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. 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)"

Confirmed availability
This weekend
2. Maria

Double lot yard adores dogs

Chicago Lawn, Chicago, IL, 60629

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

"Maria is fantastic with dogs. She pets every dog she sees, shes good with elderly dogs. She is good with keeping to pets schedules and giving dogs their medi... (more)"

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3. Chelsea

Available all day all summer!

Lower West Side, Pilsen, IL, 60608

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

"Chelsea is the biggest dog lover I know. Since she doesn’t have a dog or her own, this job will give her the amazing opportunity to walk and take care of all... (more)"

Confirmed availability
Christmas and New Year
4. Jessica

I will treat your pet like my own!

Archer Heights, Chicago, IL, 60632

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

"Jess has taken care of my pets many times, and they love to see her! She's very personable building a relationship with each animal and the owner, experience... (more)"

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5. Angelica

Home full-time, flexible schedule.

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Angelica is my go to person for anything dog related. She’s knowledgeable about what a dog may need/want and has had ample experience looking after and carin... (more)"

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6. Zak

Home all day - fenced yard

Douglas, Chicago, IL, 60616

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

About: I am a very active person, can handle any dog. I have experience with big and small breeds of dogs. Taken positive reinforcement dog training class... (more)

Confirmed availability
This weekend
7. Cassidy

I’ll run with your dog

Hyde Park, Chicago, IL, 60615

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

"Cassidy grew up on a dairy farm and has cared for a variety of animals - from millipedes to cows! She has always lived with dogs and cats and has an uncanny... (more)"

8. Katlyn

Consistent & Loving :)

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"Excellent sitter for my two cats!! (more)"

Confirmed availability
Christmas and New Year
9. Enoch

Rover Sitter/Boarder ~SINCE 2015!

Bridgeport, Chicago, IL, 60608

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

"Enoch is always the best!!! We always feel like our kitties are in great hands when we are away. Enoch goes above and beyond just a simple check in, and will... (more)"

10. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Tina was wonderful with Brady! She is responsible and sweet and sent me the cutest pics of Brady! This was my first time using Rover and I'm so happy to have... (more)"

Confirmed availability
This weekend
11. Fabienne

:) Snuggled Up, Happy & Healthy !

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"My cat and I were very happy with Fabienne! She sent many updates and photos, and let me know if she was going to be late. She was so patient with Vic and sp... (more)"

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12. Adrienne

Home Full time- I love the outdoors

Kenwood, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

About: I am previously the owner of 3 dogs! I am gentle, caring and loving! I have experience in dog walking, sitting, feeding, playing, and grooming (bat... (more)

Confirmed availability
Christmas and New Year
13. Luis

I'll run with your dogs!!

Gage Park, Chicago, IL, 60632

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

About: First off, I LOVE DOGS! I have a little 1 year old shih tzu at home who was a stray I recently took in and now she's the happiest puppy in the hous... (more)

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14. Aaliyah

I'll keep your bud active & safe

Washington Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Aaliyah is kind, gentle, patient, and unassuming with pets, and genuinely loves her time interacting with them. She will treat them as her own and they will ... (more)"

15. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"This is the second time Payal cat sits for us! she is lovely with the kitties, communicative and very thoughtful. She checked in on them twice somedays and e... (more)"

Confirmed availability
This weekend
16. Taryn

Time Flexibility, spacious outdoor

Englewood, Chicago, IL, 60621

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

"Taryn is a deeply caring and engaging dog sitter. She makes sure pups (and other pets!)are not only well taken care of, but get the fun activities they need ... (more)"

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17. Ekaterina

Home full-time - small fenced yard

Bridgeport, CHICAGO, IL, 60608

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

"Ekaterina went above and beyond in order to take care of my dog. She was flexible and kind. I will make sure to use her again in the future. I highly recommend! (more)"

18. 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)"

Confirmed availability
Christmas and New Year
19. Jasmine

Plenty of long walks and treats!

Bridgeport, Chicago, IL, 60609

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

Experienced pet owner

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"Mikayla is amazing! She came to visit my cat twice a day. Even if Sox was hiding in my room, Mikayla would send a picture of my apartment to show me everythi... (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: