House Sitting in Oakland, Chicago
Find a loving dog sitter to watch your dog overnight in your home.
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“Shakira and Bo had a wonderful time whilst I was off celebrating the marriage of my son with family and friends. I received pics and messages that took the worr…” (more)
$75
per night


“Dalila took great care with my dog and cats (one kitten who is a naughty mess). She was flexible and helpful with meet and greet and sent updates daily while I …” (more)
$58
per night


“Truly the best dog sitter I’ve ever had, both on Rover and personally. I trust her implicitly and she treats my two “children” like her own. I never worry when …” (more)
$60
per night“Molly is so wonderful with my pets, and they just love her. She has cared for my pets many times, and she is always kind, gentle, and loving. She goes above and…” (more)
$30
per night
“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 …” (more)
$63
per night


“Belicia is wonderful! I felt so comfortable leaving my girl with her. She’s so communicative and thoughtful, I can’t wait to work with her again!” (more)
$50
per night
“Sarah has watched our dogs twice nice for an extended weekend both times. She arrives promptly, is neat and tidy when in our home and she always treats our dogs…” (more)
$55
per night
“Munder was great with my cat Cassidy! I really appreciated the daily updates, photos & videos, and how clean my apartment was when I returned home. Cassidy was …” (more)
$60
per nightAbout: Hello my name is Kayla, I am so excited to meet you and your furry children! I am a passionate animal lover that grew up with dogs in her home, caring for up to… (more)
$32
per night
“Thank you so much for caring for our pets!” (more)
$40
per night

“Pablo was absolutely amazing. Our pups are rescue dogs, and one has high anxiety. However, Pablo made them both feel so comfortable and gave them plenty of exer…” (more)
$59
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


“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…” (more)
$25
per night
“Madeline is amazing, I highly recommend her. My cats loved her immediately and she was great with providing updates. One of my cats has asthma and needs a daily…” (more)
$70
per night


“Emily was amazing and I appreciated the extra things she did with Milo! She gave me updates and pictures! She will be my regular house sitter for Milo now!!!! T…” (more)
$40
per nightAbout: I love people and pets. I had the good fortune to grow up having beloved furry family members. I always keep my best friend's dogs when she has to t… (more)
$50
per night
“Alysia was great with our dog! Very communicative, followed all instructions and really friendly. We’ll definitely book with her again!” (more)