Pet Sitting & Drop Ins In Near North Side Chicago
Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

Your fur baby will love me
Near North Side, Chicago, IL, 60610
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Jon is so great with my dog and communicates well with me about my puppy. Always there on time and I definitely trust him with my small puppy!! He sends lots… (more)"

Former dog and cat foster mom!
West Town, Chicago, IL, 60642
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
"I have a husky who is a year and a half, and Molly has watched him for me multiple times, whether it’s for a day while I was busy and not able to take him out … (more)"

Very capable and respectful
Near North Side, Chicago, IL, 60610
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking
"Samantha is very outgoing and has been around animals her whole life. She’s a great caregiver who thinks quickly in any situation. She has babysitted my dogs m… (more)"

I’m a pet lover!
Near North Side, Chicago, IL, 60654
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
"My dog, Moon, loves Summer so muchh!! He’s always so excited when she comes. She takes really good care of him: feeding him on time, teaching him tricks and al… (more)"

Caring & trustworthy dog lover
Near North Side, Chicago, IL, 60610
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
"Rachel is an incredibly thoughtful dog caretaker who always go the extra mile to ensure the best experience for my dog. She is especially patient with puppies,… (more)"

Animal Lover!!!
Near North Side, Chicago, IL, 60611
House Sitting, Drop-In Visits
"Kristina was amazing! She followed my directions perfectly, and sent such cute photos! She is extremely professional and I knew right away that my cat, Simba, … (more)"

Here for the dog snugs!!!
Near North Side, Chicago, IL, 60554
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
"Ali has babysat my golden retriever puppy Fenway on multiple occasions and he loves her! Ali is so attentive and he loves his time with her. He’s 7 months old … (more)"

Home full-time, active, responsible
Near North Side, Chicago, IL, 60610
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Pepper is not what people usually think of as a nice cat, but with Amy she proved us wrong. We were concerned that being gone for a week would be really hard o… (more)"

New to Chi & need furry friends!
Near North Side, Chicago, IL, 60610
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking
"Taylor loves dogs!! I’ve known Taylor for years and she has always cared deeply for her pets, especially her dogs. I have asked her numerous times to watch ove… (more)"

DT Dog Lover-Dog Park Attached2Apt
Near North Side, Chicago, IL, 60654
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
"Ashley was a gen to work with! She made it extremely easy for to drop of my pup Daisy. She was accommodating with the times for drop of and pick up and send me… (more)"
Rover also offers pet sitting & drop ins in these other Chicago neighborhoods:
Rover.com is the simple, savvy way to find and book Near North Side, 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 Near North Side, 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 dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:
- Top 100 Dog Names and Unique Dog Names, depending on your preference
- Dog Doors: Everything You Need to Know to Find the Right Fit
- 5 Common Dog Fears and How to Help
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 Near North Side, 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: