Pet Sitting & Drop Ins in Chatham, 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
Ellen M.
2.
I'll run with you dog!Beverly, Chicago, IL, 60643
House Sitting, Drop-In Visits, Dog Walking

This was our rescue pup's first experience with a dog sitter, so I was a little worried about how he would behave. He's basically in the terrible adolescent sta… (more)

from
$20
per visit
Mary M.
3.
Fun and have lots of experienceBeverly, Chicago, IL, 60643
House Sitting, Drop-In Visits, Dog Walking

Mary did a great job taking care of my 2 cats. She was communicative and provided excellent care. (more)

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

Susan would be a fabulous dog sitter! She has had dogs with special/physical needs, so her compassion knows no bounds. She’s extremely responsible, kindhearted,… (more)

from
$18
per visit
Calendar Recently Updated
Roxy P.
5.
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
Treats, toys and hugs.Woodlawn, Chicago, IL, 60637
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Very trustworthy, punctual and loving. I’ve seen her work with dogs, cats, hamsters, lizards etc. if there is anyone I would suggest to pet sit/walk someone’s p… (more)

from
$15
per visit
7.
Loving care when your not there!!West Englewood, Chicago, IL, 60636
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Nataya was fantastic! She braved a very brutal winter storm to make sure my kitties were well fed and safe, and extended her care for a few days when I got stuc… (more)

from
$30
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
Calendar Recently Updated
9.
Your pups second home....Calumet Heights, chicago, IL, 60617
Dog Boarding, Drop-In Visits

The Greatest (more)

from
$13
per visit
Calendar Recently Updated
Your Furbaby will love their stay!Morgan Park, Chicago, IL, 60643
Dog Boarding, Drop-In Visits, Doggy Day Care

About: Angelica & Jay have 15 years of experience with pets. Jay has worked with dogs for over 10 years so we know all a pet needs to have a comfortable sta… (more)

from
$45
per visit
Calendar Recently Updated
11.
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
Confirmed availability: 4th of July
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
13.
Enjoying our time step by step!Englewood, Chicago, IL, 60621
House Sitting, Drop-In Visits, Dog Walking

About: I grew up surrounded by animals, therefore I am conscious of how to care for dogs in any situation and in any type of weather and/or environment. Whe… (more)

from
$20
per visit
Calendar Recently Updated
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
15.
Home full-time, individual careChatham, Chicago, IL, 60620
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Bev was so awesome with my fur babies. She sent lots of pictures and kept me in the loop. I will definitely be booking her again ?? (more)

from
$20
per visit
I’ll run with your dog.Washington Heights, Chicago, IL, 60628
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I volunteered in animal shelters before for the past four years. With the experience of volunteering, I believe to be a patient person spending time … (more)

from
$25
per visit
Confirmed availability: 4th of July
17.
Dog/Cat Care ChicagoGrand Crossing, CHICAGO, IL, 60621
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: A true mommy dog lover.I have 2 small Maltese Poodles. Going away for the weekend or Holidays. Allow me to take care of your baby like my own. I live… (more)

from
$40
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
19.
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
20.
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

Rover also offers Pet Sitting & Drop Ins in:

Dog owners in Chatham, 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.

Rover.com is the simple, savvy way to find and book Chatham, 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 Chatham, 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 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 Chatham, 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: