House Sitting In Near North Side 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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Rose N.
1.
Dog/Kitty caretaker full time!Near North Side, Chicago, IL, 60610
House Sitting, Drop-In Visits, Dog Walking

Rose is GREAT! We were gone for 8 days on a cruise and felt completely confident that our pets were well taken care of. Rose did an amazing job keeping us updat… (more)

from
$55
per night
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Pablo V.
2.
Fun walksNear West Side, chicago, IL, 60661
House Sitting, Drop-In Visits, Dog Walking

We recently had to travel without our dog and were nervous to board her somewhere due to the anxiety it would cause her. We were so happy to find Pablo on the … (more)

from
$59
per night
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Vladimir C.
Fulltime attention 💛💙 loads of 📸Near North Side, Chicago, IL, 60611
Dog Boarding, House Sitting

Vlad was great with Lucy. He arrived promptly and was very friendly. He took many nice photos of my dog on Michigan avenue. She was happy with him. I recommend … (more)

from
$54
per night
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Kailee S.
4.
Lifelong Pet Lover and OwnerLoop, Chicago, IL, 60601
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Along with having her own personal experience with multiple family pets, and now a dog of her own, Kailee has watched my dogs many time. I currently have a larg… (more)

from
$50
per night
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Lauren B.
5.
Love playing with all petsNear North Side, Chicago, IL, 60047
House Sitting, Drop-In Visits, Dog Walking

This was my first time leaving my 12 y/o dachshund with someone we didn’t know and Lauren really put me at ease. She stayed at our home for the weekend and let … (more)

from
$68
per night
Confirmed availability: Memorial Day
6.
Mans best Friend = 🐕🐾🐾🐾West Town, Chicago, IL, 60642
House Sitting, Drop-In Visits, Dog Walking

Trisha was amazing!! We were lucky to book her a the last minute and our 4mo old pup had a great time w her for the four+ nights she sat. Loved getting all the … (more)

from
$100
per night
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7.
Available to watch your furballNear North Side, Chicago, IL, 60610
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

If you’re looking for a reliable, caring pet sitter, look no further than Steve. Steve is great with my blind 10.5 yo pup. He’s accommodating and so patient wit… (more)

from
$65
per night
Caring for pets is #1Near North Side, Chicago, IL, 60611
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

THE BEST SITTER EVER, since we found her on Rover we never stopped reaching out to her first thing if we are looking for a sitter! Miso (our dog) loves hanging … (more)

from
$75
per night
Confirmed availability: Memorial Day
9.
Dog lover and caretakerNear North Side, Chicago, IL, 60610
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I have known Sasha for over ten years, and she has always had a nurturing sense about her that dogs especially appreciate. I would recommend her as a dog sitter… (more)

from
$73
per night
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10.
Less talking, more walking!Near North Side, Chicago, IL, 60610
House Sitting, Drop-In Visits, Dog Walking

Aymara was great! She sent updates/pics and was very easy to communicate with as we figured out this last minute booking. I’d definitely ask her to watch my pet… (more)

from
$50
per night
11.
24/7 Cuddles!Loop, Chicago, IL, 60602
Dog Boarding, House Sitting

Cece was wonderful with our girls! She was very interested in knowing their routines so she could make them at ease and comfortable while we were gone. She kep… (more)

from
$50
per night
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12.
ISO the chance to hang out w/ dogs!Near North Side, Chicago, IL, 60654
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Great sitter! Jordan was wonderful with my two dogs, one being a puppy. She was at my house for a week and kept me perfectly updated throughout my time away inc… (more)

from
$32
per night
Confirmed availability: Memorial Day
13.
I will <3 your furry 1 as if my ownNear North Side, Chicago, IL, 60611
House Sitting, Drop-In Visits, Dog Walking

Carly is amazing! She is one of the most caring people you will ever meet and will always go above and beyond. She is very reliable and filled with energy! (more)

from
$150
per night
14.
Dogs Love Me!Near North Side, Chicago, IL, 60610
House Sitting, Drop-In Visits, Dog Walking

Chani watched Nico while we were at work and did a great job! She was on time and very communicative throughout the day; sending us a lot of pictures. We will… (more)

from
$80
per night
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15.
Dog owner and animal loverLoop, Hamilton, IL, 60601
House Sitting, Drop-In Visits, Dog Walking

Maya was amazing. I’d never had an in house sitter before and she made it so easy. I got regular updates on all three pets and they all seemed to love her. Woul… (more)

from
$50
per night
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16.
Animal Care: Dogs, Cats & AquaticsNear North Side, Chicago, IL, 60610
House Sitting, Drop-In Visits, Dog Walking

Shannon is the absolute best - my dog has such severe anxiety when I am not with her but Shannon clearly knows how to cater to different dogs and personality ty… (more)

from
$40
per night
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17.
Fun and active dog lover!Near North Side, Chicago, IL, 60611
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 repeat client
5 years of experience

About: Love spending time with dogs of all ages and nothing means more to me than seeing them happy and smiling! I have lots of toys and live right by two d… (more)

from
$50
per night
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18.
Reliable, flexible, & accommodatingNear North Side, CHICAGO, IL, 60654
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Tina was excellent at communicating & took the time to do a meet & greet. She cared for our Dash well & even sent us pics & updates (which we appreciated). She … (more)

from
$125
per night
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19.
Doggie lover with some free time!!Near North Side, Chicago, IL, 60610
House Sitting, Drop-In Visits, Dog Walking

Jamil is a very good dog sitter and walker. I once visited him for the holidays and he was taking care of his roommate’s dog. Miles was very well taken care of … (more)

from
$50
per night
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20.
Friend to Fur Children EverywhereNear North Side, Chicago, IL, 60610
House Sitting, Drop-In Visits, Dog Walking

Elyssa is the most caring and helpful walker we’ve used. Our whippet, Claude, adores her and can barely contain his excitement every time she comes by. They’re … (more)

from
$38
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.