Pet Sitting & Drop Ins in Armour Square, Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

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Allison R.
Last minute care at your service!South Lawndale, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Amazing and kind. Good with all types of animals and was able to help under a short timeframe. I’m very grateful to have Allison’s help! (more)

from
$17
per visit
Brittany K.
Happy pup happy life!Douglas, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

Brittany is the definition of a dog mom! She loves her dog Bailey like a child and spoils him as one as well. When she takes care of other dogs she treats the j… (more)

from
$20
per visit
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Autumn F.
3.
Gentle, Engaging, and Hard to FazeNear West Side, Chicago, IL, 60607
Drop-In Visits, Dog Walking

autumn was professional, punctual and all around showed great attention and patience with beare. i loved the update she gave and appreciate her flexibility and … (more)

from
$20
per visit
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Edyta D.
4.
Nurse loves dogsNear South Side, Chicago, IL, 60616
Drop-In Visits, Dog Walking

I would highly recommend Edyta as a member of the Rover team. Edyta and I used to work together as nurses and I can speak to her caring manor. Edyta is also v… (more)

from
$16
per visit
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Monica & Calvin M.
Your fur baby's new best friends!Lower West Side, Chicago, IL, 60608
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I can’t thank you both enough for being such amazing cat sitters!! Monica and Calvin are extremely reliable, responsive, and they always send great pictures! Th… (more)

from
$20
per visit
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6.
Raised on a farm and LOVE animals!Loop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking

Cora stopped in to check in and take care of my cat while I was out of town for the weekend. She was friendly and prompt in her messages and was able to get my … (more)

from
$16
per visit
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7.
Amazing Animal CaregiverLoop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking

Emma is a very close friend of mine and she is a great pet owner! She has watched my dog and cats before and I’ve always been more than satisfied with her servi… (more)

from
$30
per visit
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8.
Flexible schedule, adore dogs!Lower West Side, Chicago, IL, 60608
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

There are only a handful of people out there that I wholeheartedly trust with my pup - and Angie is one of them. She and I trade off with another friend of our… (more)

from
$18
per visit
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I'll run with your dog!Loop, Chicago, IL, 60605
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

She is great! very dedicated, My dog loves her, I recommend Andrea a 100 % she is very responsible and fun. very honest, a happy person. (more)

from
$25
per visit
10.
I treat your pet like my ownNear West Side, Chicago, IL, 60607
House Sitting, Drop-In Visits, Dog Walking

Michael is wonderful! He is trustworthy and easygoing and adapts easily to many situations - which is crucial when dealing with pets, I think. He took great ca… (more)

from
$20
per visit
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11.
Your 1st kitty/doggy visit FREE ✔Armour Square, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

This was my first time using Rover for my 8 week puppy and it went great. Annie kept in contact the entire time so I knew Penny was in good hands. It definitely… (more)

from
$25
per visit
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12.
Trustworthy and always punctualNear South Side, Chicago, IL, 60616
Drop-In Visits, Dog Walking

I’ve known Laís for almost a year now and since I met her she showed me nothing but love for animals and nature. She’s a wonderful girl with a bright spirit and… (more)

from
$17
per visit
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13.
Loves all animalsBridgeport, chicago, IL, 60609
House Sitting, Drop-In Visits

Crystal was great!!! Very flexible schedule-wise. She sent updates and pictures of my furballs. Crystal left my place spotless, very tidy, and took very good ca… (more)

from
$20
per visit
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Active, animal-loving grad studentLower West Side, Chicago, IL, 60608
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Catherine is a natural animal lover who has shown love and kindness to her own rescue dog and to those of her friends and family. She is trustworthy, responsibl… (more)

from
$15
per visit
Confirmed availability: Memorial day
15.
Zoe 
Verified Enhanced Background Check
Hello. My name is Zoe Kinser.Armour Square, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

It was my first time using Rover & Zoe was a sweetheart. Communication is key for me in situations like this, being away from home and having animals at home. Z… (more)

from
$16
per visit
16.
Ready to adapt to your dog's needsDouglas, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

Becca is incredibly mindful and considerate whenever taking care of animals, especially dogs. She's always the first one to volunteer for dog-sitting for her fr… (more)

from
$25
per visit
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17.
Outgoing dog caretakerLower West Side, Chicago, IL, 60608
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hello, my name is Anthony! I have owned dogs all my life, and for the first time, I am living on my own without a dog. I now live away from my family… (more)

from
$18
per visit
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Our sweet dog loves friends!Near South Side, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

Caroline has a small dog of her own that she takes wonderful care of! I have also left my own boston terrier with Caroline on many occasions, and she has taken … (more)

from
$20
per visit
19.
Experience with multiple sized dogsBridgeport, Chicago, IL, 60616
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Emliy was Awesome! She did such a great job taking care of our 3 cats! We got updates with pictures everyday while we were gone. She took the time to learn e… (more)

from
$15
per visit
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20.
I love playing & caring for animalsBridgeport, Chicago, IL, 60616
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hey, I’m Rachel and I’ve owned pets my whole life. I have one dog of my own at my family home and a cat that I’ve had almost my entire life (16 and s… (more)

from
$17
per visit

Rover also offers Pet Sitting & Drop Ins in:

Pet parents in Armour Square, Chicago, IL love dog sitters on Rover.com. 7,915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Armour Square 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 pet sitters in Armour Square, Chicago, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). 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 Armour Square pet sitters and avoid the kennel.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Armour Square, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including: