House Sitting Armour Square
Find a loving house sitter to watch over your pets and your home.
Over 162 pet parents in Armour Square have booked house sitting
Armour Square, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Eliana was absolutely amazing. My partner and I have a disabled fur baby with a number of special needs, and Eliana was incredibly diligent, asked all the right questions, followed our instructions closely, and took such great care of Miss Bean and our home. We came home to a happy, healthy pup and couldn’t have been more appreciative. I will absolutely be reaching back out for future travel plans. She was a dream to have stay with our fur baby!”
“This was our first time having Emily watch our fur babies and we couldn't be happier! She was fantastic!! Just came home to find 3 very happy pups and she also left the house and plants in amazing shape. We were gone for 10 days and received lots of great updates and pictures. We felt super comfortable leaving the pack in her care and will definitely request her again in the future. Thanks so much Emily!!”
“Jessica was so communicative, clean and kind!! She has a calm energy that our golden retriever was drawn to immediately. We received lots of updates and pictures while we were away and came home to a very clean apartment. Our dog seemed very satisfied with all the walks and playtime which he needed. Definitely recommend! 😊”
“Elizabeth is always so great with my dog! I really appreciate the consistent pictures and updates while I’m gone, it really puts my mind at ease. This is my second time having her house sit and both times have been amazing!”
“Dana did a wonderful job watching our two cats while we were out of town. He was available on short notice, which we really appreciated, and even took the time to meet with us beforehand so everyone felt comfortable. While we were away, he communicated regularly and sent pictures, which gave us great peace of mind. When we returned, everything was clean and well taken care of and our cats were clearly happy and comfortable. Dana was reliable, thoughtful, and easy to work with. I would absolutely recommend him to anyone looking for a trustworthy pet sitter! Thanks Dana”
“Arsema is fantastic! We had a last minute business trip and she was able to take amazing care of our dog and cat and was a great communicator. Nothing is better than coming home to happy pets and the house in great shape! Thanks Arsema! Highly recommend!”
“Chauntrell was great sitting my dog and cat over a week long trip. He sent multiple pictures every day and was very detailed. He even checked on routine and if certain behaviors were expected from the pets. My dog was sad to see him go!”
About: Pilsen mom + Jones College Prep freshman son, animal lovers with 20+ years dog, cat, and small animals experience. We’re currently unable to have a dog or cat of our own, so are extra-happy to help you with yours! Quiet, tree-lined, dog-friendly neighborhood with local parks and dog runs available for your favorite animal(s). We have lots of availability and interest in giving our love to your loved one. Our flexible schedule will easily accommodate yours, and my 8 years experience as a shelter volunteer + all the updates/pictures you would like will keep your mind happy and at ease. We have experience with abused and skittish animals, and patience for all levels of needs. Let us help you keep your days uncomplicated, while we get to blissfully give all the skritches! Open to one time or ongoing appointments. Flexible rates depending on frequency. Please note we have a two story apartment where eating is upstairs and sleeping is downstairs. If you have an arthritic or mobility-challenged animal we should discuss if our home is your best option. All dogs must be house trained 💦 All dogs over 25lbs must be leash trained 🙏 Thank you for considering us! 👩🏻🐕🐈🐁👦🏻
“My cat warmed up to Emily super quickly which is an amazing sign. Emily was able to housesit for me for a last second trip. She sent lots of pictures and updates & took great care of my cat. I would rebook with Emily again in a heartbeat. I highly recommend her!!”
About: I live in Chinatown, Chicago. I am a native Mandarin speaker (I don't speak English fluently, but I am excellent at using translation apps and communicating viamessages!). I work as a food delivery driver with a highly flexible schedule, so I can come home frequently to check on pets. I have a cozy apartment and a secure, fenced yard. I will treat your pets like family, ensuring they get frequent potty breaks and plenty of love. Looking forward to helping Chinese-speaking pet owners or anyone comfortable with text communication! live in Chinatown, Chicago. I am a native Mandarin speaker (I don't speak English fluently, but I am excellent at using translation apps and communicating via text messages!). I work as a food delivery driver with a highly flexible schedule, so I can come home frequently to check on pets. I have a cozy apartment and a secure, fenced yard. I will treat your pets like family, ensuring they get frequent potty breaks and plenty of love. Looking forward to helping Chinese-speaking pet owners or anyone comfortable with text communication! I have a fully fenced backyard with plenty of green grass for dogs to run around safely. I do not have any pets of my own, so your dog will receive 100% of my love, care, and individual attention, with zero risk of conflicts with other animals.
“Xena loved her time with Andres. I was regularly updated with pictures and always felt like Xena was well cared for. I came home to a happy pup all thanks to Andres. Highly recommend.”
“Danielle was amazing with my dogs! She was very patient, caring, and attentive to their needs. She kept me updated throughout their stay and sent plenty of pictures, which gave me great peace of mind. It was clear they were happy and well cared for. I highly recommend Danielle and will definitely use her again!”
“Allison took great care of my dog and kept me in the loop on how things were going so that I was completely at ease and able to enjoy my time away. She also sent great pictures of their adventures in South Boston! I came home to a happy dog, clean apartment - and she even set my clocks back for Daylight Savings! I would definitely hire Allison for future needs.”
About: I’ve been caring for animals since I was 8 years old and can’t imagine life without them. From volunteering at shelters to pet sitting, walking, and fostering, animals have always been a huge part of my world. Now at 27, I bring over 19 years of hands-on experience with dogs and cats of all ages, sizes, and temperaments including seniors and pets who need special care. I offer dog walking, drop-in visits, overnight stays, and house sitting. I’m comfortable administering medications . I’ve also helped with basic training and behavior support. As a former teacher, I bring an extra level of responsibility, trustworthiness, and calm presence to the pets and families I work with. My schedule is typically flexible on the weekends and on weekdays I am able to provide direct care before and after work hours. I’m happy to accommodate your pet’s unique needs and routine where I can. Whether you’re heading out of town or just need a helping hand, I’d love to be your go-to pet care person. I treat every animal like family because they are. My top priorities are safety, comfort, and maintaining your pet’s normal routine. I take time to get to know each animal’s personality and needs so I can provide personalized care that feels familiar and stress-free. In your home, I make sure your pet stays on their usual schedule for feeding, walks, playtime, and medications. I keep their environment clean, cozy, and calm, and I always respect your space and preferences. I provide lots of love, attention, and updates so you can relax knowing your pet is in good hands.
About: Hello, I’m Cori and I was born and raised in Chicago. I’m comfortable with all types of dogs and I’m very aware that each dog is unique. My love for dogs started when I adopted my Jack Russell Terrier, Ziggy Marley, back in 2009. Ziggy made me realize that it takes time, commitment, patience, education, and love to care for any animal. Since I have a pet, I’m very experienced in dog walking. I’m aware of the different types of leashes and harnesses that is needed. I follow any specific instructions that a owner has for their pup. Whatever you need me to do for your pet, I will do it. Lastly, SAFETY, is my number one priority when it comes to your pet! ❤️
“Nichole took such good care of our dog Darwin while we were on vacation for a week! It was so evident how much she genuinely cared about him, and it put us at ease knowing he was in such attentive hands. She sent frequent updates and pictures, and was very responsive and communicative anytime we checked in. And when our dog unexpectedly got a bit sick, Nichole handled it calmly, and went above and beyond for him. She also was a great apartment guest and left it extremely clean and tidy!”
“Stephanie was a great sitter - she and my cat got along very well. She was very responsive to our queries and kept us updated timely throughout her stay. We would highly recommend her services.”
The median cost per night for house sitting in Armour Square is $50
Pet parents share their Rover experiences - Armour Square
Emily is great! Our pup had a great time, and was kept safe while healing from a minor paw injury. Poppy developed a habit of wanting to be hand fed while wearing the cone instead of eating with it off (thanks Dad), and Emily actually indulged her when she absolutely did not have to! Great sitter, I'd definitely recommend her!
Zhanna was absolutely wonderful! She was super friendly, caring, and easy to communicate with. Toby and Mela both loved her and seemed so happy and comfortable with her. It gave me such peace of mind knowing they were in good hands. I would definitely recommend Zhanna to anyone looking for a kind and reliable pet sitter, and we’d happily book with her again! 🐾
We booked Lynette on short notice for a week-long stay with our two Shibas, and she exceeded every expectation! She handled their quirks and initial separation anxiety with so much patience, kindness, and intuition. We loved getting great photo updates every single day! When one of our pups had a small accident the morning of departure, Lynette handled it immediately with total transparency, washing the sheets and all the towels without being asked. She left our home immaculate and our dogs completely happy and relaxed. Lynette is trustworthy, proactive, and a fantastic sitter—she will be our first call next time we travel!
Jessica is absolutely amazing. My wife and I have both a Pomeranian 7yo and 21 yo Cat who we have never left alone -even a night. In Mr. Cats entire 21 yo life he has only been without us for 3 days 10+ years ago, and without me (who he is strongly strongly bonded to) 7days this past Febrauary. So, needless to say we were very anxious about leaving them- especially our wise elder Mr. Cat, but were soon relieved when we saw the type of person Jessica was and how she treated our boys She sent tons of entertaining updates that we would always look forward to, and great videos. Our house was immaculate when she left- probably cleaner than when she got there 😆. Consistent walks were always done- and our stubborn Pomeranian even seems to be walking better. Overall we couldn't imagine a better person to recommend than Jessica. We are now able to finally travel without fear of leaving two our kids at home. Thank you❤️
We were gone for almost a week, and Arsema took such wonderful care of our little guy! She kept us informed of any health concerns she noticed and was incredibly accommodating, even helping us get medication we hadn’t originally discussed to make sure he was feeling his best. She sent us tons of videos and updates, and it was clear how happy and comfortable he was with her. She spent plenty of time playing with him, taking him on walks, and making sure he was well cared for. We would absolutely book with Arsema again! Thank you so much for taking such great care of our little boy and giving us peace of mind while we were away!
Evan is the best! He took amazing care of our elderly greyhound Winston and kept the house neat and tidy. Unfortunately, one of Winston’s prior medical issues flared up during our vacation, but Evan promptly notified me of the symptoms and happily agreed to take him to the vet. I was nervous about getting Winston there and back because he is a large dog with mobility issues, but Evan listened well to my suggestions about how to make the car rides as easy as possible, and Winston made the trip safe and sound. I felt very reassured the whole time that Winston was in good hands. I would not hesitate to rebook Evan’s services!
Eliana watched our two pups in our home for the weekend. She was very responsible and good with the dogs. Both of the pups are barkers and take a minute to warm up to new people. Eliana was patient with them and gave them space while they got comfortable. As a result they were cuddling her by the end of the day. She followed our walking and feeding requests and gave the pups lots of attention and playtime. She was tidy and respectful of our home - it was just as clean or cleaner than we left it. Overall great experience and we look forward to working with her again!
Syenna was an amazing sitter! My cats were very well loved and cared for. She was a great communicator, sent me lots of pictures of my cats and assured me of how they were doing, she was respectful of my apartment, and followed caring instructions great. Definitely a star sitter! Thanks, Syenna!
Mairead is so attentive and always sends plenty of updates, which gives me peace of mind while I’m away. I can tell my cats are very comfortable with her and she always leaves my place clean which is much appreciated. I’m so grateful to have someone I trust taking care of my cats. Highly recommend!
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