House Sitting in Woodlawn, Chicago
Find a loving dog sitter to watch your dog overnight in your home.
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Lupe M.

“Lupe was the absolute best sitter we could have asked for! This was the first time we needed to use a sitter and we were anxious about how it would go, she will be our first and hopefully only option moving forward. We received great pictures and updates while we were gone, our pup enjoyed it, and she left our home way better than she found it. Lupe went above and beyond for our dog and it was clear. We couldn’t have been more impressed and grateful. Thank you so much, Lupe!”


Katherine B.

“Simply amazing. We recieved many updates, and came home to a happy and healthy dog and apartment in great condition. Would happily recommend have watch our dog again.”


Shakira C.



“Shakira is amazing! I feel like she's part of the family. She did an amazing job looking after my Maltipoo, Dash! She sent plenty of pictures and videos throughout the day. I really appreciate the way she made both me and Dash feel comfortable. Before she left, I had already booked her for another sitting for Dash. She's the best!”


Masheika S.


“Masheika was so professional and cordial! She updated us with pics, messaged about any concerns, and took great care with our pups. We were so comfortable leaving our dogs in her conscientious, capable hands. We'll definitely work with Masheika again!”


Shiri B.

“Shiri was awesome to accept a relatively last minute booking at a good rate, and was communicative and professional throughout her stay. I returned to my home exactly how I had left it for her which I appreciated as well. She was understanding and kind when problems arose which meant a lot for me given my dog is of old age and caring for him can be quite involved. Thanks Shiri!”




Belicia K.

“Belicia was an amazing sitter who communicated with us often. She immediately put us at ease by sending us pictures, videos, details regarding every walk, etc. When we returned to our apartment it was in the exact same condition we left it, and our two dogs, Juniper and Basil, were calm, healthy, and happy. I will definitely keep Belicia in mind for future dog sitting/walking needs.”


Chau T.
“Chau is such the animal whisper. Somehow animals gravitate to her, probably because she understands their boundaries and has a kind soul. I’ve been fortunate to watcher her raise her one year old pup. Her dog is so well behaved and confident, which speaks to the training Chau did with her. Chau is thoughtful and patient. Your fur baby will be in really good hands.”


Kelly N.
“Kelly is a reliable person who has the biggest smile when they are with pets. They show deep affection to animals through remembering the little things that animals need to be cared for and have a sense of compassion when the animals are not feeling their best.”


Taylor C.

“Taylor was a great dog sitter for GiGi! She sent photos and made sure she was well taken care of. I would highly recommend Taylor for any pet sitting services!”


Makeda I.

“Makeda was very accommodating when I requested an orientation visit a week or so before the scheduled dogsitting, and impressed me not only by the details she had requested about my dog in advance but also with her recall of what I had told her. She sent several photos of my dog to me while I was away, and apart from a scattering of treats she left for my pet, she otherwise left no trace--very clean and respectful.”


Mikayla A.
About: Ive taken care of animals since i was 13 yrs old. I have rescued many animals & found them great homes. I love all animals. I am currently a part time fitness trainer. So i am available for you & your furry friends after 1pm. Im always available for you & your furry friends! I have a tall fence. I have one Dog & three cats to keep your furry friends active & a great spirit to feed their souls.




Susan C.

“I can’t say enough about Susan and the way she cares for my Mocha! I never have a moment’s worry while Mocha is in her care. She updates me frequently with texts and photos and it’s evident how much she cares for her. Until the next time…our 3 week trip to South Africa…..check “dog care” off the to do list… There’s no one I’d trust more than Susan!”


Aolani "Catrina" C.

“Catrina is a wonderful catsitter. Very attentive and caring and able to take care of a special needs kitty like mine. She's also communicative and sends me great pictures. Highly recommended!”


Mikayla V.

“So fortunate to have found someone who loved hanging with my boy. She was wonderful. My trip was long and she entertained my high energy pup, as well as taking care of him. Great communication and my pup looks very happy. Thanks again!”


Maddison C.
“Maddison is a amazing and absolutely incredible dog and cat sitter she loves dogs and cat interact with a cats she is very energetic and very caring about animals”


John M.
“John is a responsible student and pet enthusiast who would make a wonderful caretaker for any furry friend. John has experience taking care of his own three dogs back home, including one who is geriatric and disabled. He never fails to pet a pup on the street, and is a favorite among his friends cats, whom he regularly cares for. John is very reliable, and will take outstanding care of any pet.”


Emma & Emily F.
“Hello , I like to tell you about Emma F. Last year my husband and I had to go away for almost 3 month, Emma stayed with our 3 pets (Jake, Luna and Misha). She did a fabulous job at taking care of them, walk them everyday and of course spoiled them. She made sure to update us often as to how our babies were doing. We highly recommend her, I assure you that your pets will be loved and taken very good care with Emma. Marcella and Don”




Kristen W.
“Kristen is great with my two doggies. When she comes to walk them, they get soo excited. She always greets them with hugs and kisses! I always ask her to give them a good jog and they come home tired and panting!! She keeps track of their bodily functions and gives me a full report of how they sniffed, played and reacted towards others. She is the best Doggie Care Giver, EVER!!”


Jameson A.

About: I have loved dogs and animals my entire life. My family calls me the dog whisperer. I have many dogs in my family and have pet sat for multiple different breeds, and species in various environments. I am cognizant of different dietary restrictions and medication needs. I have looked after pets for nearly 20 years and treat every animal companion as if they were my own. I currently have an 11-year-old shih tzu, named Scout. He is a rescue and although he is getting up in age, he still acts like a puppy and loves to give kisses. I have lived on the southside for a few years and take my dogs to multiple different parks. You can be confident that when your dog/companion is with me, they are happy, safe, and filled with treats. I wake up at 6 am to start my day and take my dog out. I work from home every day and only need Wifi. I can travel anywhere in the city. I generally take 3-4 walks per day (early morning, midday, afternoon, and late evening). In my home or anyone else’s I treat a pet as my own. I follow all notes and schedules to make sure the animals have a regular and spectacular day. I treat other people’s homes as if they were my grandmother’s, meaning I make sure everything is cleaner than when I arrived.


Hannah B.
About: Animals are my thing, from the barn to domesticated haha! Book with me you will not regret it 😊 😊 😊 😊 😊 😊 😊 I am able to provide care throughout the days.. my schedule is pretty flexible enough to be able to do this.. . . . . I have done many walks aside from sittings and boardings. I follow instructions to the T to ensure your animal baby’s safety as well as the privacy of your home