Pet Sitting & Drop Ins In Armour Square
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 Armour Square pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: Up until recently I had a large reactive dog. She was my best friend and taught me not only patience, but also taught me so much about dogs. I wfh and am looking to add a little something to my schedule. I would love to give your dog the exercise it needs while you’re at work. I am willing to work with reactive dogs in case by case basis. I am also a dog walking volunteer at CACC. I wfh and have flexibility in my schedule. I am available afternoons and evenings m-f and can work something out on weekends if it was needed. I would take care of your animals at your home based on instructions you give me for you pet. I respect you as an owner and your pet and do not want to give overstep and boundaries
“I highly recommend Annie to anyone with both cats & dogs who wants their pet to be treated with care. Annie is communicative, polite, punctual, and went above and beyond for my cat. She put in effort to make sure he was comfortable and she assisted with miscellaneous tasks pertaining to him around the house. I will be booking with Annie in the future.”
“Nadine was great! She was patient with my sassy cat and very communicative with me while I was on vacation. Would definitely use Nadine in the future.”
“Andres was great with my cat even though she doesn’t love new people. He sent plenty of pictures and made sure that she had water and food and clean litter. He went out of his way to accommodate when I needed to extend my trip. Will definitely book him again!”
“Lauren is the best pet sitter of them all! She took such good care of my dogs in her home. They were so happy! She took them on walks and let them sleep with her at night and easily managed their very different personalities. She also drove to my house to stop in on my cat to make sure she wasn’t lonely. I highly recommend her as a sitter and would definitely use her again! ? ? ?”
“Great with dogs! Daphne gave our 11yr old and 1yr old so much love and attention during her mid day drop in visits, we are grateful for her service. Wonderful and easy to work with and we will definitely use again.”
“I have booked with Eunice multiple times now (some very last minute bookings) and she always does a great job checking in and taking care of my Doberman. Eunice always makes sure my energetic dog gets enough attention and exercise throughout the visit.”
About: Hi! I’m Emily — a dependable and caring animal lover based in Chicago. I’ve had medium to large dogs my whole life, so I’m very comfortable handling different energy levels, personalities, and needs. I also volunteer at PAWS Chicago, where I spend time caring for and working with dogs of different temperaments. This has given me experience reading dog behavior and helping them feel safe and comfortable in new environments. I currently don’t have a dog of my own at home, which allows me to give my full attention to the pets I’m caring for and be flexible with scheduling. My family dog Bella likes to come for a visit here and there for a few days in a row. She will not be with on our walks or home visits. I offer dog walking, drop-in visits, and house sitting, and I’m happy to adjust to your dog’s routine, energy level, and personality. Whether your dog needs a long walk, playtime, or just some company, I’ll make sure they feel safe, comfortable, and cared for. I’m very responsive, detail-oriented, and will keep you updated with photos and messages so you always know how your pet is doing. I treat every pet like they’re my own and aim to make the experience stress-free for both you and your dog. Feel free to reach out with any questions — I’d love to meet you and your pup! I work in education so during the school year Monday-Friday I am free after about 4pm. I open on the weekends. During June-August I have a free schedule I provide a safe, calm, and attentive environment whether I’m in your home or out on walks. I always follow each pet’s routine closely, including feeding, walking, and any specific instructions you provide. I’m experienced with medium to large dogs and comfortable handling different energy levels and personalities. I prioritize safety on walks by using secure leashing and staying aware of surroundings, and I always make sure pets feel comfortable and cared for. I’m also very communicative and will send regular updates and photos so you feel confident while you’re away.
“Rachel was beyond the perfect choice for watching our Eevee (cat) while we were gone! I would recommend her 10/10 times. She went above and beyond and made me feel at ease!”
“Joselin was so kind and responsive. He took care of my sweet baby cat for two days very well. She is so communicative! She sent a lot of photos and videos of my cat. Highly recommended.”
“This was Namira's second time watching my elderly dog, who added two pills since our last visit, and has been starting to struggle with joints. She was engaged and made sure to check in with me when he was potentially having a bad day so I could evaluate and I could feel confident he was in good hands once again.”
“Hallie did a great job on a last minute request. She provided great updates about my girls and even let me know that my sink wasn’t draining! I will definitely book with her again.”
About: I’ve had dogs since I was a kid, i had a Yorkshire Terrier, and a Shitzu. I’ve been relied upon by family to feed, walk and bathe their dogs when they’re out of town. I’m currently working full time, giving me plenty of extra time in the day to take care of doggies and kitties around town. Send me a message, and I'll respond a promptly as possible. I will treat your fur baby as I treat my own. I’ll make sure they have water, play with them, cuddle, and I'll make sure they get their steps in for the day.
“Great walker! Very reliable, punctual, and caring. My dog was happy and well taken care of, and I really appreciated the updates and photos during the walk. You can tell they genuinely love animals and treat them with care. I would definitely book again and highly recommend!”
About: • Lifelong pet owner with hands-on experience caring for dogs of all ages, breeds, and temperaments • Comfortable with feeding schedules, medication administration, and special dietary needs • Experience with crate training, basic commands, and leash manners • Knowledge of dog body language and signs of stress or illness • Confident with high-energy breeds and senior dogs alike • Able to handle multiple pets at once • Regularly walk dogs in safe, dog-friendly neighborhoods and parks • Provide both high-energy walks and relaxed strolls tailored to your dog’s needs • Keep dogs mentally stimulated through sniff walks and playtime • Familiar with using different harnesses, leashes, and walking tools • Keep your pets comfortable in their own home with regular check-ins and companionship • Maintain routines for feeding, potty breaks, and bedtime • Provide updates, photos, and videos so you always know your pet is in good hands • Water plants, bring in mail, and keep your home tidy while you’re away • Comfortable with litter box cleaning, feeding, and playtime • Experience with shy or anxious cats—patient and gentle • Can care for small pets like rabbits, hamsters, or birds I’m available any day and time that works best for you—except Sunday mornings. On Sundays, I’m free after 3:00 PM. Whether you need early morning walks, mid-day drop-ins, or evening snuggles, I’ve got you covered! When caring for pets in my client’s home, I do my best to keep their routine consistent so they feel safe and comfortable. I follow all feeding, walking, and medication instructions carefully, and make sure they get plenty of attention, playtime, and affection. I respect the home, clean up after the pets, and always keep you updated with messages and photos so you have peace of mind. If I’m caring for pets in my own home, I make sure they have a clean, cozy space to relax and feel at home. I provide regular walks, playtime, and cuddle sessions. I also pay close attention to how they’re adjusting to a new environment and take extra care to make them feel calm, loved, and secure. Whether your pet is high-energy or low-key, I adjust to their needs and treat them like family.
“Continues to be my favorite sitter. Super reliable and communicative. David clearly cares about all animals and totally understands a person’s love for their pets and always sends detailed updates! Will definitely be contacting David again!”
About: I’ve spent the last 11 years caring for my elderly Chow Chow, and during that time I’ve also watched lots of other dogs, including two golden retrievers. I’m experienced with everything from playful pups to seniors who need gentler care. I also volunteer at local shelters walking dogs big and small, which has taught me how to build trust quickly and handle every kind of temperament. I’m calm, patient, and I always make sure each dog feels safe, loved, and full of treats. 😘 I'm currently working part-time, so I'll have plenty of time to play with your pups! I'm available for boarding on all weekdays and some weekends, just ask! When I’m caring for a dog in their home, my goal is to make sure they feel completely safe, comfortable, and loved while you’re away. I follow their normal routine as closely as possible with the same feeding times, walks, and favorite spots. I’ll make sure that everything feels familiar and stress-free. I’ve spent over a decade caring for my senior Chow Chow, so I’m especially patient and gentle with older dogs or those who need a little extra attention. I’ve also watched younger, energetic pups like golden retrievers and volunteer regularly at shelters, so I’m confident handling dogs of all sizes and temperaments. I always make sure pets get the right mix of exercise, play, and calm time. I send photo updates and messages regularly so you can relax knowing they’re happy and in good hands. Your home will be left just as you found it — clean, secure, and filled with tail wags.
Armour Square pet parents share their Rover experiences
We have been working with Ayla for a couple of years while she lived in Chicago, and we were so sad to learn she was moving home to PGH after graduation. Ayla is extremely reliable and such a wonderful pet sitter. She is very detail-oriented and prepared for every visit. She most recently cared for our cat (cranky) but also has experience with our dog (pittie), and they are both enamored with her. She truly got to know our pets, and her care for them exceeded our expectations. She always provided regular and consistent photos and updates, easing our minds while we were away. From drop-ins to house sitting, we always came home to happy and healthy pets and a clean apartment at that. There's no need to look any further for your go-to sitter because Ayla is it! We can't thank her enough!
Morgan was fantastic! She was available on very short notice and took great care of our two cats while we were away. She was reliable, communicative, and gave us peace of mind knowing our cats were in good hands. We really appreciated her flexibility and willingness to help at the last minute. We would definitely book with Morgan again and highly recommend her to anyone looking for a dependable cat sitter.
Lourdes was amazing with my kitty’s. she also was flexible and easy to book with (despite it being last minute on my end) so that made it all very easy. I came back to a clean space and happy cats. My boy cat is usually shy/ timid but he warmed right up to her. Very grateful to have found her 💕😻
Popular requests near you
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1. Search
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Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
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Why Choose Rover?
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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 Armour Square.
Rover makes it easy to find Armour Square 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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