Personalized care for your dog or cat - Armour Square

Highly-rated overnight sitters - Armour Square
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Ann did an excellent job dogsitting. She communicates effectively and thoroughly. She sent updates and pictures. Drop-off and pick-up was smooth. Classy was so happy after his visit. Thank you, Ann.”


“Ashley was great! She sent lots of updates and helped reassure me that my little girl was in good hands. She was very considerate and only accepted additional bookings for dogs that she thought would get along well with my pup. Overall, I was very impressed with Ashley and would highly recommend!”

“Ania was great! Very professional, kind and reliable sitter. Simba had a wonderful stay with Ania! Lots of photo/video updates, I can see my dog was truly well taken care of! Will definitely book with her again in a future 💕”


“Thankful. Very positive and seamless experience. My sitter cancelled last minute and I reached out to E K. And within minutes we set up an appointment to meet my pup. After, she gave me a set of instructions for the morning and everything went smoothly. As a firefighter, family is everything to me and Pongo is my comfort dog. To know he was taken care of through out the day made my stressful shift easier to navigate. I strongly recommend E K. To anyone. Large home. Back yard. And positive vibes. Thank you again.”

“Daphnay was wonderful. I was really scared to leave my baby with a stranger and Daphnay put me at ease. I highly recommend her and will be using her again in the future.”

“Timothy was a wonderful sitter ! He shared updates and photos regularly and gave my dog extra food because I didn’t pack enough. He was also very gracious to let me extend my booking on short notice due to travel delays. Highly recommend Timothy and hope we can book with him again !”

About: I’ve had dogs for over 25 years - from puppyhood through their senior days. My last dog passed away late last year, and now we’re looking forward to taking care of other people’s dogs! My wife and are retired and on the days we accept reservations will have plenty of time to take your dog on long walks and play! We have a single-floor apartment in the South Loop, We can accommodate a crate if your dog uses one. We will always follow your guidance on how much or little your dog prefers to interact with other dogs and people.

“Niamh was the sweetest with my pup! I last minute needed to bring him on a work trip to Chicago and she instantly put me at ease, knowing we wouldn't be able to do a meet n greet beforehand. From the video call, to dropping him off, Niamh was very communicative and provided updates throughout the day. Highly recommend her if you are in the Chicago area or traveling with your pet and need someone reliable to watch them!”

“Ksenia took fantastic care of our dog Alfie! She was super attentive to him and sent us lots of updates during his stay. He also got along really well with her pup! Would definitely board Ksenia again!”

“Kamiah and Casius were great sitters for Bailey. For me, it was a very last minute booking and Kamiah was incredibly accommodating to make it work. She was also very quick to contact us on the first day when Bailey wasn't eating (but everything was fine, as this is how Bailey always is at a new place), and Bailey looked very happy in the photos and videos we got each day. Also, Kamiah's pick-up and drop-off were prompt and efficient. I definitely plan to use them again!”

“Katie and Java did a good job sending photos and updates. Katie is pleasant to work with and was flexible in allowing me to pick up my dog a day early. Thank you Katie !”


“Thomas is such a great sitter! He sent us daily updates on how our pup Maui was doing. From the start, he welcoming and communicative. Maui was very happy with him! Can’t recommend Thomas enough!”


“Steven was very communicative during pickup and drop off. He shared regular updates and photos of Polo that put us in peace of mind. Polo had a very nice and comfy stay with Steven. And I’d recommend Steven to anyone who is looking for a pet sitter in the area.”

“I’ve booked with Kyla three times now and she’s been phenomenal! She’s very communicative and always sends pictures and updates on how Koda is doing and getting along with the other pups. She’s also very attentive to his behaviors (eating patterns, socializing etc). Koda is happy to be dropped off and also if happy and tired out when I pick him up. I would highly recommend booking with Kyla!”

“Per usual, Cocoa was in the best hands with Christina. She loves going over, so much so she dragged me there this time. I love all the updates and never have any second thoughts dropping her off with Christina!”

“Ann-Marie took great care of my fur baby while I was out of town. She sent pictures throughout the stay, maintained communication, and was flexible when we pushed our return to a later time. I would definitely recommend her and look forward to hiring her again in the future.”

Over 4.1 million dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Armour Square
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Jozelin is wonderful!! She spent time with my cats, played with them and went above and beyond my instructions. This was my first experience with Rover after moving to a new city recently, and I feel like Jozelin is someone I could completely trust in my home and with my cats!”

“Kaylie was excellent! She took care of my two cats for a week and did a great job! I got detailed daily updates with lots of great pictures. Kaylie was proactive about emptying the litter robot and was able to troubleshoot an issue with the feeders my cat use on her own. I would definitely book her again in the future!”


“Mariam is great and has watched our fur baby, Tom, quite a few times over the past year. Mariam is very responsive, and takes wonderful care of Tom when we’re away!”

“Nadine was wonderful! She took great care of my cat, followed all feeding instructions perfectly, and sent great updates. It gave me total peace of mind knowing my cat was in good hands. Thanks so much!”


“Sarah did a fantastic job looking after my two senior cats while I was out of town. She was communicative and followed my instructions for feeding and giving meds perfectly. I could relax and enjoy my break knowing that my cats were in good hands while I was away!”


“Yesenia did an excellent job as a pet sitter during the three-week period. She dedicated 30 minutes each day to thoroughly care for the cats, ensuring they were well-fed, had fresh water, and their litter was clean. Yesenia also handled hairball cleanups. Her daily photo updates were a delightful and reassuring touch. She was consistently prompt in responding to any queries, demonstrating great reliability and communication skills.”

“Jenna is the best! Very attentive, reliable, and great with our cats - we've never seen our shy cat befriend a new person so quickly. Will definitely be returning to Jenna the next time we need a petsitter.”

“Timothy did a wonderful job caring for Ava 🐱 while I was away! His communication, consistency, and pics gave me peace of mind that Ava was in good hands. Would hire again and recommend. It’s obvious that he is passionate and genuine in his work!”


“Andres took good care of my two cats; they looked happily fed and were sitting nicely in all the pics! He was also flexible with timing, which I appreciated.”


“Magdalena was incredible! She kept me informed about how my cat Freeway was doing, was always responsive, and sent a lot of pictures (which made my day). Both Freeway and I were lucky to have her care — would 100% rebook.”


About: I have 2 cats at the moment. One is 9 and the other is 6. I have experience with senior cats as well. I have experience with almost everything except any sort of medical injections a cat may need.
“Lorena is a great dog walker and sitter! She responded to all of my requests quickly and she works so well with my elderly dog. I’ve used her services for both dog sitting at her place and for check-in walks over weekends away. I would highly recommend her to anyone looking for a reliable sitter!”


“Sujae is an excellent cat sitter. She came for drop in visits on time and consistently over multiple days. I liked seeing pictures of all the cats and the nice notes she left. She helped me out of a jam when another sitter cancelled my pet sitting while I was already out of town. Rover helped me find Sujae and I’m super happy we found each other! Sujae did a wonderful job for me and my cats. Thanks Sujae!”


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Perfect for high energy dogs - Armour Square
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: ✦Now Accepting bookings for Thanksgiving• South Loop/Downtown• Bridgeport Providing calm, personalized care for every pet: Whether it’s in your home or mine, I provide calm, flexible, one-on-one care tailored to each pet’s personality and comfort level. From cozy boarding stays to in-home visits and overnight house sitting, your pets will always be treated with warmth and respect. 📍 Serving Chicago and surrounding suburbs - including Downtown, South Loop, West Loop, Bridgeport, Pilsen, Chinatown, Hyde Park, Lincoln Park, and beyond. Flexible travel options available, with customized arrangements for extended distances. 🐾 My Journey with Purrfect Pet Sit 🐾 Since 2019, I’ve provided trusted, professional pet care for busy Chicago professionals and families. With over six years of experience and many ⭐⭐⭐⭐⭐ reviews, I specialize in creating a stress-free, high-quality experience for both pets and owners. I specialize in cat sitting, small and medium breed, and senior pet care, with experience in administering oral and topical medications. I’m also open to caring for large dogs after a Meet & Greet, to ensure a good fit between each other. 🤝Meet & Greet Policy Meet & Greet is required for all new clients before confirming a booking. This step allows us to review care details, daily routines, home logistics, key access if needed, and overall fit in person, including how your pet and I interact. Scheduling details will be discussed during the inquiry process. 📸💬 Daily Photo & Text Updates You’ll receive regular photo and text updates, so you can travel or work with peace of mind knowing your furry family is happy and safe at my care. I can’t wait to meet your pets and make their time truly Purrfect! 🐾💛 🌞 Schedule & Availability I work full-time with a hybrid schedule in eCommerce, with some days onsite in the western suburb Lombard and others working from home in the city. Because I regularly commute and am comfortable with travel, I’m open to overnight house sittings and extended stays beyond my immediate area when everything is a good fit. 🐾 Drop-in visits: Available early mornings before work and/or evenings after work, depending on location and care needs. Exact visit times cannot be guaranteed, but I always aim to stay within a reasonable time window and will communicate updates as needed. Flexibility is required in terms of visit time. 🏠 House sittings: My standard rate covers overnight care from evenings through mornings and includes standard morning and evening potty walks, plus a final potty break before bedtime. Daytime hours, extended exercise walks, and constant care are not included in the base rate and may require additional fees depending on care needs and scheduling. 🚗Pick-up / Drop-off: Available upon request for repeat clients or when schedules align with my Lombard–Chicago commute route. 🐕 Boarding & daycare: Limited spots available - please message to confirm availability. 🏡 Home Environment & Safety Calm, cozy home with fenced yard and pet - friendly setup - a safe, peaceful space for every guest to relax, play, and rest comfortably during their stay.

“Ashley and her daughter Marina are incredibly conscientious and caring. Every time I bring my dog to their place, he is excited to run up the stairs and be reunited with his extended family. He truly loves them, and I can see how much they love him as well. 10/10, would recommend Ashley’s services to anyone!”

“My wife and I used Timothy on a trip from Florida to Oshkosh. We were passing through and wanted to take my daughter to the field museum and the shed aquarium. We had our German Shepherd, Sheba, with us, we reached out to Timothy and he agreed to watch Sheba for the afternoon. Timothy went above and beyond. He met us on the steps of the museum to pick Sheba up, and brought her back to us. I cannot overstate how great the experience was, we highly recommend using Timothy. He is extremely nice and easy to deal with.”

“Gabriel was an excellent dog sitter for Walnut. He was attentive, patient, and very professional throughout the entire experience. He communicated clearly, provided updates, and always confirmed details, which gave me great peace of mind. Walnut seemed very happy and comfortable with him, and it was clear he genuinely enjoyed spending time with Gabriel. I truly felt that Walnut was in good hands. I would definitely recommend Gabriel and would love for him to continue sitting for us in the future.”


“From the moment Teddy entered E. K's home it was like I didn't exist. Kind of like dropping off your kids at preschool and they don't say goodbye. Teddy had a great day with the other dogs especially Allie and will definitely be back.”

“Patrick and Susan have been wonderful. This was the first time I’ve used a dog sitter before and They have put my mind at ease and I feel very confident that my dog is being taken care of. Thank you Patrick and Susan!”


“Cori was Everything you could want in a dog sitter. I truly felt like she was excited to see my dog and take care of him as though he was her own. I got prompt and regular updates, and she was friendly and flexible, and puppy came back happy! She even gave him a toy as a gift because she said he liked it so much.”

“Vivian was amazing! Communicating with her was seamless and she took awesome care of my girl Maya. I loved getting pics and videos of Maya playing with her adorable pup Dior. I would def recommend her to anyone in a heartbeat. Thanks for being such a great sitter.”

“Anni is so amazing!! She watches our puppy when my boyfriend is traveling and I have to be in office and she sends so many updates and our puppy Sally loves seeing her every time.”

“I was looking for daycare for my dog and am happy to have found Tamara! She’s great with communication and has been flexible which has been very helpful. And my dogs tail is always wagging when we walk up.”


“I’ve had dogs for 26 years and it’s very clear that Jennifer and her husband are highly experienced dog lovers. My boy came back to me with a very peaceful energy which tells me he was well cared for. Highly recommend them!”

“Sweetest pet sitter ever! Our dog is people shy and he warmed up right away. You can really tell that princess cares for every animal she meets!! Definitely would rebook if in the area again!”

“I am beyond grateful for Katrina! After only two days of taking care of my little baby Moon, I could tell she felt safe with her and wanted to stay longer with her. She took such good care of Moon and helped her feel comfortable to overcome her separation anxiety. I appreciated all of the updates and pictures she provided and could tell she gave so much attention and love to Moon during her stay. I will definitely continue to trust her with my little baby.”

About: Looking for a dog sitter with a passion for pups and years of experience? I’ve not only been a dog mom for 14 years, but recently assisting in training the now 6 month old puppy that’s in my parent’s care. I’m the #1 dog sitter amongst my network, not only because I work from home and have availability, but because I also include their fur babies in my dog’s activities as well i.e. dog park dates, dog birthday parties, and doggie brunch! I’m a full- time remote employee with a very relaxed work schedule. Your pet will be spending the majority of their time in my care. I have a fenced front yard and a patio along with one 22lbs dog that will keep your pet company. I also have a lot of space to allow the dog to move around as they would like.
“Talla was such a sweetheart. She took great care of Wilbur and made sure to update me regarding his activities and medications. She was available last minute and was very responsive and communicative!”

“Latte had a wonderful day with Yanghua and her pup! Yanghua was very responsive over texts and took lots of cute photos of Latte. Would love to book with her again!”

“Anna was an amazing dog sitter! She sent us great pictures and updates throughout the day, was very communicative, and Moose seemed to have an amazing time with her! 10/10 would use her again!”


“Fantastic experience with Steven! Very prompt in communication and I could tell he genuinely loves dogs. Mochi was happy during his time with them. Highly recommend”


More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - Armour Square
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: i’m patient, detail-oriented, and genuinely enjoy getting to know each pet’s personality. i take the time to make shy or anxious pets feel safe and comfortable, and i adjust my approach depending on their energy level and needs. i’m also very reliable with routines and communication, so you can trust your pet is getting consistent care and attention. pet care is part of my everyday routine, as i currently care for two kittens with consistent feeding, cleaning, and play schedules. i’m used to planning my day around their needs, so incorporating additional pet care is something i can do reliably & consistently. when caring for pets in a client’s home, i focus on keeping their routine as consistent as possible. i follow all instructions closely, including feeding schedules, litter box cleaning, playtime, and any specific preferences your pet has. i take the time to understand each cat’s personality—whether they’re social or more independent—and adjust my approach so they feel comfortable in their own space. i also keep the home tidy and provide regular photo and message updates so you always know how your pet is doing.

About: I have experience caring for pets and understand the importance of providing them with patience, attention, and a safe environment. My responsibilities have included feeding pets according to their schedules, providing fresh water, taking dogs for walks, cleaning up after them, and giving them plenty of exercise and companionship. I am comfortable following specific care instructions and paying close attention to each pet’s individual needs and behavior. I am dependable, responsible, and genuinely enjoy spending time with animals. After spending 33 years working in corporate America, I am excited to begin a new chapter in life—one centered around spending more time with animals and providing them with loving, dependable care. I developed a strong sense of responsibility, reliability, patience, and attention to detail. I understands the importance of being trustworthy and following through on commitments, qualities that are just as important when caring for someone’s beloved pets. Now retired, I have the time and flexibility to give pets the attention, companionship, exercise, and care they deserve. I enjoy getting to know each pet’s unique personality and creating a safe, comfortable environment where they can feel happy and relaxed. For me, pet care is more than simply a responsibility—it’s an opportunity to enjoy the companionship of animals while giving their owners peace of mind that their pets are in caring and capable hands. Your pet’s safety, comfort, and happiness are my top priorities. My loft provides a clean, comfortable, and welcoming environment where pets can relax and feel at home. When your pet stays with me, you can feel confident knowing they’re receiving attentive, loving care in a safe home away from home. My goal is simple: for you to have peace of mind and for your pet to feel loved, secure, and comfortable.
“Mariam has been a great dog walker for our senior dog Hannah- she is attentive, observant, caring and a great communicator. She goes above and beyond by giving our cats some attention as well and picks up on small details with our dog who is on medication which brings us such peace of mind.”

“Jozelin took Leo on morning walks while I was out of town for a few days. She followed my instructions, was respectful of the space, & was able to handle my Leo. Will book again!! Tyyy”

“Kaia had a great time with Annie today; brief walk and some cuddle time. She also sent great photos and even brought in our package from the lobby. Thank you! Looking forward to using her services.”

“I couldn’t be more grateful for the incredible care Chauntrell gave my pup while I was away! From the moment we connected, he was communicative, kind, and clearly passionate about animals. He sent daily updates, photos, and even little notes about how my dog was doing, which gave me so much peace of mind while I was gone. Chauntrell was so patient and gentle with him it didn’t take long before he was completely comfortable and excited for their walks. He treated my pup like he was their own, and that means the world to me. I highly recommend Chauntrell to anyone looking for someone dependable, loving, and professional. I will absolutely be booking with him again in the future! Thank you again for everything my friend! 🐾❤️”

About: I have had cats my whole life, and I love them so much because they teach you about respect. I’ve had the honor of caring for other people’s dogs, including elderly and ones with medical issues, and everything in between. I’m currently working part time online where I can work as little or as much as I want to, so my schedule is wide open! Even for overnight needs. I am able to do whatever is asked of me, the most important thing to me is respecting a pets boundaries, especially when getting to know them.
“Lillian has been great with my dogs and very communicative throughout the walks. She took the time to make sure they were comfortable, shared updates and photos, and went above and beyond with their care. I really appreciated her flexibility and willingness to work with my schedule, especially while I was out of town. I felt confident knowing my dogs were in good hands, and I would absolutely recommend her to other pet parents.”

“I have a reactive dog and Angela was very understanding of the situation. I did my best to provide directions, so that and her experience with reactive dogs made it so taking out my dog was a breeze. Definitely will be booking Angela in the future!”

“Natalia was great! She reacted to a last minute request, was very flexible on scheduling when to do the first introduction and most importantly was on time and great with the dogs!”

“Nadine is absolutely wonderful! My dog Maverick tells me about all the fun adventures and colorful sniffs they unfold together. The pictures of Maverick are definitely ones I love to see while I'm off making movie magic to fill his dog bowl and repeat this wonderful cycle. Keep the good vibes going.”

“Levi (Elizabeth) is an incredible sitter with my grumpy old dog! He’s a very difficult boy to work with and barks and barks at her, yet she is patient, kind, and gentle with him, meeting him on his terms. Highly, highly recommend!!”

About: I am a lifetime dog owner, volunteer with Last Hope. I foster and rescue with PAWS. I volunteer for the animal program at The Nettlehorst School, and plan to open an animal sanctuary. I work part time and have flexible hours. I can meet almost any scheduling needs and will work with you to do what's best for you and your animal(s). My building has an indoor fenced dog park. I have an apartment with a large outdoor balcony. I will focus on your pet's safety above all else.
“Andres has been absolutely amazing! He has been amazing to work with. My pittie mix absolutely loves going for his walks with Andres. He is always on time and very professional. Would highly recommend.”


“My pup is always excited to see her! She’s careful to make sure she’s well exercised and safe on their walks, and always checks in with me before taking her to new places (ie a new dog park) :) would book with her any day.”

Over 980,000 dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Armour Square
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Ashley was great! She sent lots of updates and helped reassure me that my little girl was in good hands. She was very considerate and only accepted additional bookings for dogs that she thought would get along well with my pup. Overall, I was very impressed with Ashley and would highly recommend!”

“Ania was great! Very professional, kind and reliable sitter. Simba had a wonderful stay with Ania! Lots of photo/video updates, I can see my dog was truly well taken care of! Will definitely book with her again in a future 💕”


“Thankful. Very positive and seamless experience. My sitter cancelled last minute and I reached out to E K. And within minutes we set up an appointment to meet my pup. After, she gave me a set of instructions for the morning and everything went smoothly. As a firefighter, family is everything to me and Pongo is my comfort dog. To know he was taken care of through out the day made my stressful shift easier to navigate. I strongly recommend E K. To anyone. Large home. Back yard. And positive vibes. Thank you again.”

“Timothy was a wonderful sitter ! He shared updates and photos regularly and gave my dog extra food because I didn’t pack enough. He was also very gracious to let me extend my booking on short notice due to travel delays. Highly recommend Timothy and hope we can book with him again !”


“Niamh was the sweetest with my pup! I last minute needed to bring him on a work trip to Chicago and she instantly put me at ease, knowing we wouldn't be able to do a meet n greet beforehand. From the video call, to dropping him off, Niamh was very communicative and provided updates throughout the day. Highly recommend her if you are in the Chicago area or traveling with your pet and need someone reliable to watch them!”

“Katie and Java did a good job sending photos and updates. Katie is pleasant to work with and was flexible in allowing me to pick up my dog a day early. Thank you Katie !”


“Thomas is such a great sitter! He sent us daily updates on how our pup Maui was doing. From the start, he welcoming and communicative. Maui was very happy with him! Can’t recommend Thomas enough!”


“Steven was very communicative during pickup and drop off. He shared regular updates and photos of Polo that put us in peace of mind. Polo had a very nice and comfy stay with Steven. And I’d recommend Steven to anyone who is looking for a pet sitter in the area.”

“I’ve booked with Kyla three times now and she’s been phenomenal! She’s very communicative and always sends pictures and updates on how Koda is doing and getting along with the other pups. She’s also very attentive to his behaviors (eating patterns, socializing etc). Koda is happy to be dropped off and also if happy and tired out when I pick him up. I would highly recommend booking with Kyla!”

“Per usual, Cocoa was in the best hands with Christina. She loves going over, so much so she dragged me there this time. I love all the updates and never have any second thoughts dropping her off with Christina!”


“Barbara was amazing! I needed a sitter last minute on the weekend and Barbara was so responsive and accommodating. My dog is incontinent and has separation anxiety and he was taken care of so much with Barbara. She has worked with incontinent dogs which was such a help. She sent me many updates throughout the day including photos and videos, bathed my dog, and made him feel at home. He even got some fun treats. I will definitely be using Barbara again :)”

“Angel took great care of Bean while we were gone for our extended vacation. He was very flexible on dates/times and communicative about how my dog Bean was doing while away.”
“Adam is incredible! Fast and clear communication. Our puppy loved him instantly! He is near the lake to take dogs on long walks. Adam is an ideal dog sitter in just about every way! I will be asking him to watch my dog next time i'm out of town!”


“Jennifer is excellent!! Total lifesaver taking my dog at the last minute for several days while I was out of town. I loved the videos and pics!! So nice to know our dog was having as much fun as we were 😊😊😊”

“Sarah was an amazing dog sitter! She took care of Moose for an extended period while I was traveling, and I couldn’t have been happier with the experience. She took wonderful care of her and sent me lots of photos and updates, which gave me so much peace of mind while I was away. I came home to a very happy and well-cared-for Moose. I highly recommend Sarah and would absolutely use her again!”

“Fred was great! Super responsive, flexible & sent updates and pictures of Winnie! Picked up a healthy & happy dog at the end of a long weekend! Would rebook & recommend to others!”

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