Pet Sitting & Drop Ins In South 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

Calendar Recently Updated
Laura P.
1.
They will be safe and feel loved!!!Washington Heights, CHICAGO, IL, 60643
Drop-In Visits, Dog Walking

So glad I don’t have to worry about Rizzo because Laura has it under control. (more)

from
$50
per visit
Calendar Recently Updated
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

Susan is incredibly great! She accommodated my needs for Phoenix, and honestly, she’s so kind and generous. She’s even bought Phoenix a toy. Phoenix is just a p… (more)

from
$20
per visit
Calendar Recently Updated
Ashley P.
3.
Everything you need under one Woof!East Side, Chicago, IL, 60617
Drop-In Visits, Dog Walking

So glad I found Ashley! She has been great with my puppy. She is always on time and is very communicative during the visits. (more)

from
$16
per visit
Calendar Recently Updated
Barbara S.
Takes a village to raise a fur babySouth Shore, Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking

Barbara has been in my life since 2018. She is professional, easy to talk to and very polite. We met at our college's student government association and she ha… (more)

from
$17
per visit
Calendar Recently Updated
Sarah B.
5.
Caring and experienced dog loverKenwood, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

So responsive and followed all instructions perfectly . Was so kind and trusted her with my dog (more)

from
$20
per visit
Confirmed availability: Memorial Day
6.
No job is to big no pup is to smallSouth Chicago, Chicago, IL, 60617
House Sitting, Drop-In Visits, Dog Walking

Ronald is a life saver!!! I had to fly to NJ with one day notice and I got on rover to find someone to watch my baby boy Seven. Everyone was booked or didn’t re… (more)

from
$17
per visit
Confirmed availability: Memorial Day
7.
Animal Lover with Open AvailabilityEast Side, Chicago, IL, 60617
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Jianna has taken care of my 2 yorkies, which are related to hers, and has always been extremely loving, attentive, and vibrant. Always makes sure they’re loved,… (more)

from
$18
per visit
Confirmed availability: Memorial Day
I’m a dog lover 💙☺️South Shore, Chicago, IL, 60649
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Chrissy’s a great dog caregiver she is patient and kind with dogs and I love to see her around dogs it amazes me how dogs love her so much from the smallest to … (more)

from
$30
per visit
Confirmed availability: Memorial Day
Let’s go for a walk today!South Shore, Chicago, IL, 60649
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Precious is a great pet sitter! She was very kind and caring towards my cat and even got her toys! I always had a video, picture, or text to let me know that sh… (more)

from
$30
per visit
Confirmed availability: Memorial Day
Nothing but pawsitive vibes ❤️🐾East Side, Chicago, IL, 60617
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Christine S is one of few individuals that I can honestly say is the very epitome of kindness. She is also the only person I trust with watching my dog when I n… (more)

from
$16
per visit
Confirmed availability: Memorial Day
Vet Tech by day, Rover by nightCalumet Heights, Chicago, IL, 60617
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Makeda🌷Makeda🌹🌹🌹 Joy is a very special person he is a very special personShe loves animals so much and just adores them I can ask it’s amazing to me when I … (more)

from
$35
per visit
Confirmed availability: Memorial Day
12.
Beloved dog whisperer, is me!South Shore, Chicago, IL, 60649
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jasmine was amazing, especially on short notice. Thorough, communicative, and proactive. My favorite is when she left the light on because she knew it would be … (more)

from
$20
per visit
13.
Home full-time, individual careChatham, Chicago, IL, 60620
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Beverly did a fantastic job taking care of our cat! She was attentive with pictures and messages on each visit. She even double checked with us about the cat's … (more)

from
$25
per visit
Confirmed availability: Memorial Day
14.
need a leg up, let me help!Grand Crossing, Chicago, IL, 60619
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

I worked with grace at paradise pet hotel and day spa and she is one of the most caring compassionate and loving people i’ve ever met. with the way she’s with d… (more)

from
$16
per visit
Confirmed availability: Memorial Day
15.
I love dogs and cats a lotSouth Shore, Chicago, IL, 60649
Drop-In Visits, Dog Walking
12 years of experience

About: I am patient and caring for pets I always take the time. To appreciate their being and actually care for them. I’ve been around small and big dogs si… (more)

from
$20
per visit
Confirmed availability: Memorial Day
I love dogs and they love me !Chatham, Chicago, IL, 60619
House Sitting, Drop-In Visits, Dog Walking

Maple is a kind, and loving person and will treat your dog with the upmost respect, patience, and gentleness. They’re trustworthy, dependable, and has been work… (more)

from
$15
per visit
Calendar Recently Updated
17.
Loved and well accommodatedSouth Shore, Chicago, IL, 60615
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

It's easy to give a glowing review for Na'imah as she is my daughter but in all honesty she has an amazing work ethic and a love for animals that would make her… (more)

from
$30
per visit
Confirmed availability: Memorial Day
I’ll treat your babies as I do mineGrand Crossing, Chicago, IL, 60619
House Sitting, Drop-In Visits, Dog Walking
4 years of experience

About: I have always been around animals. Whether it be fish, birds, amphibians, spiders, rabbits, dogs, and cats. I noticed animals have always taken a lik… (more)

from
$20
per visit
19.
I love your dog while you’re awaySouth Chicago, Chicago, IL, 60617
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jasmine has always been very loving and attentive with all of our dogs. Never has she ever slacked off or taken a short cut. Always hardworking and concerned wi… (more)

from
$30
per visit
20.
Animal lover with a heart of gold!South Shore, Chicago, IL, 60649
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Valerie is a wonderful, caring, loving, energetic, passionate, animal lover. She owns two pit lab mixed breeds and she treats them like children she birthed. Sh… (more)

from
$30
per visit

Dog owners in South Chicago, IL turn to pet sitters on Rover.com for their pet sitting needs. Over 7,915 pet owners have reviewed pet sitters in Chicago, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Chicago with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect South Chicago pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in South Chicago who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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 South 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: