Pet Sitting & Drop Ins in Lake View, Chicago
Book a pet sitter to stop by your home a few times a day to feed and play with your dog.
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Amanda K.
“Our first time using Amanda and she was great!! Our kitty loved her. I was having issues putting my spare keys in our lock box and we were on a time crunch. Amanda responded immediately to my messages about the keys and we were able to figure something out. Super communicative!”


Jennifer C.

“Jennifer was great! She came to the 3 scheduled drop-in visits on time, gave great notes and pictures. Jennifer responded quickly to our messages. We felt that our furbaby was in good hands! Thank you!”


Josh P.


“Josh was so amazing with our cat Luna, she warmed up to him so quickly and spent so much time with her. We received so many pictures of her while he was there, we will definitely rebook with him!”


Hallie B.

“Hallie was great! Accommodating and communicative and did great keeping my kitty company so he didn’t feel so alone while I was gone. Will definitely be asking Hallie back to stop in next time I’m traveling!”




Kate E.

“Kate is super sweet and took great care of my dog. She’s very professional and really helped me out in a bind. I’ll definitely book her again!”


Valerie L.

“Valerie is great!! She’s punctual, detail oriented, and her love of animals is clear in her work. My cat Kiwi warmed up to her right away! I would absolutely work with her again :)”


Faith W.


“Faith is dependable and does everything exactly as expected and uses common sense if in doubt. My dog penny made friends with Faith immediately, which doesn't happen often.”


Tim B.
“Tim is very experienced with dogs, especially breeds that might need that extra bit of attention due to their high activity level. Tims rescue dog, Rehz, needed a lot of work with separation anxiety and interactions with other dogs early on. Due to this, Tim is very capable of handling all types of breeds and behaviors because of the experience with josie dog. Anytime I go out of town, I leave my own Husky with him and never have to worry about a thing. He is super reliable and gives me updates multiple times per day. Can’t recommend Tim enough.”


Natalie N.

“I contacted Natalie last minute for a drop-in to check on Mac and she immediately accepted my booking. Mac gets lonely as an only sibling and loves attention and Natalie gave him all the love and even sent pics! Now that he has a new friend we’ll for sure be using Natalie for future drop-ins. Thanks again :)”


Peyton B.
“Peyton is very reliable and responsible. She gives lots of love and attention to each of the animals in her care, and will send photos to make sure you know they are safe. My dogs are always excited to see her! Highly recommended!”


Dylan F.
“I have been friends with Dylan Flesher for close to 9 years. He has always struck me as an intelligent and responsible person. Recently since adopting a cat he has cat sat for me on many occasions. He also has his own pet currently and was raised with multiple pets in his household. I am confident Dylan would be a great pet caregiver.”


Cameron L.

“Cameron was so helpful! I needed a cat sitter super last minute for two kittens with Giardia and he truly went above and beyond, giving them their medicine and keeping their space sanitary so the infection could resolve. He even was able to accommodate an extra visit. I highly recommend him!”


Simon K.
“Simon has watched my two cats multiple times while I have been away from the city. He has been so reliable with keeping to their feeding routing and playing with them every time he comes over to take care of them. He sends me pictures and videos, and it makes me feel so much better knowing they are in loving care while I have to be away from them. I highly recommend Simon if you need a reliable caregiver to your pets. He's going to go above and beyond to give them the best care and keep you in the loop all along the way.”


Charles M.
“Charles is an amazing dog dad and uncle! Back when Charles and I were roommates, I had Simon, an energetic Border Collie/Cocker Spaniel mix, who, honestly, Charles took better care of than I could've dreamed of.. and better than myself! He would give Simon all the cuddles, play with him, and take him on all of the walks/runs Simon would need when I was unavailable. Charles always ensured to check-in with me on how Simon was during throughout the day when I would be on business trips and ensured Simon was well taken care of. I was extremely fortunate to have someone care for Simon as much as he did! Since Simon, Charles has become a dog dad to his sweet corgi, Meatball! It's been amazing seeing him and his wife raise Meatball with lots of love and attention. The extra measures he takes to ensure Meatball lives his best corgi live is admirable. Your pets would not only be in safe hands but also be having a great time under Charles' supervision!”


Andrew & Taylor O.

“Andrew and Taylor did an amazing job stopping by to check on my dog while I was out of town for a couple of days! I would absolutely have them do it again and would recommend them to anyone!”


Jillian M.
“Jillian is an AWESOME pet caregiver for my dog, Ollie. I have a rambunctious 3.5 year old Caviler King Charles, and Jillian cares for him as if he were her own. She give him the same amount of love and attention he gets at home (and he gets a lot). I've hired her to walked him, check on him while I've been at work and stayed at my house to watch him overnight for multiple nights as well. He's had to take daily medicine while he has been in her care, and she followed the instructions I left her to a tee. I know my dog is safe and cared for with Jillian!”


Lauren L.

“5/5 Lauren asks lots of questions to make sure she is caring for your pup the way you want! Very sweet with my senior dogs, they love Lauren!”


Ellie Z.


“Ellie is the best sitter you could hope for. She is very kind, communicative, professional, and most importantly, has a clear love for animals. My grumpy old cat, Hobbes, hisses at 9/10 people that visit, but warmed up to Ellie immediately. I was very impressed with how gently she interacted with him and have no doubt that she will give the same treatment to your pet. The logistics of the drop-in visits were seamless, and I greatly enjoyed the daily updates with pictures and descriptions as well. I will 100% be reaching out to Ellie when I take future trips out of town. Overall, I was quite nervous going away having never used Rover and also knowing the anxious nature of my cat, but Ellie eased my worries completely and really exceeded my expectations.”


Miranda & Elise C.

“After one super successful drop in visit we asked Miranda to come back and check in on our cat Toby for the better part of a week. Yet again stellar communication, timing and care. Very mindful of us and our special boiiiii. Feel awesome, safe and secure having Miranda as a repeat sitter. Thank you!!”


Erin H.
“When I first met Erin after moving to a new city, I often stressed about finding a pet sitter that took the time to love and spoil my cat Dilly as much as I do. I found that sitter in Erin! She is deeply kind, responsible, dependable, and communicative—I never worried about Dilly when I’m traveling. I could tell my boy was safe and happy under her care. Erin is a huge lover of all animals and is very attuned to the many different needs of pets she encounters. I’d highly recommend her to anyone looking for a quality caretaker for their furry friends!”