House Sitting in New City, Chicago

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Pablo V.
1.
Fun walksNear West Side, chicago, IL, 60661
House Sitting, Drop-In Visits, Dog Walking

Pablo has watch our pup and cat in our apartment two times now and he’s been amazing both times! I’m an annoying paranoid pet mom and he handles it well. We are… (more)

from
$50
per night
Confirmed availability: 4th of July
Annie X.
2.
Your 1st kitty/doggy visit FREE ✔Armour Square, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

Annie has been a great sitter for my little girl. Always responsive and easy to deal with. You won't regret having Annie to take care of your furbabies (more)

from
$65
per night
Confirmed availability: 4th of July
Nerina M.
3.
Animal shelter profess./pet lover!Gage Park, Chicago, IL, 60632
House Sitting, Drop-In Visits, Dog Walking

Nerina was amazing!! My boy loved hanging out with her, playing, snuggling and going for walks at his favorite park! Is super convenient and much less stressf… (more)

from
$35
per night
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Haley H.
4.
Hanging with your pet > My real jobBridgeport, Chicago, IL, 60609
House Sitting, Drop-In Visits, Dog Walking

Haley is the first dog sitter we were willing to leave our pup with that wasn't family. She worked with us to get him ready for our trip with some stop by vis… (more)

from
$45
per night
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Kaitlyn C.
Reliable, Last-Minute Pet Care!Brighton Park, Chicago, IL, 60632
House Sitting, Drop-In Visits, Dog Walking

Kaitlyn did an EXCELLENT job with my babies! She sent pics and updates a couple of times a day during my time away. I will definitely be calling on Kaitlyn agai… (more)

from
$35
per night
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6.
There’s no place like home!❤️❤️❤️Lower West Side, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Erica did an incredible job housesitting and watching my two cats for the two weeks I was away. She genuinely seemed to enjoy spending time with them and took g… (more)

from
$50
per night
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7.
A Pawfect Pet ExperienceKenwood, Chicago, IL, 60615
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Matt has stayed with my dog several times. My dog is high energy and requires a lot of ball and play time. Matt rose to the occassion, spending hours outside … (more)

from
$50
per night
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8.
Safe reliable pet friendLower West Side, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

About: I have provided pet care to cats, dogs, fish, and birds for three years through self-employment (referral basis). I ensure the pet care plans provide… (more)

from
$50
per night
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9.
Experienced CVTLower West Side, Chicago, IL, 60608
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I’m am so pleased with the care Olivia gave to my dog. She was generous with her home and very consistent with her communication. She sent me pictures without m… (more)

from
$40
per night
Confirmed availability: 4th of July
10.
Dog walker. Cat lover. Chicago vetLower West Side, Chicago, IL, 60608
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Alex has been an absolute blessing! Otis (my dog) loves Alex, his buddy. When we say Alex your buddy is coming today, Otis gets all excited. Ales is prompt,… (more)

from
$40
per night
Vaccinated animal lover. :)Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits

Masheika was great! With manolo she is sweet and patient and loves to cuddle him I think she even spoiled him a little bit with all the cuddles :-) I appreciate… (more)

from
$45
per night
Confirmed availability: 4th of July
Book me while available!Douglas, Chicago, IL, 60616
House Sitting, Dog Walking

Jonathon would make an excellent dog sitter, walker and best friend to any dog he meets. Not only does Jonathon love animals, animals love him. I believe dogs e… (more)

from
$30
per night
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13.
Home Full Time-Big Fenced in SpaceBridgeport, Chicago, IL, 60608
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Randi is an expert in pet care. She puts so much love into the animals she works with. I would trust her with my pets anytime. On top of that, she makes the mos… (more)

from
$70
per night
Confirmed availability: 4th of July
14.
Responsible, disciplined, playfulBridgeport, Chicago, IL, 60608
Dog Boarding, House Sitting, Drop-In Visits

Paul L is reliable, punctual, communicates well, fond of dogs, knowledgeable, and easy to get along with. He is also strong and firm with dogs. (more)

from
$75
per night
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15.
Experience with multiple sized dogsBridgeport, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

Emily did a great job staying with my dogs while I was out of town. She sent plenty of photos and my dogs were the perfect mix of happy and tired when I got bac… (more)

from
$34
per night
16.
Loving care when your not there!!West Englewood, Chicago, IL, 60636
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I have cats Nataya has meet and watched.she was very kind and gentle with them and was able to make them comfortable.I would recommend her.Her love and care for… (more)

from
$50
per night
17.
I am Home full-time, flexible hoursNew City, Chicago, IL, 60609
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I’ve known Mariam for a good amount of years, she’s always been passionate about caring for dogs. I trust and know my dogs are in good hands with her. She’s the… (more)

from
$40
per night
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18.
large fenced yard to play with dogNew City, Chicago, IL, 60609
Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

Sofia is a great, caring and loving person. She has taken care of my dog many times when I needed her. She is very trustworthy and responsible. (more)

from
$32
per night
19.
A dog is truly a mans best friendNew City, Chicago, IL, 60609
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

About: Love dogs from the very beginning is true what they say a dog is a man best friend and im with that quota i do say often what our dogs do for us is u… (more)

from
$50
per night
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20.
Plenty of long walks and treats!Bridgeport, Chicago, IL, 60609
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jasmine was a gem!!! She is really good at handling senior dogs who need that extra special attention at times and she continuously sent me texts throughout he… (more)

from
$30
per night

Rover also offers House Sitting in:


The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.

Want to learn more? Check out reviews from pet owners who have used Rover.