House Sitting in 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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Nerina M.
1.
Animal shelter profess./pet lover!Gage Park, Chicago, IL, 60632
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Nerina was amazing with our dog Wanda! She was very responsive, gave us several updates while we were gone, and was great company for our dog while we were away… (more)

from
$60
per night
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Pablo V.
2.
Fun walksNear West Side, chicago, IL, 60661
House Sitting, Drop-In Visits, Dog Walking

Pablo took excellent care of our dog while we were gone. Our dog has lots of energy and anxiety issues and after meeting Pablo and seeing how he responded to ou… (more)

from
$59
per night
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Kailee S.
3.
Lifelong Pet Lover and OwnerLoop, Chicago, IL, 60601
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kailee has been fantastic every time she’s spent time with my two large dogs! I can tell by how excited they get to see her that she takes great care of them an… (more)

from
$50
per night
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Vladimir C.
Fulltime attention 💛💙 loads of 📸Near North Side, Chicago, IL, 60611
Dog Boarding, House Sitting

I requested Vladimir to stay at my apartment to care for my two dogs over the Thanksgiving holiday vacation. Since my dogs are not good with other dogs, they ne… (more)

from
$54
per night
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Aubry P.
5.
Pet Lover with 10+ Years ExperienceLoop, Chicago, IL, 60605
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Aubry was great with our anxious senior dog! She took great care of her, giving her lots of walks and snuggles. She also left our house clean and ready for us t… (more)

from
$55
per night
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6.
$20 off for new Rover users!Near West Side, Chicago, IL, 60607
Dog Boarding, House Sitting

I was dreading leaving my fur kids for a weekend, and have not left them since moving to Chicago 2 years ago! Charae was perfect - she comfortably took care of … (more)

from
$125
per night
Confirmed availability: Memorial Day
WORK FROM HOME, Dog Fun House!!Near West Side, Chicago, IL, 60612
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I’ve known Whitney for over 3 years; 6 months as a dog owner, and highly recommend her professional services. My dog can sometimes be difficult; however, Whitne… (more)

from
$63
per night
Confirmed availability: Memorial Day
A friend that caresLoop, Chicago, IL, 60660
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Jonathan was great with Solito! He sent me lots of pictures so I would miss him a little less, was mindful of the weather when it was time to walk him and even … (more)

from
$60
per night
Confirmed availability: Memorial Day
Nurturing Care Giver & Animal LoverLower West Side, CHICAGO, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

About: I am a nurturing, care giver who loves animals! I have been taking care of beloved pets; walking, in home & drop in sitting for 30+ years. I have rai… (more)

from
$100
per night
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Chrissy is your Missy!Near West Side, CHICAGO, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Christina is a very attentive,caring, and loving individual. She’s responsible and makes sure to ask questions regarding the dogs’ needs. Such a great character… (more)

from
$75
per night
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11.
Experience with multiple sized dogsBridgeport, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

Emily was great!! She sent some great pictures of Siegfried and when I came home he seemed so content in comparison with when I’ve just had someone check in on … (more)

from
$40
per night
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12.
Intuitive & Empathic Dog LoverLower West Side, Chicago, IL, 60608
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Natalie is fantastic. Our cat liked her right away and was quite relaxed when we got home - always a good sign. She stayed overnight with our cat for 7 nights. … (more)

from
$75
per night
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13.
Tree hugger/animal loverNear West Side, Chicago, IL, 60607
House Sitting, Drop-In Visits, Dog Walking

Manijeh was great! Super attentive and took great care of my dog. I'd absolutely recommend Manijeh to anyone looking for a sitter. (more)

from
$40
per night
Confirmed availability: Memorial Day
14.
Hardworker and lover of animals!Loop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Raven is a very sweet and out-going girl! She has a very deep love for animals and has always taken very good care of them. (more)

from
$40
per night
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15.
There’s no place like home!❤️❤️❤️Lower West Side, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Highly recommend Erica! Our anxious and shy dog warmed up to her right away. She sent us pictures and updates everyday and we came home to a very clean house. W… (more)

from
$85
per night
Confirmed availability: Memorial Day
16.
Your 1st kitty/doggy visit FREE ✔Armour Square, Chicago, IL, 60616
House Sitting, Drop-In Visits

Annie watched our French Bulldog, Fiona, for 7 days. It was also a holiday weekend which is a big deal. She did a great job with Fiona! She would send pictures … (more)

from
$70
per night
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17.
Reliable routine Queen for your petBridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

As someone who has known Erin since she was young, I've always known her as someone who loves animals. When getting into her first apartment – she immediately t… (more)

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$30
per night
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18.
Love and attention for all animalsBridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Sujae did a great job carrying for my furry crew when I had to travel! (more)

from
$40
per night
Confirmed availability: Memorial Day
19.
Reliable, trustworthy & loving!Bridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Sarai is very sweet and Hugo loves her. She sticks to the schedule and cleans everything up before leaving. I highly recommend her. And… Hugo loves her. (more)

from
$80
per night
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Experienced vet assistant & fosterLower West Side, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Stephanie was so great! She communicated with us the whole time and sent picture updates. She took very good care of Radley - we will definitely be using her ag… (more)

from
$28
per night

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.