House Sitting in Chicago

Your pet stays in your home as a reliable pet sitter drops in feed and play with them

280 results for House Sitting in Chicago, IL

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Suzanne H.

(21)
5 repeat clients
from $70.00
per night

Suzanne is top notch! She communicated in a timely manner from initial questions to our return home. Sammy was happy and well cared for! We were able to enjoy our vacation and relax knowing our fur baby was in great hands. I highly recommend Suzanne!

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Allison J.

(82)
34 repeat clients
from $85.00
per night

Allison was amazing! We had a great experience with her. She was super attentive and gave us constant updates. Chai seemed extremely happy and our house was spotless. We will definitely book again with her. Thank you again Allison!

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Elizabeth A.

(13)
2 repeat clients
from $50.00
per night

Elizabeth was an amazing dog sitter! She took such great care of our little guy. She is very communicative and sends the cutest photos! Thank you again Elizabeth!!

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Andres G.

(47)
17 repeat clients
from $80.00
per night
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Annie X.

(159)
115 repeat clients
from $75.00
per night

Annie was great. She house sat with our two senior cats , Sherman and Hawthorne. They clearly enjoyed her company and we enjoyed her photos and her attention to our home. We have already scheduled her for our next trip. If you need someone who loves and is experienced with cats, Annie is a wonderful fit.

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Elizabeth D.

(32)
9 repeat clients
from $45.00
per night

Elizabeth was amazing with my cat. This was my first time using a sitter I didnt know personally and she eased all of my fears. Multiple updates with pictures. Not to mention being great to work with- with a calming personality. Would definitely book her again.

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Kieanji W.

(28)
3 repeat clients
from $25.00
per night

Kieanji was wonderful once again. She’s dependable, communicative, and a pleasure to work with. I always feel confident leaving my home and pet in her care and appreciate her reliability, especially over the holidays. Highly recommend.

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Pablo V.

(378)
127 repeat clients
from $70.00
per night

Pablo stayed at our house to take care of our dog. Our dog reacts to other male dogs and can lunge and rip his leash out of my grip if I'm not careful to remain alert. Our dog also has separation anxiety. You can see it takes someone special to care for our dog. I interviewed a lot of people on Rover and it was Pablo whom I immediately could tell knows and understands all types of dog behavior. I was most concerned with the responsibility of finding someone who could walk/exercise my dog while keeping everyone around safe. When Pablo met our dog, he could see that I had presented the worst-case scenario and he instantly bonded being playful with my dog. I don't think that can be faked. I learned that Pablo is not only an exceptional caretaker but also a knowledgeable and compassionate dog trainer. A few days before Pablo's booking, our dog got diarrhea and was waking us up at night to go out! If Pablo had second thoughts about coming, he didn't mention them. We returned home to a safe, happy, healthy dog! I felt my dog was safe in his hands. Who can not ask for more than that?

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Nadine T.

(61)
14 repeat clients
from $70.00
per night

Nadine was fantastic with our poodle and was able to accommodate adding our cat who required eye medication to our booking last minute! She was communicative, thorough, and reliable and we will gladly book with Nadine again next time we are out of town!

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Ariana B.

(17)
4 repeat clients
from $65.00
per night

I cannot recommend Ariana enough! She is SO sweet and my sometimes shy baby immediately was drawn to her at the meet and greet. I was so nervous leaving her for the first time since moving and was so relieved to have her in such great hands. Ariana sent lots of pictures, spent time playing and cuddling my stage 5 clinger. She went above and beyond with cleaning the litter box and taking out the trash without me even asking which was such a nice thing to come home to. We love Ariana!!

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NICHOLE R.

(46)
8 repeat clients
from $94.00
per night

Nichole was able to get us in last minute which was tremendously helpful. She was right on time both days. Communication was great and she did a wonderful job with Moony. He learned shake in TWO days! We are thankful for Nichole and her great care for our puppy.

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Ella M.

(1)
from $55.00
per night
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Natalie Z.

(2)
from $40.00
per night
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Reshunda B.

(16)
4 repeat clients
from $30.00
per night

Reshunda watched my two dogs while I was out of the country. She was very communicative, punctual, and responsive. Even before the dog sitting began, she asked great questions, such as how best to care for our dogs in times of thunderstorms. We love our dogs, but they have their difficulties, and Reshunda was very patient and thoughtful and worked hard to give them everything they needed to feel safe and comfortable. Thank you so much, Reshunda!

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Perniall G.

(29)
10 repeat clients
from $50.00
per night

Perniall is an awesome pet sitter! He was reliable, communicative, flexible, and attentive to our kitty’s needs. We were worried about leaving our cat for two weeks over the holidays, but Perniall’s regular updates and photos kept us at ease. We came home to an extremely happy and well cared for cat. He was also incredibly proactive in the beginning in making sure the he was a good fit for our pet’s needs. I couldn’t recommend him enough.

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Jade T.

(55)
15 repeat clients
from $70.00
per night

Jade took such amazing care of Pepper and my home while I was away. He loved hanging out with her and she was really communicative and sent lots of photos. I’d absolutely recommend and use Jade again!

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Danielle G.

(3)
1 repeat clients
from $28.00
per night
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Tylisha J.

(41)
10 repeat clients
from $45.00
per night

Tylisha was extremely patient, considerate, and helpful. Leaving your pet to someone new is always distressing; but with Tylisha, I knew from the start I could trust her to take are of my furry best friend. I’d recommend her services to anyone in need, and will definitely be looking to book her again.

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Jayden Phoenix (They/Them) P.

(86)
26 repeat clients
from $66.00
per night

Jayden is very kind and attentive and professional! Both our cats seemed really relaxed and happy around them, and they did an amazing job sticking to the cats’ care routine. It was such a relief having the peace of mind to trust someone to care for the little guys. Thank you, Jayden!!

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Jiaxi P.

(1)
from $35.00
per night

Find House Sitting in Chicago

Trusted and local house sitters

Are you looking for house sitting in Chicago to take care of your beloved pet? You are in the right place! We currently have 280 experienced, loving and background-checked house sitters in Chicago. Our sitters offer a variety of pet services such as home dog boarding, dog walking and doggy daycare. Make an informed decision based on reviews, response rates and contact at least 3 approved house sitting professionals. Your dog will be delighted to be looked after by our loving house sitters.