House Sitting In Near South Side Chicago

Find a loving dog sitter to watch your dog overnight in your home.

Search Results

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Pablo V.
1.
Fun walksNear West Side, chicago, IL, 60661
House Sitting, Drop-In Visits, Dog Walking

Pablo was wonderful with our Dalmatian! She can be a handful, and he was great! Very attentive to her and took care of her just as we would. Would definitely re… (more)

from
$50
per night
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Rose N.
2.
Dog/Kitty caretaker full time!Near North Side, Chicago, IL, 60610
House Sitting, Drop-In Visits, Dog Walking

Rose was so great! We recently adopted our dog a bush and were so nervous about leaving him home for our wedding. Rose was so good to Bush and took photos and t… (more)

from
$55
per night
Erica S.
3.
There’s no place like home!❤️❤️❤️Lower West Side, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Erica was really great! Easy to speak with, the dogs loved her, and she sent us tons of pictures and kept us up to date while we were out of town! (more)

from
$50
per night
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Serena D.
4.
Animal-lover looking for temp work!Near South Side, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking

Serena was an amazing sitter for my 11 week old puppy Toby! So thankful to have come across her on this app. She was very communicative prior to watching my pup… (more)

from
$90
per night
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Jack P.
5.
Patient and experienced pet lover!Near West Side, Chicago, IL, 60661
House Sitting, Drop-In Visits, Dog Walking

Jack is the most responsible, caring, and smart person I know, and he’d be the best person to watch over any animal. He’s the first person his friends turn to w… (more)

from
$50
per night
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6.
Your 1st kitty/doggy visit FREE ✔Armour Square, Chicago, IL, 60616
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

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)

from
$65
per night
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7.
Dog lover here for your pooch!Loop, Chicago, IL, 60605
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I've never met someone that cares about dogs - and loves taking care of them - more than Brad! Brad grew up with dogs and has cared for his own dog, Arya, for o… (more)

from
$40
per night
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Dog walker with flexible schedule!Near West Side, Chicago, IL, 60607
House Sitting, Drop-In Visits, Dog Walking

Alexandra would be very well-suited as a dog sitter. She is great with animals and has many years of experience taking great care of her family’s dog, Luna. She… (more)

from
$30
per night
Your Dog will be Treated as Family!Loop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking

Josh is a very very nice person. He was so attentive to our dog during his house sitting job with us. Kept in touch, followed what we asked, and reached out whe… (more)

from
$50
per night
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10.
Pilsen Dog Walker/Cat Sitter!Lower West Side, Chicago, IL, 60608
Dog Boarding, House Sitting

Anthony was so sweet, communicative and caring while watching our senior pup. He sent many pictures and videos which really helped to put us at ease while being… (more)

from
$45
per night
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11.
Looking to help you!Bridgeport, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

Lily is super dependable, easy to communicate with, very quick to respond - highly recommend Lily for any of your PUP needs you may have! (more)

from
$40
per night
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12.
Animal lover!Loop, Chicago, IL, 60607
House Sitting, Drop-In Visits, Dog Walking

Peyton was everything that you could ask for in a dog sitter. She was extremely responsive and took excellent care of our doggo. I'd absolutely recommend her an… (more)

from
$35
per night
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13.
Welcome to Pet B&BLoop, Chicago, IL, 60607
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: If you are looking for someone to watch your pet, I’m sure you could find that on here, but if you are looking for someone who will care for your pet… (more)

from
$60
per night
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14.
Treat dogs like the babies they areLoop, Chicago, IL, 60601
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Jillian saved my Holiday and when I arrived home, it was clean and my pups were PERFECT!! Two days before my trip to FL, I was out a dog sitter and Jillian answ… (more)

from
$55
per night
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15.
Trustworthy, respectful, and fun!Near South Side, Chicago, IL, 60616
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Nikki was fantastic! Our dog was very well cared for and we came home to a house cleaner than we left it! Highly recommend and would definitely work with Nikki … (more)

from
$40
per night
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16.
Trustworthy & energetic caretakerLoop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I just graduated college with my masters in accounting and recently moved to Chicago! I have the summer off to study for my CPA exam and am looking f… (more)

from
$50
per night
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Caroline - DogsittingNear South Side, Chicago, IL, 60616
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Caroline was a great house sitter for our two energetic, younger dogs. Based on the pictures she sent me, the dogs were obviously crazy about her. She kept our … (more)

from
$35
per night
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18.
Vet tech caring for pets at homeLoop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking

Nyambi is wonderful with animals! Not only does she have a passion for dogs and cats, she brings an extra level of care and fun for each individual animal. Sh… (more)

from
$30
per night
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19.
Kj 
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Let's take a walk in the South LoopNear South Side, Chicago, IL, 60616
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Our dog Grizz is somewhat intimating - he’s big, black and has a ferocious bark - yet Katie was able to connect with him. He loves and listens to her. He also l… (more)

from
$50
per night
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Trustworthy & CaringNear South Side, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking

Drew is amazing! She is so flexible not only with pets but with your timeline. She communicates clearly and frequently. Our dog had a mishap and she thought qui… (more)

from
$30
per night

Rover also offers House Sitting in:


The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.

Want to learn more? Check out reviews from pet owners who have used Rover.