House Sitting In Near West Side Chicago
Find a loving dog sitter to watch your dog overnight in your home.
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“Lindsay took such wonderful care of our dogs. She provided updates, we kept in touch multiple times a day. She was so patient with our very anxious dog. Thank y…” (more)
$65
per night
“Ann Marie is always so good with Jilly. She provides such loving care and all the photo updates lets me know she is doing well. Ann Marie is flexible with sched…” (more)
$78
per night
“Sharon: thankful for your time and love for Lola. She was sleepy but glad to see us when we arrived home at 10pm. We will like to use your services in the futur…” (more)
$150
per night
“Munder was amazing with Mocha. We had a great Meet & Greet. I hired him for 7 days to stay at my home with our 4 year old dog. He coordinated with our regular …” (more)
$60
per night
“Jess was great with my dog, Binny. She brought me so much comfort (and sent lots of photos!) while I was out of town.” (more)
$55
per night


“Pablo was absolutely amazing! Our dogs are a bit aggressive outside with other dogs and we felt at ease knowing that Pablo could handle whatever they would enco…” (more)
$59
per night
“We had a great experience having Laurel watch our dog, Bertie, in our home over the past 5 days. Communication was great, and judging by the photo updates, they…” (more)
$100
per night
“I love Riss and her updates while sitting my mini doxies was just what I needed. Its hard as a pet parent to find reliable and trustworthy sitters but I would r…” (more)
$60
per night
“Jessica is amazing! Always takes perfect care of our pup, Willow. We love getting the picture updates throughout her stay to see how Willow is doing and all the…” (more)
$78
per night


“Hayley provided regular photo and video updates and took wonderful care of my dog Riley while I was away for a week! She was respectful while staying in my home…” (more)
$45
per nightAbout: I am an avid traveler, pet lover and foodie. I am a private high school tutor. I also have a pet of my own, so I understand what it means to care fo… (more)
$55
per night
“Sarah was amazing! She took great care of our dog, Fozzie, who had a wonderful time with her. She left our place clean and organized and even left us some super…” (more)
$40
per night
“Samantha was great with communicating and paying attention to the instructions provided. I had comfort leaving my 95lb leash reactive dog with Samantha for a we…” (more)
$55
per night
“Nasla took wonderful care of my challenging pup, Rufus. She sincerely enjoyed his company, was very responsive and professional, and sent plenty of pics to this…” (more)
$100
per night
“I was so nervous to leave my dog Eli with someone new after recently moving to Chicago, but Ashlee put me at ease right away. She clearly hit it off with my pup…” (more)
$55
per night
“Michael went above and beyond as a sitter. He became fast friends with our Maddie; and provided her so much TLC. We also enjoyed his regular updates, including …” (more)
$75
per night
“Rebecca did an excellent job taking care of my dog. She was attentive and always kept in touch with me. I felt very safe and comfortable having her stay with hi…” (more)
$45
per night
“Grace is great and was so helpful during what was to be my first trip away from my puppy. My puppy loves her and loved the long walks Grace took her on” (more)
$65
per night
“Kaitlyn stayed with our pup Ellie and Ellie had a blast. Kaitlyn was willing to meet Ellie before the stay, and sent lots of pictures and provided check-ins and…” (more)
$75
per night
“Chelsea was wonderful! This was my first time using Rover and everything went as smooth as can be. Chelsea was courteous enough to leave our place cleaner than …” (more)