House Sitting in Lincoln Square, 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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Sarah P.
1.
Probably a dog/cat whispererIrving Park, Chicago, IL, 60618
House Sitting, Dog Walking

Sarah has been such an amazing help for me and my dog! She is reliable, communicative, and flexible. I so appreciate her and will be 100% booking again! (more)

from
$45
per night
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Kevin W.
2.
All pups (young & old) need careLake View, Chicago, IL, 60657
House Sitting, Drop-In Visits, Dog Walking

Kevin was great. He came a little early to meet with the dogs and see the place. He was very communicative and sent pics of the dogs while I was away. They both… (more)

from
$55
per night
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Justine R.
Your pet's new BFF!Uptown, Chicago, IL, 60640
House Sitting, Drop-In Visits

Justine is awesome! Yukon loves her! And she’s so clean! Not only is our dog greatly taken care of, but our place is always spotless when we return. Much apprec… (more)

from
$63
per night
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Emily T.
4.
Flexible/Last minute! Cats and DogsIrving Park, Chicago, IL, 60641
House Sitting, Drop-In Visits, Dog Walking

Emily has been our trusted dog sitter for over a year. She has been terrific, and has spent long stretches looking after our sweet but rambunctious pup, Abby. W… (more)

from
$50
per night
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sophie b.
5.
Must say “Hi!” to every dog I pass!Lake View, Chicago, IL, 60613
House Sitting, Drop-In Visits, Dog Walking

Sophie was EXACTLY PERFECT!. She took care of Moose, our 13 1/2 year old tripaw who is on medication. She gave him the right medication at the right times, an… (more)

from
$65
per night
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6.
Life long pet lover and cat mom!Albany Park, Chicago, IL, 60625
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Super reliable and communicative! (more)

from
$40
per night
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7.
Love All Animals!Uptown, Chicago, IL, 60640
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Misha was a wonderful sitter to my dog and two cats while I was on vacation for a week! She kept me up to date with frequent photos and updates. My dog can be s… (more)

from
$55
per night
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8.
Dog mom who wants to share the loveLake View, Chicago, IL, 60613
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

We have booked Joelle twice to stay in our home with our 7 month old german shepherd. She is punctual, professional, and very reliable. It is clear she is comfo… (more)

from
$40
per night
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9.
Dog Lover ExtraordinaireRogers Park, Chicago, IL, 60626
House Sitting, Drop-In Visits, Dog Walking

Brooke was exceptional. Nina was a rescue and badly abused and does not trust easily especially males. Nina was calm and happy dog when I got home. Brooke was a… (more)

from
$45
per night
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10.
I will love them like my own!!!Uptown, Chicago, IL, 60640
House Sitting, Drop-In Visits, Dog Walking

I can’t say enough about how great Chelsey was watching my dogs! From the second we met I could tell she was a dog lover because she was so excited that my dogs… (more)

from
$45
per night
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11.
I'll treat your pup like my own!Irving Park, CHICAGO, IL, 60618
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Katie was a wonderful sitter for my pup, Winston. She was very attentive and caring with him and he became comfortable with her right away. Will definitely be … (more)

from
$50
per night
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12.
Experienced & Caring Animal LoverLincoln Square, Chicago, IL, 60640
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Elisa watched Rex while I was away for a long weekend. She is attentive and responsive, and she took great care of Rex including taking him to the dog beach. Th… (more)

from
$70
per night
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13.
All Breeds and Ages Welcome!Albany Park, Chicago, IL, 60625
House Sitting, Drop-In Visits, Dog Walking

Truly bonded with my dog while we were away. Will hire again! (more)

from
$75
per night
14.
Client of Rover, send Joe on over!Uptown, Chicago, IL, 60640
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Joe is the best!! He took such great care of Hank and our home while we were gone! The dog loved him, and I felt 100% at ease knowing Joe was there with him! We… (more)

from
$50
per night
Confirmed availability: Memorial day
15.
Must love dogs!North Center, Chicago, IL, 60618
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Kelly housesat for me. I felt confident leaving my dog with her after our meet and greet. She was fantastic with communication, updates, super flexible, and my … (more)

from
$50
per night
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Dog-Lover Seeks New Canine Friends!Uptown, Chicago, IL, 60618
House Sitting

Chris was great, communicated well and was very observant of our dogs nuances. He is going to be a first choice for future trips. (more)

from
$50
per night
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17.
Love humans and animalsWest Ridge, Chicago, IL, 60659
House Sitting, Drop-In Visits, Dog Walking

Carllie was very communicative the entire stay, she took such great care of Pete! Peter is a bit hard to handle sometimes and she had no issues with him. He had… (more)

from
$25
per night
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18.
Looking for that awesome petsitter?Lincoln Square, Chicago, IL, 60625
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Heather was great!! She communicated often and sent lots of pics. She really helped me out by taking a last minute job, and definitely kept my pups from getting… (more)

from
$50
per night
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19.
Id play fetch w/ ur dog & cat!Edgewater, Chicago, IL, 60625
House Sitting, Drop-In Visits, Dog Walking

Jacee was an absolutely amazing sitter for our dog and two cats. My girlfriend and I were gone for an extended period and never once did we feel concerned about… (more)

from
$39
per night
Confirmed availability: Memorial day
20.
Working from home and happy to getLincoln Square, Chicago, IL, 60640
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Shante was communicative, careful, and very good with our pup! All instructions were followed clearly and she kept us updated with any news and several pictures… (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.