House Sitting in Chicago
Find a loving dog sitter to watch your dog overnight in your home.
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1. Kaitie G.
“Kaitie was very responsive & sent plenty of updates! She even cleaned up around my home before my return which was so nice to return home to. Can’t recommend enough!”
2. Sarah M.
“Sarah did great with our two dogs, including a high anxiety dog who needs medication and extra care on walks. We came home to a spotless apartment and two tired and happy pups.”
3. Megan W.
“Highly, highly recommend Megan! Megan cared for our dog, like he was her own for the last week. She sent tons of pictures along the way, so we could see he was happy! She took him on adventures (which we said was great to do), walks, and lots of cuddles. She also helped with a shipment of frozen dog food that was supposed to arrive before we left. Our dog was sad to see her leave. We’ll definitely use Megan again!”
4. Lindsay J.
“Lindsay is great! I travel regularly for work and she is always willing and able to accommodate the early departures and late arrival. She’s very respectful of my place and sends constant updates. My dog loves her and I book her regularly.”
5. 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!”
6. 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!”
7. Munder S.
“Munder was awesome. Extremely kind, caring and respectful of our home and kitten while we were gone. He sent daily updates and was very communicative. We will definitely have him stay with our kitten 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. 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!”
10. Allison J.
“Allison is absolutely fantastic. I feel so comfortable leaving my dog and my home in her hands. We will absolutely continue to be repeat customers!”
11. Taylor M.
“Taylor is a DREAM dog sitter! She exceeded every single expectation by a landslide and left me with zero worries. Taylor was incredibly communicative, sent tons of sweet updates, and genuinely cared about my pup while I was out of town. I could tell in pictures and videos that my pup was having the best time, getting lots of snuggles, and was calm. She even gave my pup a bath before leaving! Taylor also exceeded expectations by taking excellent care of my apartment. On top of Taylor being completely wonderful, her two pups, Sunny and Leo, were adorable and played really well with my dog. I can’t recommend Taylor enough!”
12. Amanda B.
“Amanda took such good care of my kitties and was very communicative! I got updates daily of how they were doing. My apartment was tidy when I got back. Great experience!”
13. 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!”
14. 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.”
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. 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!!”
18. Amanda J.
“I was going abroad and my friends watching my 7 month old puppy had a 2 day gap. Tyko had only”
19. Marlena H.
“Marlena came and stayed with Winnie for the second time and again it seems like Winnie really enjoyed her weekend! It gives us such peace of mind to know that Winnie is having playtime, walks, and snuggles while we are away. Thanks so much for taking care of our little lady again!”
20. Sujae V.
“Sujae did a great job carrying for my furry crew when I had to travel!”
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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.