Pet Sitting & Drop Ins In Near North Side Chicago

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Payton R.
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Sitter Profile Image: Payton R.
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1.

Payton R.

Available for all your pet needs!
Chicago, IL, 60610
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
1 repeat client
from
$18
per visit

Very communicative and flexible; thanks Payton!

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Sitter Profile Image: Kyla H.
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Sitter Profile Image: Kyla H.
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2.

Kyla H.

Miss having pets in my home, share?
Chicago, IL, 60610
Drop-In Visits, Dog Walking
5.0
65 reviews
22 repeat clients
from
$20
per visit

Kyla was very responsive and followed instructions great. She also sent pictures when visiting my cat and they clearly got along great. Thanks Kyla!

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Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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3.

Sarah J.

Animal lover that works from home!
Chicago, IL, 60642
House Sitting, Drop-In Visits, Dog Walking
5.0
20 reviews
4 repeat clients
from
$22
per visit

Sarah checked in on my cat Jackie and provided detailed updates and lots of pictures!! Super helpful when I’m out of town and missing my girl! Will book again?

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Sitter Profile Image: Madison L.
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Sitter Profile Image: Madison L.
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4.

Madison L.

Animal-Loving Med Student
Near North Side, Chicago, IL, 60611
House Sitting, Drop-In Visits, Dog Walking
5.0
44 reviews
14 repeat clients
from
$25
per visit

Madison was fantastic! She was so responsive and easy to schedule. She took very good care of my cat, Pepper! Pepper really warmed up to her despite Pepper being a new rescue. I highly recommend Madison, and I can’t wait to work with her again.

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Sitter Profile Image: Michelle D.
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Sitter Profile Image: Michelle D.
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5.

Michelle D.

Dog lover w/o a dog to give love to
Chicago, IL, 60601
Drop-In Visits, Dog Walking
5.0
6 reviews
1 repeat client
from
$17
per visit

Michelle was great!!!

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Sitter Profile Image: Aniya E.
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Sitter Profile Image: Aniya E.
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6.

Aniya E.

Giving your pup love they deserve!
Chicago, IL, 60654
Drop-In Visits, Dog Walking
5.0
7 reviews
2 repeat clients
from
$15
per visit

OMG we love Aniya!!! Gave her undivided attention to our rambunctious 4 month old puppy who is quite the handful. Aniya currently does 1 hour drop in visits twice a week for us and she is kind and dependable. Elvis, our pup.. really took well to her and we look forward to continuing to work with her! THANK YOU ANIYA!

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Sitter Profile Image: Ciera B.
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Sitter Profile Image: Ciera B.
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7.

Ciera B.

1 year of experience/ vet tech
Chicago, IL, 60661
House Sitting, Drop-In Visits, Dog Walking
4.5
23 reviews
11 repeat clients
from
$14
per visit

Ciera was an absolute superstar. Clearly well experienced with all animals, and not a single hiccup. Our pup even had a pee accident before she got there and Ciera was nice enough to clean it up for us. Not necessary but SOOOO appreciated. Thank you so much, Ciera! We will definitely be asking for your services again soon

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Sitter Profile Image: Emme J.
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Sitter Profile Image: Emme J.
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8.

Emme J.

Drop In Pet Visits for Dogs & Cats!
Near West Side, Chicago, IL, 60606
Drop-In Visits
5.0
9 reviews
3 repeat clients
from
$25
per visit

Emme was fantastic! My cat Joey is very shy but Emme was patient and kind, detailing every visit very well with how he was eating and behaving. I would 100% have her watch Joey again! Any pet is lucky to be in her care.

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Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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9.

Megan M.

Kitty care brought to you ✨
Near North Side, Chicago, IL, 60610
Drop-In Visits
5.0
21 reviews
8 repeat clients
from
$20
per visit

Megan was great! Our cat is very shy and we can tell that he really opened up with Megan which made us feel so much better about leaving him. She was reliable and communicated with us throughout our time away. Highly recommend her!

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Sitter Profile Image: Olivia C.
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Sitter Profile Image: Olivia C.
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10.

Olivia C.

Major animal lover
Near North Side, Chicago, IL, 60611
Drop-In Visits, Dog Walking
3 reviews
from
$16
per visit

Olivia is fabulous with dogs! She is punctual, responsible, and attentive to pets’ needs as well as super outgoing and friendly! I would highly recommend her for all your pet service needs!

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Sitter Profile Image: Teresa C.
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Sitter Profile Image: Teresa C.
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11.

Teresa C.

Dog Lover with time / love to give
Near North Side, Chicago, IL, 60654
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
from
$17
per visit

Teresa is an excellent caregiver to help with your dog! Teresa dogsat for me several times and took excellent care of my pups for me. She is really passionate about dogs and will take care of yours like they are her own. She will probably also take some super cute pics of your pup for you. I highly recommend!

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Sitter Profile Image: Maggie K.
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Sitter Profile Image: Maggie K.
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12.

Maggie K.

Experienced Pet Lover of All Kinds
Chicago, IL, 60610
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$20
per visit

Maggie was previously our neighbor and has watched our pets on several occasions! She leaves the house better than we left it when house sitting and our pups are always happy when she comes over.

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Sitter Profile Image: Lily T.
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Sitter Profile Image: Lily T.
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13.

Lily T.

I like to walk n’ roll!
Chicago, IL, 60610
Drop-In Visits, Dog Walking
2 reviews
from
$18
per visit

Lily is a tremendously caring individual to all animals in all shapes and sizes. She has personally watched my dog, Jerry, countless times and I have the utmost faith and trust in her to watch him. I don't think I could trust anyone more than I trust Lily to watch my dog! She would be a great person to watch your pet.

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Sitter Profile Image: Rachel S.
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Sitter Profile Image: Rachel S.
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14.

Rachel S.

Animal lover working from home!
Near North Side, Chicago, IL, 60610
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
9 reviews
1 repeat client
from
$20
per visit

Rachel is amazing! She was timely, thorough and communicative. Highly recommend!

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Sitter Profile Image: Rachel Z.
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Sitter Profile Image: Rachel Z.
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15.

Rachel Z.

I have always been an animal lover
Near North Side, Chicago, IL, 60611
Drop-In Visits, Dog Walking
1 review
from
$17
per visit

Rachel is great with pets and loves dogs. Our dog loves her. She enjoys taking him for walks, going to the dog park and just hanging out with him. And she’s very responsible with him.

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Sitter Profile Image: Taylor M.
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Sitter Profile Image: Taylor M.
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16.

Taylor M.

Lover of all animals!
Near North Side, Chicago, IL, 60610
Drop-In Visits, Dog Walking
2 reviews
from
$30
per visit

You couldn’t have anyone more caring and loving to Your pets than Taylor. I had an older dog and she absolutely prolonged my dogs life. I will always Be grateful to her. Jo H

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Sitter Profile Image: Erin H.
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Sitter Profile Image: Erin H.
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17.

Erin H.

Looking to make your dog happy!
Chicago, IL, 60610
Drop-In Visits, Dog Walking
1 review
from
$25
per visit

Erin is one of the most responsible and caring people I know! She has grown up with dogs her whole life and has all the right attributes to look after your furry friends. I am happy to speak to whoever is interested in Erin’s services as a reference.

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Sitter Profile Image: Isaiah C.
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Sitter Profile Image: Isaiah C.
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18.

Isaiah C.

A faithful pet sitter for all kind.
Chicago, IL, 60610
House Sitting, Drop-In Visits
2 reviews
from
$17
per visit

Isaiah is a great worker with a great attitude. Isaiah is the kind of worker who shows up for the difficult jobs when others do not want to perform or be responsible. There are two words that sum up Isaiah's work character which are trustworthy and responsible.

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Sitter Profile Image: Irina D.
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Sitter Profile Image: Irina D.
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19.

Irina D.

Pups rule the world!
Chicago, IL, 60610
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
from
$25
per visit

Irina is the best mom for Sushi since he’s been a little puppy. She takes care of his every need and is very careful to accomodate the fact that he has anxiety when close to little children or strangers. She knows when to give him the space he needs or when to remove him from a stressful situation. She always checks him for after walks and or for any changes in behaviour or mood. She loves all dogs (and cats) and will surely cater to the needs of your pup as if it was her own puppy.

Sitter Profile Image: Jazmin R.
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Sitter Profile Image: Jazmin R.
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20.

Jazmin R.

Ready to love & care for your pet!
Chicago, IL, 60610
Drop-In Visits, Dog Walking
1 review
from
$25
per visit

Jazmin has taken are of my two fur babies on multiple occasions. Naomi and Kitty love spending time with Jazmin. She makes sure they play and eat according to their schedule. Jazmin is nice and friendly and loves to cuddle with Naomi and Kitty. She is the best pet caregiver!

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Dog lovers in Near North Side, Chicago, IL love pet sitters on Rover.com. Over 521 pet owners have reviewed pet sitters on Rover in Near North Side, Chicago, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Chicago can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

Rover.com is the simple, savvy way to find and book Near North Side, Chicago drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Near North Side, Chicago . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Near North Side, Chicago, 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:

Drop-In Visits