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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. Alex

We'll exercise play safly and enjoy

Hyde Park, Chicago, IL, 60615

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

"Alex was fantastic! He went the extra mile for us, patiently waiting for me to drive to our house when there was an issue with gaining entry. Koffee quickly ... (more)"

2. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Karolina is the best! She house sitted for a long weekend and I'm pretty sure our pup was sad we were back and she had to leave. She walked him a LOT and sen... (more)"

3. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Payal was a better dog-sitter than I could have hoped for. It was our first time leaving Zeke alone with a stranger and she was very caring and attentiveness... (more)"

4. Sophia

Near lots of dog parks!

Lower West Side, Chicago, IL, 60608

Drop-In Visits, Dog Walking

"Sophia was awesome! She made going out of town for a long weekend stress free. She watched our dog for four days, and always made sure to send us updates and... (more)"

5. 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)"

6. Christal

I’m @ home full time

Kenwood, Chicago, IL, 60615

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

About: Hi, I’m Christal and I am looking forward to being your next pet-sitter! I walked dogs professionally for years and have recently picked it back up... (more)

Confirmed 4th of July Availability
7. 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)"

8. 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)"

9. Kristin

I'll treat your dog as my own.

Bridgeport, Chicago, IL, 60616

Drop-In Visits, Dog Walking

"Kristin has done an amazing job being a caregiver to my fur baby Hannah! My dog is 14 years old, and due to issues involving polyps has to go to the bathroom... (more)"

10. Morgan

I love dogs & dogs love me!

Lower West Side, Chicago, IL, 60608

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

"I would highly recommend Morgan as she has taken care of my dog on several occasions and he just adores her. She treats your dog as if they were her own givi... (more)"

11. Margot

Keeping those tails wagging!

Kenwood, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Margot is an amazing pup sitter! Our two young lads, golden retriever siblings, thoroughly enjoyed having her come and stay with them. They were always happy... (more)"

12. Hannah

Friend to seniors and puppies alike

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Hannah is the best dog walker we've ever had! Dio, our 8 year old Cavachon, absolutely loves her! I highly recommend her for all size dogs. (more)"

13. Enoch

Rover Sitter/Boarder ~SINCE 2015!

Bridgeport, Chicago, IL, 60608

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

"Enoch is a very responsible sitter! He takes care of my cats very well. Feed them exactly how much it needs to! He plays with them, brushes their hairs and s... (more)"

Confirmed 4th of July Availability
14. Nisha

Home full time. Dog lover!

Douglas, Chicago, IL, 60616

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

About: Full time masters student who loves pets especially dogs. Would like to get a dog someday after I finish my education. I love going on walks and ta... (more)

15. Dianne

I can run with your dog!

Armour Square, Chicago, IL, 60616

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

"Dianne is such a wonderful caretaker for my puppy! Highly reccomend her services. She goes above and beyond to ensure he’s taken care of and comfortable. (more)"

Confirmed 4th of July Availability
16. Kenni

I'll Run With Your Dog

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Kenni is a great fur mom. They have been to puppy training class and uses those lessons daily! They are very respectful of your commands and rules for your d... (more)"

Confirmed 4th of July Availability
17. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"Benny and I love Crystal, she is thoughtful and dependable (more)"

18. Yovana

Full time animal lover!

New City, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"I would trust no one else to take care of my fur-babies other than Yovana! I guess you could say im a "crazy" pet parent, my furbabies are family and mean th... (more)"

19. Ekaterina

Home full-time - 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)"

Confirmed 4th of July Availability
20. Jenisa

pet lover who works from home

South Side, Chicago, IL, 60653

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

"Jenisa has a natural way with dogs. They seem to love her instantly. She has cared for my small dogs and my parents large dog for a few years now. Jenisa cl... (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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.