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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

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Angel D.
1.
No ruff times, making a pet friend.Near South Side, Chicago, IL, 60605
Dog Boarding, Drop-In Visits, Dog Walking

Angel was amazing! She took good care of my babies, always sent updates, and tidied up the litter box space! Will definitely be asking for her to take care of t… (more)

from
$17
per visit
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Stephanie O.
Experienced vet assistant & fosterLower West Side, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Stephanie was so great and Azul loved her! I really appreciated how she communicated with me throughout her drop in visit with Azul and made sure I knew he was … (more)

from
$20
per visit
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Julianne F.
Nurturing Care Giver & Animal LoverLower West Side, CHICAGO, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

Julianne is AMAZING! Both of our kitties loved her, and she even got our most shy and skittish cat to come out and play a little bit. She’s extremely communicat… (more)

from
$25
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

Monica and Calvin are absolutely amazing. They both looked after my two shy and skittish cats with so care! I really appreciated all the detailed updates and pi… (more)

from
$20
per visit
Jason C.
5.
Friendly dog walker from the UKLoop, Chicago, IL, 60605
Drop-In Visits, Dog Walking

Jason was absolutely awesome with checking in on my cat Mango! He’s so friendly, sent lots of pictures, and made sure she was eating and doing alright! Cannot r… (more)

from
$15
per visit
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Animal Lover and CaretakerNear West Side, Chicago, IL, 60607
House Sitting, Drop-In Visits, Dog Walking
10 years of experience

About: For as long as I can remember pets were a mainstay in my house growing up. From dogs and cats, to birds, fish, hamsters, and guinea pigs, my upbringi… (more)

from
$30
per visit
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7.
Dog and cat loverLoop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking

Connor is the best dog sitter I've ever had! I'm so grateful for her help. Not only did my dog absolutely love her but she gave her plenty of exercise and even … (more)

from
$16
per visit
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8.
addictive dog lover with open armsDouglas, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking
2 years of experience

About: Although I changed my career goal from being a veterinarian to a food journalist because of my love for food, dogs continue to be my FIRST LOVE! … (more)

from
$20
per visit
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9.
I’m a fun and loving animal carer!Loop, Chicago, IL, 60605
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Alexa is a super awesome dog sitter. She is responsible, reliable and clearly loves animals. Your pets will leave her care healthy and happy!! Definitely recom… (more)

from
$20
per visit
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10.
All you need under one woof :)Lower West Side, Chicago, IL, 60622
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Vivian was amazing with my fur baby Paloma! She took great care of her and fed her favorite treats. Paloma was in great hands. Highly recommend! (more)

from
$25
per visit
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11.
Love long walks on the beach...Near South Side, Chicago, IL, 60606
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have lived in Chicago for 3 years and looking to meet some new k-9 companions. I grew up with huskies and have always enjoyed the adventure and hap… (more)

from
$25
per visit
Animal Science Student @ UIUCBridgeport, Chicago, IL, 60608
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Chase was awesome, super responsive, professional, and took great care of our cats while we were away. I would highly recommend Chase to anyone looking for pet … (more)

from
$30
per visit
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13.
Enthusiastic CaretakerDouglas, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

About: I've taken care of dogs of every kind since I was 6. My parents and family have always had dogs so I have a great affinity towards dogs. I love the c… (more)

from
$20
per visit
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14.
Reliable, trustworthy & loving!Bridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Sarai I just wanted to let you know that Bowser appreciates your attention and kindness, and I wanted to thank you again for your continued support with him. (more)

from
$35
per visit
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15.
Reliable routine Queen for your petBridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Thank you Erin. Winston and I appreciate you. All the best. Will reach out again. (more)

from
$15
per visit
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16.
Caring for others is my passion.Bridgeport, Chicago, IL, 60608
Drop-In Visits, Dog Walking

Netiya is friendly, knowledgeable about pet care, and great at communicating. I highly recommend Netiya if you unexpectedly have to go out of town like I did! (more)

from
$20
per visit
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17.
Loving MamabearBridgeport, Chicago, IL, 60616
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

My name is Judith and Marissa would be a perfect employee for Rover. She is knowledgeable, responsible, loving and patient with my (2) Shih-Tzu's that she walks… (more)

from
$20
per visit
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18.
Caring & Friendly Pet Lover!Lower West Side, Chicago, IL, 60616
Drop-In Visits, Dog Walking

Sarah was amazing! She was able to confirm a last minute drop-in weekend for us. She made sure to keep us updated with pictures & messages about our cat! Defini… (more)

from
$20
per visit
19.
A dog lover wanting to help!Bridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
2 years of experience

About: I’ve had a dog since I was 10! June 2021 was when I got a young pitbull that I had to raise myself so I am experienced with younger dogs as well. I’… (more)

from
$22
per visit
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20.
Your 1st kitty/doggy visit FREE ✔Armour Square, Chicago, IL, 60616
House Sitting, Drop-In Visits

When my cat was diagnosed with an upper respiratory infection a few days before I was scheduled to be out of town, I was panicking about what I was going to do.… (more)

from
$30
per visit

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: