House Sitting in Chicago
Find a loving dog sitter to watch your dog overnight in your home.
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1. Emily N.
“Emily was, as usual, an AMAZING dog sitter for Finn for the week we were gone. She is kind, attentive, and professional. She plays with Finn and sends detailed updates. She was very flexible and updated us via WhatsApp because we were out of the country. We will always come to her first if we need a sitter for Finn!”
2. Kaitie G.
“Kaitie was amazing with Sasha! I had lots of picture updates and great communication. Sasha clearly had a great time and enjoyed all her walks. Kaitie left the house cleaner than when she showed up and was a really great guest. I highly recommend her! Thank you!”
3. Lindsay J.
“Lindsay was awesome with our dachshund Beau who has serious separation anxiety which means a lot of very specific instructions for how to leave the house when she's away. She was thorough and left the house in great condition. Will definitely be booking with her again!”
4. Megan W.
“Megan was great with barrel. Barrel is a little timid with new sitters but Megan gave her space to come out on her own. Once barrel opened up, she was very playful and had a great time.”
5. Otis B.
“Otis did a great job with Bonita, she was happy and healthy after 15 long day away. There was lack of communication but overall I recommend him to take care of your doggy.”
6. Ann Marie M.
“Ann Marie was fantastic! She took care of our neurotic French Bulldog and two cats for five days, and house sat while we were away. Our dog is on several medications and needs some special care. Ann Marie took great care of all three babies, sent regular photo updates, and left our house immaculate. Thank you, will book her again!”
7. Saniah I.
“Saniah is great! She was on time and clearly showed that she cares for animals, asking about our dog’s favorite toys and treats. I felt entirely comfortable leaving our dog with her in our home and we will be using her again!”
8. Eduardo N.
“Eduardo did a wonderful job watching Obi! Our neighbors commented that it seemed like Obi seemed to be out often with him and they seemed to have fun adventures together. When we came home, he had left the place just as clean as we left it, including washing our sheets for us.”
9. Taylor M.
“Taylor just watched my pup at my apartment for the 2nd time and it’s safe to say she’s my new go-to! Each time I come home after she spends time with Taylor, my pup is so calm and in a great mood. Taylor has been so consistent and above and beyond in every aspect. I had zero worries about my pup while I was out of town and I owe it all to her. On top of her exceptional care, I can tell that our pups are getting even more comfortable together! The videos of them playing keep getting cuter.”
10. Crystal R.
“Crystal responded to my cat sitting request quickly, asked great questions, followed all directions, and my kittens loved her. I will definitely try to book with her in the future!”
11. Allison J.
“Allison was amazing. This was my first time leaving my dog with someone other than family, and Allison made me feel so comfortable. My dog seemed to love her, and she left my apartment as clean or cleaner than when I left! I would 100% recommend Allison and will plan to book her again in the future!”
12. Reshunda B.
“Reshunda was prompt and attentive to our care instructions for our special needs pets. She’s a great sitter and I definitely will be booking with her again!”
13. Elizabeth D.
“Elizabeth was so great! We were able to meet before the house sitting and went over the specifics of my dog. She gave me daily updates and let me know he was doing well which I really appreciated!! I would definitely book again ?”
14. Jasmine V.
“Jasmine was terrific! Kept me updated on my girl, Reese, and took such great care of her. Would definitely book Jasmine when I go on a trip again.”
15. Nicole C.
“Nicole was phenomenal with my big, excitable, very opinionated pitbull - Juniper. I was gone for a full week and it was the first time I’d met Nicole. We did a meet and greet and she asked fantastic questions. She checked in a few days before my trip and arrived right on time the day I flew out. Throughout the week I was comforted by little updates and FANTASTIC pictures of Juni (honestly I don’t know how she did it because I haven’t been able to get a good pic out of Juni in months). She asked good questions throughout the week when needed and was super communicative. I got my times mixed up on the Rover app in regards to when I’d be returning and Nicole stopped by the house outside of the agreed upon times to make sure June got her dinner and a final pee. She also changed my bedsheets and folded my laundry??? Truly above and beyond - Juni (and my home and space) were well taken care of. Cannot recommend Nicole enough!”
16. Callie L.
“Callie was extremely communicative since day 1 of reaching out to her, we did a meet and greet and the dogs seemed instantly bonded with her and she asked a bunch of questions to really get to know their schedules and personalities. During our stay she provided us with updates and pictures and when we came home the house was spotless and the dogs were so happy. She is an extraordinary caretaker and even more talented artist! I’m so glad we went this route instead of the dog hotel this time around because my dogs are so much happier and healthier because of Callie. Anytime I had a special request she was there to help me out. Thank you so much.”
17. Amanda J.
“I was going abroad and my friends watching my 7 month old puppy had a 2 day gap. Tyko had only”
18. Deven S.
“Deven is great! He took care of Lilith for more than 3 weeks and kept us updated regularly. He sent photos and FaceTimed us, took her on walks and got her pup cups. Made our time away from our baby better and less worrisome. We definitely recommend Deven! He even stayed late on the last day cause my flight was delayed and I needed him to take care of Lilith a bit more.”
19. Araceli G.
“Araceli is the best!! My dog was recovering from an injury and needed to be watched closely and given medicine while we were gone and she went above and beyond to make sure he was resting and healing and that I felt reassured while being away. She even picked up more medicine when needed. She was responsive and flexible as our travel plans changed. Araceli will take the absolute best care of your pet! She makes a stressful situation much less. Can’t recommend her enough!!”
20. Salena V.
“Salena took care of my dog Taffy. It was such a relief to have someone I trusted and he loved when she took care of him and as he aged he let her put meds in his eyes and wiping him down without being a grouchy old dog.”
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Chicago House Sitting ratings
House sitters in Chicago are rated on average 4.9 out of 5 stars based on 17,944 reviews.