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
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What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Ann Marie M.
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Sitter Profile Image: Ann Marie M.
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1.

Ann Marie M.

In a bind? I’d love to help!
West Town, Chicago, IL, 60482
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
75 reviews
27 repeat clients
from
$90
per night

Ann Marie was fantastic! She took care of our neurotic French Bulldog and two cats for five days, and house sat while we were away. Our dog is on several medications and needs some special care. Ann Marie took great care of all three babies, sent regular photo updates, and left our house immaculate. Thank you, will book her again!

Sitter Profile Image: Annie B.
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Sitter Profile Image: Annie B.
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2.

Annie B.

Large or Small - I Love 'em All!
Loop, Chicago, IL, 60605
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
65 reviews
32 repeat clients
from
$100
per night

I appreciated Annie's help watching Mousse. He was well taken care of and she kept my place clean. I can't wait for my next trip knowing Mousse will be in good hands.

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Sitter Profile Image: Candice B.
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Sitter Profile Image: Candice B.
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3.

Candice B.

Just waiting to play fetch!
Chicago, IL, 60601
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
82 reviews
29 repeat clients
from
$100
per night

Candice was by far our best rover sitter we’ve had! She totally understood our hyperactive puppies needs and was able to handle her well. She even taught her a new trick in the first two days they spent together! She sends lots of photos, videos, and updates throughout the day! She responds to messages quickly. She did exactly what we asked of her and went above and beyond that. She left our home tidy and clean. She didn’t let our sometimes destructive German shepherd get into she wasn’t supposed too. We trust Candice really loved spending time with Oatley and she really is a caring woman. We definitely recommend her and will hopefully hire again in the future!

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Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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4.

Emily N.

Experience with multiple sized dogs
Bridgeport, Chicago, IL, 60616
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
106 reviews
31 repeat clients
from
$55
per night

Emily was absolutely fantastic. She watched our dog for five days and stayed in our apartment- she sent us great updates and did a wonderful job sticking to our dog’s potty schedule and play routines. Our apartment was also so clean when we got home from our trip. We will definitely work with Emily again in the future!

Confirmed availability: Easter Weekend
Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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5.

Crystal R.

My home is where your pet is.
Chicago, IL, 60653
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
78 reviews
36 repeat clients
from
$65
per night

Crystal responded to my cat sitting request quickly, asked great questions, followed all directions, and my kittens loved her. I will definitely try to book with her in the future!

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Sitter Profile Image: Devin S.
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Sitter Profile Image: Devin S.
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6.

Devin S.

Experienced dog and cat sitter!
Chicago, IL, 60603
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$50
per night

Super sweet, Tinkoo hopped onto her lap and had so much energy when he met her! Kept the house clean and went above and beyond by removing the bedsheets, zipping the trash, etc. Thanks for making it so easy :)

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Sitter Profile Image: Saniah I.
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Sitter Profile Image: Saniah I.
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7.

Saniah I.

Saniah: Your pets, my love!
Chicago, IL, 60605
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$50
per night

Saniah is great! She was on time and clearly showed that she cares for animals, asking about our dog’s favorite toys and treats. I felt entirely comfortable leaving our dog with her in our home and we will be using her again!

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Sitter Profile Image: Mollie K.
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Sitter Profile Image: Mollie K.
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8.

Mollie K.

I love dogs and want to meet yours!
Chicago, IL, 60605
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$50
per night

Absolutely! Here's a shorter and more casual version: Mollie took care of our puppies while we were away, and she was fantastic! She clearly loves dogs and treated ours like her own. She kept us updated with cute photos and messages, which we really appreciated. Super reliable and professional. Will definitely book her again!

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Sitter Profile Image: Dalila E.
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Sitter Profile Image: Dalila E.
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9.

Dalila E.

Rover 101
PET SPECIALIST
Chicago, IL, 60616
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
190 reviews
83 repeat clients
from
$70
per night

Dalila took great care with my dog and cats (one kitten who is a naughty mess). She was flexible and helpful with meet and greet and sent updates daily while I was away. Would definitely have her over again!

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Sitter Profile Image: Lana L.
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Sitter Profile Image: Lana L.
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10.

Lana L.

Vet Tech | Dog Walker | Pet Sitter
Chicago, IL, 60607
2.5 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$65
per night

Lana has helped us out three times in the past month. She has been excellent with our senior dog who is also diabetic. She has given his insulin injections, tested his blood sugar, and has gone above and beyond to make sure he is cared for. We are so grateful we found Lana and will be booking her again very soon.

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Sitter Profile Image: Otis B.
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Sitter Profile Image: Otis B.
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11.

Otis B.

Dog's Best Friend
Near West Side, Chicago, IL, 60612
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
49 reviews
21 repeat clients
from
$55
per night

Jackson enjoyed his time with Otis! Otis was professional and responsive and gave Jackson tons of love and attention! Will definitely be calling again!

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Sitter Profile Image: Jasmine V.
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Sitter Profile Image: Jasmine V.
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12.

Jasmine V.

Rover 101
Animal lover! :)
Lower West Side, Chicago, IL, 60608
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$45
per night

JASMINE IS AMAZING!!! She was so kind sweet loving and wonderful to my babies! She stayed at my place for three nights and four days, sent photos morning noon and night and always kept me updated. Not to mention when I got home my place was spotless! She was so sweet to clean up everything! Absolutely recommend 100/10 🙏🏼🐶💗

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Sitter Profile Image: Faith L.
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Sitter Profile Image: Faith L.
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13.

Faith L.

The best care for your best friend
Chicago, IL, 60608
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
4 repeat clients
from
$67
per night

Faith was so patient with our senior pup who has both a health condition and separation anxiety. We met beforehand for a meet and greet and she asked lots of questions to make sure she understood his personality and quirks. She took him on multiple walks to keep him distracted by what he loves most (sniffing and enjoying fresh air). And she took delicate care of him when he had an upset tummy. It's never easy leaving your fur baby with someone new but Faith made it a positive experience. Happy to have found her : )

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Sitter Profile Image: Allison J.
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Sitter Profile Image: Allison J.
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14.

Allison J.

Previous Veterinary Technician
Near West Side, Chicago, IL, 60608
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
23 repeat clients
from
$80
per night

Allison stayed with our two cats at our apartment for 4 nights and was so, so great taking care of them! Our one cat has asthma and needs an inhaler and some meds, she was a pro and picked up his routine without issue. She was responsive to questions, provided photos and videos, and was overall a delight. Thank you so much!!

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Sitter Profile Image: tehreem g.
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Sitter Profile Image: tehreem g.
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15.

tehreem g.

All around animal lover ❤️
Chicago, IL, 60607
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$90
per night

Tehreem took such good care of our cats while my husband and I were out of the country for a week. We very much appreciated her sticking to their regular eating schedule, playing with them, giving them affection & treats, checking their water, cleaning litter box, etc. Tehreem sent us pictures regularly which we also appreciated very much! We would definitely ask her to watch our babies again and would recommend her :)

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Sitter Profile Image: Allison K.
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Sitter Profile Image: Allison K.
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16.

Allison K.

High energy dog and walk lover
Chicago, IL, 60607
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 reviews
6 repeat clients
from
$90
per night

Allison was AMAZING! She took such good care of our girls and made sure to keep us connected with lots of pictures and videos. Would 100% trust her to come and stay with the pups again!

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Sitter Profile Image: Amanda J.
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Sitter Profile Image: Amanda J.
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17.

Amanda J.

Graduate student who loves animals!
Chicago, IL, 60607
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
8 repeat clients
from
$50
per night

I was going abroad and my friends watching my 7 month old puppy had a 2 day gap. Tyko had only

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Sitter Profile Image: Madison H.
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Sitter Profile Image: Madison H.
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18.

Madison H.

No ruff days around here
Chicago, IL, 60616
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
1 repeat client
from
$45
per night

Madison watched our dog Sophie while we were travelling for our honeymoon. She was friendly and played with her all day and sent lots of pictures. We'll book her again the next time we're travelling and can't leave the dog with a friend.

Confirmed availability: Easter Weekend
Sitter Profile Image: Sateela H.
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Sitter Profile Image: Sateela H.
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19.

Sateela H.

Passionate Pet Enthusiast
Chicago, IL, 60616
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4 reviews
from
$50
per night

Sateela was an amazing dog sitter. She helped Cash feel at home. She sent pictures and gave several unsolicited updates throughout Cash’s stay. We’re looking forward to using her services again.

Sitter Profile Image: Nicole C.
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Sitter Profile Image: Nicole C.
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20.

Nicole C.

Responsible, reliable, WFH 🧘🏻‍♀️
Near South Side, Chicago, IL, 60616
1.2 mi. away
Boarding, House Sitting
5.0 out of 5 stars
11 reviews
from
$72
per night

Nicole was so great! Updated us with photos of Ernie, took him to the park and made sure he got lots of hangout time. We came back to a clean house and a very happy, relaxed dog. We would definitely use Nicole again!

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Chicago House Sitting ratings

Overall Rating:
4.9 out of 5 stars

House sitters in Chicago are rated on average 4.9 out of 5 stars based on 17,944 reviews.

Check out the House Sitting in your neighborhood:

Rover also offers House Sitting in:

Rover also offers other services in Chicago:


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