House Sitting in Oakland, Chicago
Find a loving dog sitter to watch your dog overnight in your home.
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“Pablo was a great sitter for my little pup, Harlow. She was recently put on some meds and he gave her those with no problem; greatly relieving my stress about l…” (more)
“Nerina was amazing with our dog Wanda! She was very responsive, gave us several updates while we were gone, and was great company for our dog while we were away…” (more)

“Vladimir was an excellent sitter. He sent a photo and updates of Scruffy everyday. They even took a portrait photo! I definitely recommend him.” (more)
“Aubry was great with our anxious senior dog! She took great care of her, giving her lots of walks and snuggles. She also left our house clean and ready for us t…” (more)

“Susan was terrific with our two dogs. When we met her prior to her stay, we knew they were in good hands. She sends lots of updates and treats your dogs like th…” (more)
“Kailee is incredible!! She house sat my two Golden Retrievers while I was out of town, and she did the best job! She sent updates and pictures every day. She as…” (more)
“Brett is fantastic - responsible, responsive and very caring. He looked after our sweet, but naughty 9 month old puppy over thanksgiving and we couldn’t be more…” (more)
“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 descr…” (more)
“Maya is a fantastic cat sitter. Penelope is an anxious cat, but when Maya stays over, she is relaxed and a very happy cat when I come home. When I travel, I k…” (more)
“Masheika is an absolute gem. This is the second time I've hired her, and she continues to be incredible. She remembered everything about my cats, including medi…” (more)
“It was a relief to know that my dog was well taken care of while we were in the hospital having a baby. I appreciated the daily check-ins and communication.” (more)
“Sujae has taken care of my furry crew a couple of times now and it really helps to know they are in great hands while I have to be away.” (more)
“Annie watched our French Bulldog, Fiona, for 7 days. It was also a holiday weekend which is a big deal. She did a great job with Fiona! She would send pictures …” (more)
“Stephanie was so great! She communicated with us the whole time and sent picture updates. She took very good care of Radley - we will definitely be using her ag…” (more)
“Raven is a very sweet and out-going girl! She has a very deep love for animals and has always taken very good care of them.” (more)
“As someone who has known Erin since she was young, I've always known her as someone who loves animals. When getting into her first apartment – she immediately t…” (more)
“Angel has both walked and watched my dogs when I am out of town. She is communicative, professional and does so well with both of my pups. She is my go to anyti…” (more)
About: What do you do when you need a gentle + loving sitter, who's caring, a great communicator and loves to do animal yoga then snuggle? You call me! Hi… (more)
“Brittany took excellent care of our pup and our place. We came home to such a happy dog after a week away, and it was great to receive daily updates with pictur…” (more)