House Sitting in Kenwood, 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.

Search Results

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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
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Daniel R.
2.
Love spending time with your petKenwood, Chicago, IL, 60653
House Sitting, Drop-In Visits, Dog Walking

Daniel was great with our pup! Roland is not the easiest dog to handle, and Daniel did a great job. He was super communicative with pictures and updates. Roland… (more)

from
$40
per night
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Annie X.
3.
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
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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 did a fantastic job dog and house sitting for us during our recent trip! Dogs (and fish) were well taken care of and Haley was great giving us updates as… (more)

from
$45
per night
Masheika S.
Vaccinated animal lover. :)Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits

Masheika is an absolute gem. This is the second time I've hired her, and she continues to be incredible. She remembered everything about my cats, including medi… (more)

from
$45
per night
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6.
Loving care when your not there!!West Englewood, Chicago, IL, 60636
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Nataya is so loving and caring. She always puts the needs of others first and is the first person to help. Nataya is great with my dogs Passion and Cloe. They a… (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 did a wonderful job watching our dog, Dallas. He spent the night and gave lots of love and exercise. He’s reliable and our dog loves him. Highly recommend… (more)

from
$50
per night
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8.
You're Dog is My Dog!Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Susan would be a fabulous dog sitter! She has had dogs with special/physical needs, so her compassion knows no bounds. She’s extremely responsible, kindhearted,… (more)

from
$50
per night
9.
Flexible schedule, big fenced yard!Hyde Park, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Maeve was house sitting for us for over a month taking care of our cat. She was amazing - took great care of the cat, house, kept in touch. Our cat took to her … (more)

from
$50
per night
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10.
Your pets are in good paws with me.Bridgeport, Chicago, IL, 60616
Dog Boarding, House Sitting, Doggy Day Care

About: I’ve taken care of a number of dogs over the past year and they love me. Other pet parents have always shown trust in my care by repetitive handovers… (more)

from
$30
per night
Confirmed availability: 4th of July
11.
Dog/Cat Care ChicagoGrand Crossing, CHICAGO, IL, 60621
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: A true mommy dog lover.I have 2 small Maltese Poodles. Going away for the weekend or Holidays. Allow me to take care of your baby like my own. I live… (more)

from
$40
per night
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12.
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
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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14.
I’ll run with your dog. Home FTSouth Shore, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I love caring for pets so I figure what better way to express that than by putting my skills to use through this app. I’m here to make your day less … (more)

from
$60
per night
15.
Your Dog Will Love Me!Grand Boulevard, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Alex was a great find. I can’t thank him enough. He took our dog to his home, which helped us, since there is limited parking at our place. He was able to be wi… (more)

from
$40
per night
Confirmed availability: 4th of July
16.
Dogs are four legged best friendsGrand Boulevard, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I love Pamela! She’s an awesome person with a beautiful personality. She’s very kind, sweet, and respectful. She considerate and has the cutest dimples and smil… (more)

from
$75
per night
17.
Walk the walk bark the barkGrand Boulevard, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

Morrisa loves animals especially dogs and cats. She is treats every animal she encounters as if they were her own. Morrisa is dependable and loving. She will no… (more)

from
$35
per night
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Pets need loving care alwaysKenwood, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

Christina is an amazing person. She cares so much for all kinds of animals. We have two small dogs, and whenever we go on vacation, she stays at our house and t… (more)

from
$25
per night
Confirmed availability: 4th of July
19.
Sam 
Verified Background Check
Experienced Hyde Park Pet-Sitter!Hyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

Sam is incredible with my pets! She's very calm and patient with them and is always on time. Such a breeze to work with, highly recommended! (more)

from
$25
per night
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20.
Dogs are a humans bestfriend.Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Roxy has walked my dog, Nene, a few times for me in the past. She’s an excellent dog walker. She genuinely cares about my Nene. Every time Nene sees her he gets… (more)

from
$35
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.