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.

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1. Rachel Verified Enhanced Background Check

all dogs are good dogs

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"Rachel was very thorough with her updates and went above and beyond! She did drop in visits for our cat and was the best sitter we’ve had on Rover! (more)"

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2. Jon Verified Enhanced Background Check

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)"

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3. Katie Verified Background Check

Available for Last Minute Bookings!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"Katie was excellent! She was quick to accept a last-second drop-in visit with my puppy. Cudi had a huge smile on her face when I got home, and was properly wor… (more)"

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4. Molly Verified Background Check

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)"

5. Samantha Verified Background Check

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)"

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6. Eva Verified Enhanced Background Check

Love Fur Babies/Pets!

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

"Eva has been a sweet and patient dog-sitter for my dog, Eddie. Eddie is older and needs extra assistance and Eva has made sure he takes his medication and alwa… (more)"

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7. Samantha Verified Background Check

Loves Dogs More Than People

Near North Side, Chicago, IL, 60610

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I absolutely love animals and dogs especially. I moved to Chicago about a year ago with my own goldendoodle and have loved getting to spend time expl… (more)

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8. Alyssa Verified Background Check

Dog and cat lover, flexi schedule!

Near North Side, Chicago, IL, 60654

House Sitting, Drop-In Visits, Dog Walking

"Alyssa is a loving, caring animal person! Having fostered before, she is well equipped to handle both short term care as well as providing longer term care. Sh… (more)"

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9. Khue Verified Background Check

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)"

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10. Rachel Verified Background Check

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)"

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11. Ausra "Kristina" Verified Background Check

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)"

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12. Ali Verified Background Check

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)"

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13. Mary Verified Enhanced Background Check

I’ll be your dog’s “other mother”❤️

Near North Side, CHICAGO, IL, 60611

Drop-In Visits, Dog Walking

"Mary has loved dogs as long as I've known her. She cares deeply about them and delights in them. And they adore her too! My dog becomes very excited around her… (more)"

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14. Amy Verified Enhanced Background Check

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)"

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15. Mary Verified Enhanced Background Check

Responsible Animal Lover!

Near North Side, Chicago, IL, 60654

Drop-In Visits, Dog Walking

"Mary has been amazing so far as our Rover person for our little kitten. She offered to come by for a meet&greet and met us and the kitten before we booked her.… (more)"

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16. Taylor Verified Background Check

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)"

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17. Ashley Verified Enhanced Background Check

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)"

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18. Tyree Verified Background Check

I care for pets as my own!

Near North Side, Chicago, IL, 60654

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Tyree has been walking dogs for about four years now. He was liked so well by one of his sitters that she would let him stay with the dog at her place when s… (more)"

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19. Ellie Verified Background Check

Dog Lover!

Near North Side, Chicago, IL, 60610

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Ellie is great! Polite. Professional. Followed all 10,000 care instructions without rolling her eyes. And, most importantly, Klaus loved her! (more)"

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20. Isabella Verified Background Check

WILL HAPPILY CARE FOR YOUR ANIMAL

Near North Side, Chicago, IL, 60610

Drop-In Visits, Dog Walking

About: I’m mainly taking on this job because I currently have no pets and wish to take on this part time job to enjoy the company of a happy animal. I’ve o… (more)

Dog lovers in Near North Side, Chicago, IL love pet sitters on Rover.com. Over 521 pet owners have reviewed pet sitters on Rover in Near North Side, Chicago, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Chicago can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

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:

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: