Pet Sitting & Drop Ins in Montclare, Chicago
Book a pet sitter to stop by your home a few times a day to feed and play with your dog.
Search Results


Sofia C.

“Sofia checked in on Artie for a week when she had kennel cough and couldn’t go to daycare. Sofia was easy to communicate with and punctual about the drop ins. We would definitely book Sofia again in the future!”


Dorrie Y.

“Dorrie is a joy to work with and handled my 70 lb Goldendoodle with love and care. I would recommend this Rover.”


Coleen T.

“Colleen has provided great care for my dog Avery and has been amazing with communication and flexibility. I feel great peace of mind knowing my fur baby is in good hands!”


Amanda D.

“I appreciate that Amanda took everything I mentioned about Lyla’s care into consideration. My baby hasn’t been feeling 100% but she had a great time with Amanda and I can tell by all the pictures Amanda sent that Lyla trusted her and felt comfortable.”


Morgan D.

“Morgan was very friendly and competent. She took our dog on long walks. Would definitely recommend Morgan to anyone.”


Katelyn H.

“Katelyn provided excellent care for my pup! She was professional and gave my furry girl all the love and attention I could ask for!”


Kelly W.

“Kelly did an excellent job taking care of Hazel. She always came to visit my cat on time and sent me plenty of pics of Hazel while I was away. I would definitely recommend her and I will be requesting her again ?.”




Robin P.


“Robin is a very attentive cat sitter. I was really worried about leaving my cats for the weekend but the fact that she sent photos and spent a significant amount of time at my home each time she visited made me feel very secure. I will definitely be calling Robin and hoping she’s available whenever I go out of town and need someone to watch my cats.”


ray r.
“Ray Rogawski has taken care of both my home and my pets whenever my wife and I have traveled out of town. For more than ten years he has “babysat” our cats, even when we spent up to 10 weeks at a time in Florida for the winter. He is always conscientious and most concerned for the animals’ welfare. When they have required medication, he has been a capable and careful administrator—even of injections like Vetsulin. I also, on occasion, observed him interacting with dogs and pet birds. He has always shown a confidence and care with them that puts them at ease. I am sure he will be an excellent caregiver for any of your clients’ pets. —Ramon R.”


Kim C.
“Kim has taken such good care of my dog Ford! Kim is loving, fun, knowledgeable and has been so helpful when it comes to helping us train and teaching me about dog behavior as well. My dog feels super comfortable with Kim even though he can be nervous with others and he always is excited to see them. I always feel safe knowing that Kim is the one caring for him or walking him!”


Leslie D.
“I would recommend Leslie anytime as a responsible and vary loving person with any dog she comes across with . Leslie filled with love and joy and for her it would be a pleasure to take any doggo for a walk . She’s a perfect candidate to be your dog walker .”


Malcomn F.
“Malcomn is literally a dog whisperer. He is absolutely incredible! My pup has high anxiety and doesn't take well to many people. He ADORED Malcomn upon meeting him. Malcomn is extraordinarily communicative, responsible, conscientious, timely, and not only does he take the most amazing care of your pup - treating them like they are his own - he sends frameworthy pics after every walk, including a detailed summary of the dog's activities. I trust Malcomn to look after my Brody as well (or even better!) than I do. Brody got excited daily to see Malcomn and had the best time. He was ecstatic to spend time with him. Our biggest regret in moving was leaving Malcomn. Don't hesitate to hire him - he is the ABSOLUTE BEST!!! He develops a close relationship with your fur baby and if you invest the time to get to know him, he'll do the same with you. Saying he is one in a million is not enough - he's one in a zillion! I cannot recommend Malcomn highly enough.”


Abby F.

“Abby has been doing weekly visits for our dog, Trixie for about a month now. Trixie is a rescue who has a lot of anxiety and has had some issues with dog walkers in the past (she would hide and refuse to go outside). However, she loves Abby! Abby took the time to slowly get to know Trixie and didn't push her when she was nervous. She was just what Trixie needed. Abby sends us detailed updates and photos each visit which is greatly appreciated. We are so glad we found Abby and highly recommend her!”


Nicole M.

“Nicole was great!! She took care of my 2 cats for 4 days while I was out of town. One of my cats is a big jerk to new people and she handled it so well - letting him come to her and explore on his own terms. I moved recently and was out of range of the sitter I’ve been using for years and I am so happy to have found Nicole :)”


Dorothy H.

“Dorothy was great to work with, we needed someone flexible with pending schedules, dependable, easy communication, and great care for Louie and Marco.”




April S.

“This was our second time having April and she was just as phenomenal as the first time. Foremost, our dog adores her which gives us tremendous peace. Also, her communication is great, she is always timely, sends lots of pictures, and is just a genuinely sweet person all around. She even made sure to leave the TV on for Benny and brought in our mail and packages. We are super grateful for April and hope she will be available in the future for our sweet Benny. Thank you so much, April!”


Rachael P.

“So confident and comfortable with my teething pup! Put me and my pup at ease immediately. 5 stars all the way!”


Haley B.
About: My family has owned cats and dogs alike since I was born! From Doberman to frenchies I’ve helped raise and train them all! My current baby is 2 and very active so I understand the importance of a good walk/play sesh! I’ve previously had a diabetic cat so familiar with insulin shots and scheduled diets as well! I’m currently transitioning work so looking to add some enjoyable work to my schedule! Will be available most days and nights in the near future! For now available mornings one week and evenings next’! I can help with crating, walking, feeds, and basic commands! Happy to love on your pet and ensure physical and mental stimulation is being met!


William W.

“William did a great job with my two dogs. He was very flexible in scheduling and due to me requesting a drop-in visit on such a late notice, we didn't have an opportunity to do a meet & greet. He handled both Sammy, the escape artist, and Penny, the "I don't walk anywhere diva" perfectly, especially for not having met them in advance. I will definitely contact William for help in the future.”




Liz D.

“I’ve used Liz twice and believe she’s taken great care of my cat while I’m gone. I always come back to him happy and with a soft coat from her brushing him. I appreciate that she follows my instructions so well and really takes the time to make sure my cat has everything he needs in between her visits.”