House Sitting in Chicago
Find a loving dog sitter to watch your dog overnight in your home.
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1. Devin S.
“Devin was amazing with my little pup. We were visiting Chicago and wanted to go see a baseball game. Devin stayed with Hansi in the hotel, so he was comfortable and wasn’t left alone. He was so happy when we got back.”
2. Otis B.
“I highly recommend Otis as a Rover sitter! He was very punctual and professional during our meet and greet. During his stay in my home, he followed all instructions - including correctly using a type of leash that was new to him - and sent lots of updates and photos. I will definitely book Otis again in the future!”
3. Lindsay J.
“Lindsey is wonderful! She took great care of a cats and our place while we were traveling. She was great at keeping us in the loop and making us aware of any issues. She'll be our go to cat sitter!”
4. Emily N.
“Emily was great with my senior pup, Bailey! She kept me updated and sent great photos the entire time I was out of town. On top of the great care she took with both Bailey and my place, she was amazingly flexible and able to extend her stay when we had to stay out of town an extra day. Definitely recommend Emily and plan to book again with her!”
5. Pablo V.
“Great experience! Pablo arrived promptly and he was very patient with my sweet Shih Tzu Lily who has separation anxiety. Pablo played with Lily and then held her to make her feel more comfortable when I was away, which I really appreciate. Thanks Pablo!”
6. 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.”
7. Nicholle K.
“We are so lucky to have had Nicki take care of our dog while we were out of town. Nicki has helped us out in the past with walks, but this was the first time she stayed overnight with Ollie and we can't wait to have her back. Our dog can be a lot, high energy and loves all the attention She took such great care of him and sent us many updates and photos while we were out of town, it allowed us to fully relax knowing he was in such great hands. Nicki also went above and beyond to help us get Ollie to a scheduled daycare one morning! We can't wait to have Nicki stay in our home with Ollie again, we are so grateful to Nicki for all her help and to have found someone so wonderful!”
8. Crystal R.
“Crystal did an absolutely wonderful job taking care of our senior dog. She went above and beyond to make sure our Ollie was happy and well taken care of. She sent pictures and updates daily. We plan to use her services again, and highly recommend her!!”
9. Ann Marie M.
“Ann Marie did a great job with Roscoe while we were away and left our place clean and tidy. We also appreciated the pictures and video updates each day!”
10. Dalila E.
“I had to pass through Chicago on my way from the West to the East coast and needed to bring our dog with me. Dalila came to hotel to watch Maxie in the afternoon/evening and following morning. Clearly a dog lover and very reliable. Would definitely recommend.”
11. Elizabeth D.
“They were AWESOME! Immediately we hit it off talking about our mutual interests. My dog gets a bit hyper but Levi was able to demonstrate techniques to calm him down and quickly. Once I left they sent me regular updates and I never had to worry about whether or not my kitten and dog were in good hands. I really appreciate the time and effort they put into making sure I was updated. I’ve never used Rover but I definitely will again. I also will definitely be using Levi. Thank you so much for everything!”
12. Jasmine V.
“Jasmine is amazing with dogs. Our pups love her. When she came to visit them they remembered her from the last sit, even though it was only a few hours, and got super excited. That says everything. She communicates well with updates every morning & evening and lots of photos. During a walk our neighbors large dog got loose & tried to attack our dogs. Jasmine physically defended our small dogs against the bigger one and got them to safety. Above and beyond care. Jasmine let us know immediately what happened. You can trust she will do everything in her power to keep your pups safe & happy.”
13. 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!”
14. Amanda J.
“I was going abroad and my friends watching my 7 month old puppy had a 2 day gap. Tyko had only”
15. Johnathan W.
“Jonathan took such good care of our dog while we were away! They went on long walks and our dog looked super happy in every picture he sent. Jonathan sent descriptive updates and communicated as needed. We never worried about our pup while we were away. Thanks, Jonathan!”
16. Natalie R.
“Natalie was absolutely wonderful. She called in advance to be prepared on what exactly the needs were. She was flexible in her timing and drove all the way to my place even while storming. My dog loved her instantly and even ate while I was away (speaks to the level of comfortability she must ve felt.). Would absolutely use her services again and couldn't sing higher praises.”
17. Marlena H.
“Marlena was flexible and responsive. Our dog was relaxed when we returned home later than scheduled and it was apparent that he had fun hanging out with her. We hope to be able to schedule her for dog sitting again in the future!”
18. Nicole C.
“Nicole is awesome. She stayed with our pups over 6 days in our home. She followed all our instructions and treated the pups like her own. She catered to their individual personalities and needs. Awesome communication and lots of photos. Nicole continued caring for the dogs even though she got sick that weekend. She left our place spotless. Highly recommend!”
19. Sujae V.
“Sujae did a great job carrying for my furry crew when I had to travel!”
20. Ryan O.
“Ryan was awesome and flexible! We’ve also noticed that our dog has been enjoying longer walks since after Ryan pet sat for us, which is great! He can be a scaredy cat and other sitters have had difficulty getting him to walk even past half a block.”
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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.