House Sitting in Chicago

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Dalila E.
1.
PET SPECIALISTChicago, IL, 60604
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

My dog Kappy was well taken care of and enjoyed great company! I’ve only ever left him with friends and family and it was such a relief to see him just as comfo… (more)

from
$54
per night
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Munder S.
2.
Your pet needs some me time tooWest Town, Chicago, IL, 60642
House Sitting, Drop-In Visits, Dog Walking

Munder did a great job watching our dog for a couple of nights! He followed all our instructions, sent us lots and lots of cute pictures, and left our apartment… (more)

from
$52
per night
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Pablo V.
3.
Fun walksNear West Side, chicago, IL, 60661
House Sitting, Drop-In Visits, Dog Walking

My dogs love Pablo!!! They normally will be sad when I'm traveling but they were so happy with Pablo and that made me very comfortable during my trip. (more)

from
$59
per night
Confirmed availability: Easter Weekend
Leo L.
4.
Leo 
Verified Enhanced Background Check
Say hi to your dog for me :)Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Leo currently has 4 animal family members in his home (3 cats and a dog), and does a great job caring for them. He has a genuine love for animals and would sure… (more)

from
$60
per night
Confirmed availability: Easter Weekend
Maya J.
5.
Maya’s Pet Massages relaxin babiesNear West Side, Chicago, IL, 60627
House Sitting, Drop-In Visits, Dog Walking

Maya was great! Our two dogs loved her at the meet and greet, she provided frequent updates on their time together and was very responsive. The dogs were happy … (more)

from
$35
per night
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6.
Let me give your pet love and care!Loop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking

Riss is the most thoughtful and attentive sitter I’ve had the pleasure to meet on this app and could not recommend her enough! She treated my senior kitty with … (more)

from
$60
per night
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In a bind? I’d love to help!West Town, Chicago, IL, 60482
House Sitting, Drop-In Visits, Dog Walking

Ann was great with my dog Lucy! She kept me updated via photos throughout the day and little fun comments. Ann was attentive and connected very well with my dog… (more)

from
$78
per night
8.
Gentle, Engaging, and Hard to FazeNear West Side, Chicago, IL, 60607
House Sitting, Drop-In Visits, Dog Walking

Autumn was absolutely fabulous, and I highly recommend her to anyone looking for someone to stay with their furbaby. I was scrambling to find a last minute si… (more)

from
$60
per night
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9.
World Renowned Dog WhispererChicago, IL, 60601
House Sitting, Drop-In Visits, Dog Walking

Joseph was great with my dog! He was very responsive to me while I was out of the country and I was able to trust him easily with my dog. Betty, my dog, also re… (more)

from
$42
per night
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10.
Experienced Animal CareChicago, IL, 60609
House Sitting, Drop-In Visits, Dog Walking

Sarah took very good care of our 3 spoiled babies, and took care of our house. We recommend her and will definitely be using her again in the future!! (more)

from
$55
per night
11.
Nothing better than a happy dog! :)Near West Side, Chicago, IL, 60607
House Sitting, Drop-In Visits, Dog Walking

Deven took such great care of our cat Blu! This was the first time we left our shy cat so we were nervous that he would hide or not eat, however Deven made sure… (more)

from
$48
per night
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12.
Dog and Cat Loving Medical StudentNear West Side, Chicago, IL, 60607
House Sitting, Drop-In Visits, Dog Walking

Amanda was amazing! Communicated with us every step of the way, and sent pictures every day. I definitely recommend Amanda (more)

from
$55
per night
Confirmed availability: Easter Weekend
13.
Reliable Experienced Dog & Cat MomLower West Side, Chicago, IL, 60608
House Sitting, Drop-In Visits

This was our first time leaving our pup for an extended amount of time. She’s a 70 lb dog from a shelter and has some behavioral issues we were concerned would … (more)

from
$30
per night
Confirmed availability: Easter Weekend
14.
Experienced Dog LoverNear South Side, Chicago, IL, 60616
House Sitting

Nai really came through for me and was able to provide a calm and caring environment for my Layla when Southwest flights caused holiday chaos! Nai was patient w… (more)

from
$63
per night
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
$40
per night
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16.
Your dog's new best friend!Douglas, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

Arthur loves Maggie and feels very safe around her. I don’t have to worry about him when he’s with her because she’s very responsible and caring! (more)

from
$32
per night
Confirmed availability: Easter Weekend
17.
Reliable care for your petBridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Thank you so much for caring for our pets! (more)

from
$38
per night
Calendar Recently Updated
18.
Loves long walks and fluffy friendsBridgeport, Chicago, IL, 60608
Boarding, House Sitting

Gillian took great care of our puppy Percy. Will use her services again! (more)

from
$50
per night
19.
Pilsen Dog Walker/Cat Sitter!Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits

Anthony did a great job house sitting and taking care of our dog while we were away. He sent us daily updates and photos, and we came home to a clean house and … (more)

from
$63
per night
Confirmed availability: Easter Weekend
20.
Reliable, non-smoking pet loverLower West Side, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

About: I am an avid traveler, pet lover and foodie. I am a private high school tutor. I also have a pet of my own, a 1 year old maltipoo who is apart of ou… (more)

from
$55
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.

House Sitting