Pet Sitting & Drop Ins in South Shore, 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

Confirmed availability: Easter Weekend
Sitter Profile Image: Coretta S.
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Sitter Profile Image: Coretta S.
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1.

Coretta S.

Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
0.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
15 repeat clients
from
$17
per visit

Coretta was so caring and consistent in her care for our Gemma. She went out of her way to communicate with us and send lots of pictures and updates while we were away. I am very grateful to have had her help kindness, and hope to work with her again soon!

Confirmed availability: Easter Weekend
Sitter Profile Image: Emily L.
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Sitter Profile Image: Emily L.
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2.

Emily L.

Love all pets 🫶
Hyde Park, Chicago, IL, 60637
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$20
per visit

Very professional and on-time. Quick response time and great with cats.

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Sitter Profile Image: Stephanie J.
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Sitter Profile Image: Stephanie J.
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3.

Stephanie J.

They are special like we are!
South Shore, Chicago, IL, 60649
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
30 years of experience
from
$17
per visit

About: I have done volunteer work from Anti-Cruelty. I had to feed and walk the dogs. It was a great experience! I communicate well with pets. It fits very well. I plan to start part-time then go into full-time or whatever schedule is available first. Full or Part-time, based on availability. I make sure they are fed, walked, have exercise and activities, based on the breed and age of the pet. I will build connections also

Confirmed availability: Easter Weekend
Sitter Profile Image: Alma G.
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Sitter Profile Image: Alma G.
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4.

Alma G.

Caring, loving and responsible!
Chicago, IL, 60615
2.9 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$17
per visit

About: My friends, family and neighbors have all counted on me to look after their pets since I was 15 years old. I grew up volunteering in dog shelters and caring for my own pet growing up. I treat all pets as if they were my own! I work full time at a fitness center, but my hours are flexible and I have Fridays and Saturdays off. I typically work later in the mornings and get off in the evenings, but I am able to adjust hours accordingly. I have a cozy apartment with a huge park and dog park 3 minutes away. I make my space work for them and really spend time with them outside and playing as much as they need. My neighborhood is great for those much needed walks!

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Sitter Profile Image: Abraham H.
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Sitter Profile Image: Abraham H.
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5.

Abraham H.

Animal lover, experienced caregiver
Hyde Park, Chicago, IL, 60615
2.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$30
per visit

Abraham is an amazing caregiver and is a huge animal lover. He’s walked both of my dogs multiple times and they always come back exercises and happy. He has also sat for me and the pets love him. He is truly the best!

Confirmed availability: Easter Weekend
Sitter Profile Image: Leah C.
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Sitter Profile Image: Leah C.
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6.

Leah C.

Grad Student & Animal Lover
Hyde Park, Chicago, IL, 60637
2.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$20
per visit

Leah was great! She was showed up for feedings exactly when we requested, and her updates and photos let us know that our fur babies were cared for with attention and love! We were able to relax and enjoy our time away knowing they were in great hands.

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Sitter Profile Image: Wade S.
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Sitter Profile Image: Wade S.
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7.

Wade S.

The Dog Whisperer 🐾
South Shore, Chicago, IL, 60649
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$25
per visit

Wade is reliable. He’s always on time and goes above and beyond for my Bear. We love him. He knows a lot about different dog breeds too and gives great tips for training. I’m definitely booking him.

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Sitter Profile Image: Nycol H.
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Sitter Profile Image: Nycol H.
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8.

Nycol H.

Hi, I’m Nycol!
Hyde Park, Chicago, IL, 60615
3.0 mi. away
House Sitting, Drop-In Visits
1 review
from
$20
per visit

Nycol is incredibly responsible and caring towards both animals and humans! Nycol has watched over our dear Sadie and Bernie for the last 2 years and she is still the only one we trust to watch them! I’m immensely grateful for Nycol and the bond she shares with our loving fur babies.

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Sitter Profile Image: Mikayla V.
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Sitter Profile Image: Mikayla V.
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9.

Mikayla V.

Fur Baby Aficionado!
Chicago, IL, 60637
2.5 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
24 reviews
9 repeat clients
from
$30
per visit

Mikayla is amazing! She came to visit my cat twice a day. Even if Sox was hiding in my room, Mikayla would send a picture of my apartment to show me everything was okay! Can’t wait to use her again!

Confirmed availability: Easter Weekend
Sitter Profile Image: Jalen C.
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Sitter Profile Image: Jalen C.
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10.

Jalen C.

Your best friend new bestie
Chicago, IL, 60617
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
7 years of experience
from
$16
per visit

About: I have a genuine love for pets and animals in general. I’ve been taken care of my dogs since I was 11 as well as feeding and taking care of stray cats in my area. I’m currently working full time 4 days out of the week but available Tuesday thru Thursday anytime before 7pm. So i can play and take of your beloved’s while you are away I will love your furry companion and treat them with the same respect and kindness as if they were mine own. I will feed them, walk them, and if necessary give them any medication if needed. I will abide by your house rules and respect your belongings. My goal is to be the only pet sitter that you’ll ever need.

Confirmed availability: Easter Weekend
Sitter Profile Image: Jen C.
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Sitter Profile Image: Jen C.
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11.

Jen C.

Rover 101
Experience + Tons of Love Each Time
South Shore, CHICAGO, IL, 60649
0.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$12
per visit

Jen really helped us out with a last minute booking to watch our pups. She was very flexible and made it easy to coordinate a meet & greet and hand off keys. Our two labs took to her immediately and she was very communicative with updates and details on her visit. We definitely felt like our girls were in good hands. We will certainly book her again!

Confirmed availability: Easter Weekend
Sitter Profile Image: Carmen P.
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Sitter Profile Image: Carmen P.
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12.

Carmen P.

A dog-less dog lover
Woodlawn, Chicago, IL, 60637
2.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$30
per visit

Carmen was amazing to work with! Great communication and great with the cats.

Confirmed availability: Easter Weekend
Sitter Profile Image: Jumie T.
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Sitter Profile Image: Jumie T.
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13.

Jumie T.

Dogs love me!
Chicago, IL, 60649
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$20
per visit

About: I am an artist and former dog owner with experience working as a private dog sitter since high school. I love pets immensely, and am so excited to meet yours! Every dog I get to greet is a gift, and I treat them as such. Through my own experience as a dog owner, and diverse experience with other dogs, I have learned a lot that I get to bring to these new situations. I know how vital calmness can be, and keep myself patient. I know every dog is different, so please share everything you can about your animal and all their quirks! Getting to interact with animals is so much fun and so fulfilling, I wish to spend more of my time doing it when I can. I currently work from home, so my schedule is incredibly flexible! I'm available for walks throughout the week and can stay with your fur baby as need be. I like to keep the care of your pet as close as possible to their normal routine, so please keep that information clearly written out if possible, or we can talk through it together.

Sitter Profile Image: Jack R.
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Sitter Profile Image: Jack R.
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14.

Jack R.

dog walker and sitter
Woodlawn, Chicago, IL, 60637
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$17
per visit

Jack has taken the best care of my pug, Louis! He treats Louis with as much love and attention as I do and I can rest totally reassured that Louis is in the best hands when he’s with Jack. Jack also goes above and beyond, making sure that Louis runs around and gets plenty of exercise. He’s always super happy and worn out after hanging out with Jack :) As much as I’d love to think Louis is special, I’ve seen Jack extend that same special treatment to all the animals I’ve seen him care for. Any pet would be lucky to have Jack look after them - I can’t recommend him strongly enough!

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Sitter Profile Image: Maya M.
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Sitter Profile Image: Maya M.
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15.

Maya M.

We’re a big family over here
Chicago, IL, 60617
1.9 mi. away
Drop-In Visits, Dog Walking
5 years of experience
from
$22
per visit

About: I have worked with both house, animals and farm animals throughout my life. I have always loved animals and helping people take care of animals when they don’t have the time My schedule is wide-open to help anytime anyone needs me. I am taking some time off before starting school in the spring so I am available seven days a week. I take care of my pets always making sure they have their medication and making sure they eat. I give them baths when needed and take them to the vet when it is needed.

Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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16.

Shakira C.

RoverGO
Rover 101
Your Pup is My Pup
South Shore, Chicago, IL, 60649
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
7 repeat clients
from
$30
per visit

So professional and kind! Great communication!

Confirmed availability: Easter Weekend
Sitter Profile Image: Tonisa J.
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Sitter Profile Image: Tonisa J.
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17.

Tonisa J.

Rover 101
Your pups second home....
Calumet Heights, chicago, IL, 60617
1.9 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
68 reviews
30 repeat clients
from
$13
per visit

Thank you Tonisa you did an excellent job greatly appreciated thank you again so much ??

Sitter Profile Image: Topeka P.
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Sitter Profile Image: Topeka P.
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18.

Topeka P.

Fun&Active day(s)with your dog(s)!
South Shore, Chicago, IL, 60619
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$19
per visit

About: I'll provide exceptional care for your fur babies. Your fur babies will feel right at home when I'm caring for them. I'll treat them with the love and care that they deserve. I've had about a year of experience academically working with animals specifically dogs and cats in Florida. There In the Vet academy at my institution in Florida, we were taught various subjects from properly caring for animals to the internal properties of each kind of animal. That and among so much other things we've went over in regards to the animal anatomy. Also My availability is pretty much open so I'm free to spend some FUN time with your lovely pets! I so look forward to caring for your awesome pets soon n

Sitter Profile Image: Jessica S.
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Sitter Profile Image: Jessica S.
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19.

Jessica S.

Passionate Pet Care Pro
Chicago, IL, 60649
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$20
per visit

Jessica is simply the best when it comes to pet care! She's like a second mom to our furry family members. Always reliable and caring, Jessica goes out of her way to make sure our pets are happy and healthy. We couldn't ask for a better caregiver! Thanks, Jessica, for all you do!

Confirmed availability: Easter Weekend
Sitter Profile Image: Fernilla S.
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Sitter Profile Image: Fernilla S.
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20.

Fernilla S.

MD student w 16 years of experience
South Shore, Chicago, IL, 60130
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$30
per visit

Fernilla did an exceptional job taking care of my bearded dragon! She was responsible and super communicative, always checking in and sending me pictures. She really went above and beyond to make sure my baby was healthy and happy. I could tell she really cares about animals and it was awesome seeing someone so excited to take care of my exotic pet. If I ever need a sitter I will most definitely reach out to her again :)

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in South Shore:

When it comes to pet sitting, dog owners in South Shore, Chicago, IL love Rover.com. Over 7915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. The cost of pet sitting in South Shore may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting 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 South Shore 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 South Shore, 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 South Shore 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 South Shore, 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:

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