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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Confirmed availability: 4th of July
Marielys O.
Can't wait to meet your furry baby!South Chicago, Chicago, IL, 60617
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi. I'm about to be 21 years old in July. I'm very respectful and responsible. I will respond to you quickly and keep you updated as much as you need… (more)

from
$16
per visit
Confirmed availability: 4th of July
Susan C.
2.
You're Dog is My Dog!Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

There are three views of dogs: one acknowledges they exist, the second tolerates them and the third adores them. Susan is in a category all by herself! She kno… (more)

from
$18
per visit
Confirmed availability: 4th of July
Treonna F.
Treats, toys and hugs.Woodlawn, Chicago, IL, 60637
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I’ve known Treonna for 6 plus years and for as long as I’ve known her she has always been in love with animals. I’ve watched her take care of dogs who were in a… (more)

from
$15
per visit
Calendar Recently Updated
Roxy P.
4.
Dogs are a humans bestfriend.Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Roxy was responsive, arrived as scheduled, and checked on our pets as requested. I also appreciate Roxy bringing in our mail packages that were left at the door… (more)

from
$20
per visit
Confirmed availability: 4th of July
Danielle Y.
All-Day Care for Your DoggoWoodlawn, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I've known Danielle for three years, and I've witnessed her love for dogs firsthand! She is an energetic and exceptionally responsible canine companion. Daniell… (more)

from
$15
per visit
Calendar Recently Updated
6.
Your pups second home....Calumet Heights, chicago, IL, 60617
Dog Boarding, Drop-In Visits

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

from
$13
per visit
Confirmed availability: 4th of July
Peaches The Pet LoverGrand Crossing, Chicago, IL, 60619
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I Have Two Beautiful Babies Mocha + Midnight Both Pit Breeds But Lovely Individuals They Are Great With Other Pets + People We Have A Park Two Bl… (more)

from
$25
per visit
Vaccinated animal lover. :)Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits

Masheika was wonderful! She communicated great and took care of our cat for over two weeks in our home. We got pictures everyday too! We forgot to cover our cou… (more)

from
$25
per visit
friendly pet care & trainingHyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

Shaley is the perfect candidate to be a dog sitter because she is reliable, trustworthy, hard working, and loves dogs. She has many years of personal experience… (more)

from
$19
per visit
Calendar Recently Updated
10.
Flexible schedule, big fenced yard!Hyde Park, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Maeve was great! Very nice and easy going. You can tell she enjoys animals. Luna love her upon meeting her and her communication was great with photos and video… (more)

from
$20
per visit
Summer Time Chi Pet Sitting CoupleSouth Shore, Chicago, IL, 60649
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Jaylon and Ashley both grew up with family dogs. They learned early on the amount of patience and love it takes to really care for animals. They are great at wa… (more)

from
$25
per visit
Calendar Recently Updated
Animal lover active animal activistSouth Shore, Chicago, IL, 60649
Dog Boarding, Drop-In Visits, Doggy Day Care

About: Absolutely adore dogs! They are Sentient beings that are intuitive, innately kind & intelligent. I’ve been an active member of PETA & the Humane Soci… (more)

from
$60
per visit
Calendar Recently Updated
13.
We walk the walk, and bark the barkWoodlawn, Chicago, IL, 60637
Drop-In Visits, Dog Walking

Dejah really showed great concern and care for my sweet dog Bailey and was very descriptive when asked how her behavior was while I was away.my dog really loved… (more)

from
$25
per visit
14.
Animal LoverHyde Park, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Allyssa was great with my cats while I was away for the last week. She spent time with them, making sure they had quality timeworn someone, as well as having en… (more)

from
$20
per visit
15.
I’ll run with your dog. Home FTSouth Shore, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I love caring for pets so I figure what better way to express that than by putting my skills to use through this app. I’m here to make your day less … (more)

from
$23
per visit
Calendar Recently Updated
16.
Pet Walker/Sitter from JP HighlandsSouth Shore, Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking

About: Hello, my name is Reyna and I am looking to earn some extra money this summer. I live in the Highlands and have reliable transportation to work in ot… (more)

from
$25
per visit
Calendar Recently Updated
17.
Love is a four-legged word!South Shore, Chicago, IL, 60649
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Iyanna is the best pet sitter I’ve ever had she has never had any problems with my pet nor any problems with me she is one of the top 10 in Chicago I bet you th… (more)

from
$19
per visit
Calendar Recently Updated
18.
Animal lover with a heart of gold!South Shore, Chicago, IL, 60649
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Hey my name is Doug me and my wife have two dogs while walking in dog park on lakeshore drive we all met Valerie playing with her two beautiful dogs her dogs ap… (more)

from
$30
per visit
Confirmed availability: 4th of July
19.
Pet lover and groomerSouth Shore, Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking

I’ve personally known Moynaie for a few years now! Whenever I see her she’s always with an animal! True pet lover. From cats to dogs even snakes and ferrets she… (more)

from
$16
per visit
20.
I treat all pets as humansSouth Shore, Chicago, IL, 60649
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Well, I have a dog myself that I love dearly. She a pit bull mix and I have trained her very well at the age of 2 and she is great with tricks and ot… (more)

from
$20
per visit

Rover also offers Pet Sitting & Drop Ins in:

When it comes to pet sitting, dog owners in South Shore, Chicago, IL love Rover.com. Over 7,915 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: