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.

1. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Karolina has sat and done walks for me 3 times. She is very responsive and sends followup messages to let me know how things are going. Will definitely wor... (more)"

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2. Debra

Flexible schedule-will run with dog

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Debra was very accommodating as we were in the middle of a move across the country. I would highly recommend her to anyone. (more)"

3. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Payal was great with our kitties! she was attentive and made sure that one of our cats was properly hydrated (he only drinks water from the tap). She took gr... (more)"

Confirmed availability
Labor Day
4. Derek

Your pup is no match for me!

Woodlawn, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"I believe those that can relate to animals can heal the world.. Derek is a proud animal owner of many and as a pet owner myself I feel at perfect ease with m... (more)"

Confirmed availability
Labor Day
5. Heather

Work from home - Dog Park in back!

Near South Side, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Dog Walking

"Heather is amazing! She has taken care of my 11 year old poodle, Maggie multiple times. I always feel comforted knowing I’m leaving Maggie with someone so lo... (more)"

Confirmed availability
Labor Day
6. Magdalena

Just like home

Lower West Side, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Doggy Day Care

"Magdalena has taken care of my animals (dog and cat) on multiple ocassions and we will not go anywhere else! They absolutely adore her and seem very happy to... (more)"

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7. 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)"

Confirmed availability
Labor Day
8. Camilla

Fulltime dog lover part time sitter

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Camilla is wonderful. She is very caring and takes wonderful care of her charges. She is also deals with medications without blinking an eye. When she has... (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 has taken care of a number of our family dogs on multiple occasions. Her gentle, patient manner have been much appreciated due to our dogs' anxious nat... (more)"

Confirmed availability
Labor Day
10. 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 the best dog caregiver ever! My dog, who can be a bit fearful of new people, got along with David right away. He is always calm, friendly, and profe... (more)"

Confirmed availability
Labor Day
11. Enoch

Rover Sitter/Boarder ~SINCE 2015!

Bridgeport, Chicago, IL, 60608

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

"Enoch is the best! While we were away he not only came to feed and keep our kitties company, but he also helped us to groom them by brushing and clipping the... (more)"

12. Sara

As faithful as Fido!

New City, Chicago, IL, 60609

Drop-In Visits, Dog Walking

"I've known Sara for her entire life. I'm her uncle and there are three words that I would say that describes Sara in her ability to take care of your pet. Re... (more)"

13. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

Drop-In Visits, Dog Walking

"Tina is *excellent.* She was wonderful with my 2 large dogs during my first weekend away from home. Her care is extremely reliable, conscientious, and kind.... (more)"

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14. Claire

Always room in my heart for a pup

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Claire is great with animals! She has always had a strong love for dogs especially. She has cared for my dogs before and they loved her. I have always felt v... (more)"

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15. Lizbeth

Young, responsible, and energetic

Brighton Park, Chicago, IL, 60632

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

"Lizbeth is a natural with animals! The love she has for them, especially dogs, is evident in the way she cares for her two pups. She is attentive and her bac... (more)"

16. Katja

Over 10 years of dog experience!

Grand Boulevard, Chicago, IL, 60653

House Sitting, Drop-In Visits, Dog Walking

About: I have cared for dogs my entire life working as a foster parent for multiple organizations including Eye on the Sparrow and AARF. Currently, I have... (more)

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17. Korynn

I want to be friends with your dog!

Bridgeport, Chicago, IL, 60608

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

"Korynn has been such an awesome, committed pet sitter. She would take them on hikes & give them lots of snuggles. She would even go above and beyond and give... (more)"

Confirmed availability
Labor Day
18. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"I am so happy I found Crystal. It is my second time hiring her to check in on my bunny when I was out of town and she does an exceptional job and I definitel... (more)"

19. 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)"

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20. Kyisha

Home full time, large fenced back y

Englewood, Chicago, IL, 60637

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

"It's a blessing having someone like Kesha around, she's very easy going with my dog, most of the time I have a hard time trying to get my dog to leave kesha,... (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: