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.

Search Results

Calendar Recently Updated
Whitney M.
A Dog-A-Day Keeps the Boredom AwayEvergreen Park, IL, 60805
House Sitting, Drop-In Visits, Dog Walking

Whitney was lovely and intuitive with our puppy. He’s a lot of work and energy and she took it in stride. Very thoughtful of his safety and comfort in crate tra… (more)

from
$15
per visit
Calendar Recently Updated
Divanna E.
Enthusiastic and flexible catsitterEvergreen Park, IL, 60805
House Sitting, Drop-In Visits
2 years of experience

About: I have been taking care of friends and family members cats for a few years now, and I thoroughly enjoy it. I have cared for cats with a variety of pe… (more)

from
$20
per visit
Calendar Recently Updated
Susan C.
3.
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 the greatest ever, seriously. I booked two days beforehand for a family emergency, had to extend my booking twice, and she made everything so easy! Dai… (more)

from
$20
per visit
Laura P.
4.
They will be safe and feel loved!!!Washington Heights, CHICAGO, IL, 60643
Drop-In Visits, Dog Walking

Laura was awesome... she really knows animals; I felt so at ease knowing mine were in her hands... She's prompt, professional and very competent! (more)

from
$50
per visit
Confirmed availability: 4th of July
Alexandra C.
Dogs=happiness & deserve it, tooBeverly, Chicago, IL, 60643
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Alexandra has puppy sat my dog for the past 5 years. She has been incredible with him and we've recommended her to several other families! She is very organized… (more)

from
$17
per visit
Confirmed availability: 4th of July
Because dogs are more than petsBeverly, Chicago, IL, 60643
House Sitting, Drop-In Visits, Dog Walking

Danielle was communicative with us, and kind and attentive to our cats. We will definitely hire Danielle again! Thank you for taking good care of our kitties. :… (more)

from
$35
per visit
Confirmed availability: 4th of July
7.
Love Has Four PawsEnglewood, Chicago, IL, 60609
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5 years of experience

Stacy was very playful and patient with my baby! Thank you (more)

from
$17
per visit
Calendar Recently Updated
I've loved dogs & cats all my life!South Shore, Chicago, IL, 60649
Drop-In Visits, Dog Walking

Cynthia is a true dog lover. She's also a great mom, wonderful wife and compassionate professional. She has owned many dogs over the years, most recently her ve… (more)

from
$16
per visit
Confirmed availability: 4th of July
9.
Enjoying our time step by step!Englewood, Chicago, IL, 60621
House Sitting, Drop-In Visits, Dog Walking

Maria was very respectful, responsive, and responsible. She sent pictures and information of the dog from start to finish. I would highly recommend her. (more)

from
$40
per visit
Confirmed availability: 4th of July
10.
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
Confirmed availability: 4th of July
11.
WFH Seasoned SitterWoodlawn, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Holly is truly an exceptional person and dog watcher! We met at a dog park near her house before my dog Jake had his week long stay at her house. And he absolut… (more)

from
$25
per visit
Confirmed availability: 4th of July
12.
Your Pup is My PupSouth Shore, Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking

Shakira did an awesome job dropping-in on the two girls while we were away. She kept us up-to-date with pictures and let us know when some special needs arose.… (more)

from
$30
per visit
Confirmed availability: 4th of July
13.
No job is to big no pup is to smallGrand Crossing, Chicago, IL, 60621
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: 4th of July
14.
On the move and ready to help!Washington Park, Chicago, IL, 60637
House Sitting, Drop-In Visits, Dog Walking

About: Hello! My pet care experience started when I was in college when I was need of some income while going classes. My experience has been amazing becaus… (more)

from
$16
per visit
Calendar Recently Updated
15.
Dog sitter for hire!Chicago, IL, 60637
House Sitting, Drop-In Visits, Dog Walking
2 years of experience

About: I have had my dog Rory for one year now, and have gained a lot of experience administering medication and dealing with anxiety and reactivity on walk… (more)

from
$17
per visit
Confirmed availability: 4th of July
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
Confirmed availability: 4th of July
17.
The Dog LoversSouth Shore, Chicago, IL, 60619
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I am an ultimate dog lover!!! I've had pets my entire life!!!! Your dog will love me & my kids. I love all animals but dogs and cats especially. A do… (more)

from
$100
per visit
18.
Fur Baby Aficionado!Grand Crossing, Chicago, IL, 60619
House Sitting, Drop-In Visits

Mikayla was great and I will definitely hire her again!! She was very easy to communicate with right from the start and flexible with setting up a meet & great.… (more)

from
$30
per visit
19.
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: 4th of July
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

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: