As a college student, my schedule is very flexible. I’m available after 4 PM on Mondays, Wednesdays, and Fridays, and after 1 PM on Thursdays. Weekends are also open for visits, feedings, playtime, or overnight care, giving me plenty of time to make sure your pet feels loved and cared for Your pet’s safety and comfort are my top priorities. I follow your routine closely to keep things consistent and stress-free, while staying attentive to behavior and any changes. I have experience with both cats and dogs of all ages and adapt my care to each pet’s needs. I treat every home with respect and every pet with patience and care.
“Caitlin was super sweet with my babies while I was away for Thanksgiving. It was easier to leave them since she was so kind and caring! She sent pictures and played with my kitten to get some energy out each day.”
“Repeat client here! Conner is the best. My grumpy boy did hiss at him once but only bc he had imprinted on Conner’s coat and didn’t want to give it up as his cozy spot when Conner had to leave.”
About: I have experience walking and caring for dogs, and I genuinely adore spending time with them. I love going on walks, playing, and giving lots of attention so each dog feels happy, relaxed, and totally comfortable with me. I’m very attentive to their routines, energy levels, and little personalities, and I always adjust my care to match what they need. Whether a pup is super playful or more calm and cuddly, I make sure they feel safe, loved, and cared for like they’re my own. I’m patient, reliable, and treat every dog like my own! I work part-time, which gives me lots of flexibility for dog walks and drop-in visits. I’m always free on Mondays and most Sundays, and I usually have availability during the week too, depending on what your pup needs. I live in the Streeterville/Gold Coast area, so I’m super reliable for walks and check-ins. I love helping dogs feel comfortable in their routine and making their days a little happier, and I’m always happy to work around whatever works best for you and your fur baby! I live in a quiet, walkable area in Streeterville/Gold Coast that is great for dog walks. I am just a few minutes from the lake and very close to a dog park . The neighborhood also has wide sidewalks that make walks feel calm and safe. I always keep dogs properly leashed, pay close attention to their surroundings, and make sure every walk is safe, relaxed, and enjoyable.
“We left our cats home alone for the first time this weekend and used Gabriela for drop in visits! We felt at ease as she provided us updates and photos throughout the weekend and can’t wait to use her again in the future!”
“Samantha was amazing. She brought my cat treats and sent updates after each visit - including a summary and images. I will definitely book again and highly recommend to others.”
About: I have fostered for years and cared for pets of friends and family far longer. My experience ranges from kittens to medium sized dogs. I have a flexible schedule and am able to provide the care and attention necessary for any pet! I have a hybrid work schedule and can elect to work from home as needed to stay with your pets. Additionally, my partner also has a flexible schedule so there is usually always at least one person free at any given point in the day. I communicate clearly and efficiently with clients to ensure each pets unique needs are met. Frequent updates and pictures are essential to reassuring clients their pets are in good hands.
“I forgot to change the address and Caroline was really understanding and went to another address to take care of Theo. Thank you for lots of photos and being so flexible. Highly recommend!”
“Diana took amazing care of my high energy cat! She spent ample time playing with him and took tons of adorable pictures of their time together ❤️ can’t wait to book her again!”
“Mike was very kind, professional, and quick to give you updates which I personally appreciated. I definitely will reach out to him again for future dog walking needs, and I highly recommend him!!”
About: Hi everyone! My name is Mason. i am a recent grad from Michigan State and moved back to Chicago. Some of my passions outside of school are music, running, and of course animals. I have been dog sitting since I was in high school. From dog sitting Yorkshire terriers, to labs, to German shepherds, i am capable of taking care of any dog out there. I grew up having dogs and I have a big passion for dogs since. I have learned how to take care of dogs at an early age. I love to help any others too. My current availabilities are weekdays between 7-8am and after 5:30pm and anytime on weekends. I am excited to meet you and your furry friend whenever you need me.
“We are so grateful for Sandra! We have booked multiple times and she always provides great care and attention for our cat. She is a excellent and frequent communicator and we will definitely rebook in the future.”
Over 1,528 pet parents in Near North Side have booked pet sitting
Near North Side pet parents share their Rover experiences
Sophia was amazing with my two cats. She provided daily details of the visit and how my cats were doing and included a bunch of photos! Her communication before and throughout the time she was watching them was wonderful, I truly felt they were in great hands the whole time. She will be the first person I think to use next time!
Kyla is a delight! I am so grateful for her reliable and friendly care of my sweet though sometimes finicky senior kitty. She is a natural with cats, with a calm and gentle manner and intuitive understanding of my cat's needs/moods on each visit, whether it's just chilling, brushing or some playtime...I also appreciate her photos and follow up notes that put me at ease when I'm away. I highly recommend Kyla!!
Sylvia was very friendly and responsible with my mini dachshund, Mila. She took great care of her, communicated promptly, and maintained such a positive attitude throughout. I felt completely at ease knowing Mila was in good hands. I would absolutely trust her again and highly recommend her!
Yoda, our cat, loved Lily so much that we are lucky that he accepted us when we got back home. Lilly is incredibly thorough, takes lots of pictures, and provides a thoughtful written note each day describing her time with Yoda. It gave us so much peace of mind knowing he was in such great hands. We truly appreciate the care and attention she gave, and it’s clear how much she genuinely cares about the pets she looks after. I highly recommend her for any pet parent!
Anna was awesome! It was our first time leaving our baby and we were so nervous. He is a pitbull and we were scared it would be hard to find for him after our plans fell through last minute. She was very reliable, communicated awesome, sent pictures, and kept us feeling very assured!! I highkey recommend her- she was extremely sweet and professional.
Popular requests near you
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1. Search
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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.
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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.
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