Pet Setting & Drop Ins in New City, 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. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Karolina stays in touch and shows that she truly cares for your pets - it helps so much when you are away! I get notes and photos constantly. I would highly ... (more)"

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2. Sarah

Grad student seeking furry friends

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Sarah is a responsible person who grew up with both large and small dogs and she has always given them the best care. I can guarantee your dog will receive l... (more)"

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3. Katja

Over 10 years of dog experience!

Grand Boulevard, Chicago, IL, 60653

House Sitting, Drop-In Visits, Dog Walking

"Very professional and friendly. I have a puppy and it’s good that she knew her stuff and was accommodating! Much appreciated! (more)"

Confirmed availability
Thanksgiving
4. Sam

Basically Raised by Dogs.

Bridgeport, CHICAGO, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"I have known Sam for several years and I have witnessed him interacting with many different dogs including 3 of my own. He has a compassion for dogs and it i... (more)"

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5. Megan

Last minute bookings available!

Armour Square, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Megan did such a great job. I had to leave without getting to go home to check on my cats and Megan figured everything out easily and made it stress free. Sh... (more)"

6. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Payal was great with our cat - gave lots of attention, was prompt woh texts and photos, and was always sure to let us know our little girl was doing well! (more)"

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7. Elisa

love dogs!

New City, Chicago, IL, 60609

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

"Elisa has been a very good inspirational person when it came down to adopting animals and care taking. She shows a lot of passion towards any kind of animal ... (more)"

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8. Arielle

Student who needs a dog in her life

Hyde Park, Chicago, IL, 60615

Drop-In Visits, Dog Walking

"Arielle is a responsible and mature person who is lovingly affectionate with dogs. I have a dog and she was always comfortable and playful when arielle was a... (more)"

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9. Ariel

Caretaker for your furry friend(s)!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Ariel is wonderful with my dog! I have a 70 pound pit mix that likes to pull and, while she looks tiny, she manages to control and hold onto Kobe quite easil... (more)"

10. Jennifer

Architect by day, Dog lover 4 life!

Hyde Park, Chicago, IL, 60615

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

"Jennifer was great to communicate with! We will be asking her to drop-in in the future. (more)"

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11. Samaree

Free spirited dog lover!

Woodlawn, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Samaree is such a animal lover. She is caring and enjoys being around all animals, especially dogs. I’ve witnessed her be a great dog mommie and a wonderful ... (more)"

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12. David

Caring for other's dogs since 1990

Bridgeport, CHICAGO, IL, 60608

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

"David is my go-to man for dog sitting! He is so patient, caring and knowledgable. My little guy can be quite a handful, but he absolutely adores David! My pu... (more)"

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13. Amir

I’m a vet medicine student. I got u

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Amir is a very sweet and genuine person. I’ve known him for almost 10 years now and he’s got a great and loving personality. When Amir came to visit me in Da... (more)"

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14. Enoch

Rover Sitter/Boarder ~SINCE 2015!

Bridgeport, Chicago, IL, 60608

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

"The original cat sitter we booked had to cancel the night before we were leaving for a trip and Enoch was able to accommodate us last minute. I'm so glad he ... (more)"

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15. Camilla

Fulltime dog lover part time sitter

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Camilla was able to bond with a very shy Charlotte, and that was wonderful. (more)"

16. Ethel

TLC 24/7 For Fido

Gage Park, Chicago, IL, 60632

Dog Boarding, Drop-In Visits, Dog Walking

"Ethel is a great dog sitter, with numerous years of experience, having her own dogs and watching over others dogs, as well, there is no better candidate than... (more)"

17. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Tina did a great job taking care of our two cats while we were out of town for a long weekend! She was very responsive to our requests and was readily availa... (more)"

Confirmed availability
Thanksgiving
18. Tamiko

Can't wait to meet your furry pal!

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Tamiko has been a dog owner for as long as I've known her. She is a wonderful person that translates into being a truly caring, responsible, and dedicated do... (more)"

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19. Ekaterina

Home full-time - small fenced yard

Bridgeport, CHICAGO, IL, 60608

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

"Ekaterina is amazing with dogs! She is loving and has a great energy that my pups adore. She helped me with occasional walks and extended boarding many times... (more)"

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20. Jasmine

I have a great deal of free time

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"For as long as I've known Jasmine, she has always been loving and caring toward dogs. She goes out of her way to show compassion to the dogs she interacts wi... (more)"

Pet parents in New City, Chicago, IL love dog sitters on Rover.com. 7,915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect New City, Chicago pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in New City, Chicago who can provide the care your pet needs, when they need it.

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 New City, 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: