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 just perfect for watching Lumen. We were on a trip to Chicago and Lumen decided she did not want to be left alone. Devin took the job the night before, was right on time and flexible so we could enjoy a full day of sight seeing without worrying about Lumen howling or scratching at the hotel door. She helped keep our anxious dog calm and cared for while we were out.”
2. Emily N.
“Emily was professional and communicative and took very good care of our senior cat and dog. Emily shared many updates and photos and left our apartment the way she found it. I would recommend this sitter!”
3. Megan W.
“Megan was awesome with our pup, who struggles with anxiety. She was communicative, understanding, personable, and professional. Overall outstanding and great to work with!”
4. Lindsay J.
“Lindsay was great we needed a very last minute sitter, and she was able to make a miracle happen. Our dog has separation anxiety, and he was completely at ease when we came home. We will definitely be using Lindsay again to watch our dog.”
5. Otis B.
“Otis was WONDERFUL. We couldn't have higher praise for him. We originally had another Rover scheduled for boarding, and she canceled on us 3 hours before we were supposed to head to the airport. Otis helped us last minute and arrived right on time to save us. Our Bernese Mountain Dog puppy is a highly energetic handful, and Otis kept her entertained and stimulated the entire weekend. Our dogs loved hanging out with him, and he was great about sending us picture updates throughout the day. The house was also in even better condition than when we left it. Otis was the best dog sitter and house guest, and we would 100% always book him if we could.”
6. Riss B.
“Riss was a wonderful sitter for my two dogs! The dogs were enamored at the meet and greet, communication was great throughout the stay, and I will definitely be contacting Riss again next time we need a sitter!”
7. Saniah I.
“Arrived in time and take care of my dog perfectly, great communication all the time, definitely recommend her and super happy with the service provided.”
8. Crystal R.
“Crystal did a great job with our Monty. She was even ready to extend when our flights were cancelled and we were struggling to get back in time. Lots of check-ins and photos - all very reassuring!”
9. Amanda J.
“I was going abroad and my friends watching my 7 month old puppy had a 2 day gap. Tyko had only”
10. Ann Marie M.
“Ann Marie helped watch our puppy while we were traveling and she was amazing! Sent great updates and pictures and took great care of our girl.”
11. Dalila E.
“Dalila was great! She made time before the stay to meet with me and learn about my dogs' needs. During the stay, she sent plenty of updates and photos so I knew my dogs were doing well. One of my dogs has separation anxiety and typically doesn't eat when I'm gone, but I came home to two happy, healthy dogs. No signs of anxiety! I would definitely love to use Dalila's services again.”
12. 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 ?”
13. 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.”
14. 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!”
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. 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!”
17. Allison J.
“Allison was great as always! There’s often something going on with one of our pups, whether it’s skin allergies or an injury, and she’s so great with them. Her experience as a vet tech gives us a lot of comfort when these things come up, she has the knowledge and truly cares about our dogs’ best interest. Thanks again, Allison!”
18. Araceli G.
“Araceli was fantastic. She took such great care of Sophie while my wife and I were out of town Araceli provided us with daily updates and texted us with any questions she had. Araceli stayed at our house and when we returned everything was as clean or cleaner then we left it. I would highly recommend Araceli.”
19. 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.”
20. 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.”
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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.