House Sitting in Chicago

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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1. Emily N.

Star Sitter
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
118 reviews
35 repeat clients
from
$55
per night
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Emily was an amazing house sitter!! I received daily pictures and updates about Snoopy! I felt so comfortable being able to leave him home with someone.

Sitter Profile Image: Megan W.
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Sitter Profile Image: Megan W.
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2. Megan W.

Star Sitter
Megan W. Of Chicago area
West Town, Chicago, IL, 60622
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
62 reviews
17 repeat clients
from
$65
per night
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Megan was an excellent sitter for my boys! I was able to leave my 2 boxers home while I travelled for a day long business trip. Megan sent pictures, notes and kept me informed throughout the day. I returned to 2 happy pups and a neat & tidy home. Thank you Megan!

Sitter Profile Image: Lindsay J.
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Sitter Profile Image: Lindsay J.
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3. Lindsay J.

Star Sitter
Cat mom and animal lover
Chicago, IL, 60642
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
10 repeat clients
from
$64
per night
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Lindsay did a great job taking care of our cats over the holidays. She was communicative, friendly, and most importantly, the cats liked her. Thank you, Lindsay!

Sitter Profile Image: Kaitie G.
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Sitter Profile Image: Kaitie G.
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4. Kaitie G.

Star Sitter
Miss Rachel for pets 🐾 she/her(s)
West Town, Chicago, IL, 60622
4.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
11 repeat clients
from
$75
per night
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Katie is fantastic!! Very friendly and communicative, and as a bonus, takes awesome photos of your pet! We loved having her house-sit and take care of our very extroverted cat. Highly recommend!

Sitter Profile Image: Pablo V.
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Sitter Profile Image: Pablo V.
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5. Pablo V.

Rover 101
Fun walks
Chicago, IL, 60642
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
243 reviews
96 repeat clients
from
$66
per night
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Pablo was excellent with our dog! It was our first time leaving him and we were naturally nervous, but Pablo sent lots of photos and made us feel comfortable the whole time we were gone. Would highly recommend!

Sitter Profile Image: Belicia K.
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Sitter Profile Image: Belicia K.
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6. Belicia K.

Star Sitter
Cats and dogs are my sunshine!
Englewood, Chicago, IL, 60621
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
7 repeat clients
from
$50
per night
Profile image

My cat sitter cancelled on me at the last minute. But as it turns out I was meant to find Belicia. She took excellent care of my girl Zuri. Belicia was communicative, kind, and followed all instructions. She sent me messages and photos to absolve any worry and it didn't take long for my anti-social kitty to take to her. Having her care for Zuri was such a peace of mind. When I came back home, I realize that everything worked out as it should have. This is the beginning, as I will be scheduling with Belicia again.

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

7. 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
56 reviews
25 repeat clients
from
$65
per night
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After a seven night stay, we couldn’t be happier! The dogs seemed happy, we got photos / communication every day, and the house was even left clean. We would use again / recommend to anyone!

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

Star Sitter
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
78 reviews
30 repeat clients
from
$90
per night
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Anne Marie is a gem! She took such good care of our mini golden doodle (11months old) while we were away for the evening. Our doodle immediately bonded with her upon arrival. They had a great time hanging out and we got update photos that showed our Mabel girl was having a blast and was relaxed being cared for at home. We plan to have Ann Marie as our “go to” sitter! 5 stars!

Sitter Profile Image: Eduardo N.
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Sitter Profile Image: Eduardo N.
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9. Eduardo N.

Loving Care When You’re Not There
Chicago, IL, 60654
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
4 repeat clients
from
$45
per night
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Eduardo did a wonderful job watching Obi! Our neighbors commented that it seemed like Obi seemed to be out often with him and they seemed to have fun adventures together. When we came home, he had left the place just as clean as we left it, including washing our sheets for us.

Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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10. Crystal R.

Star Sitter
My home is where your pet is.
Chicago, IL, 60616
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
96 reviews
42 repeat clients
from
$65
per night
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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!

Sitter Profile Image: Munder S.
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Sitter Profile Image: Munder S.
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11. Munder S.

Star Sitter
Your pet needs some me time too
West Town, Chicago, IL, 60642
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
130 reviews
47 repeat clients
from
$66
per night
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Munder is great! We’ve booked him several times for our German shepherd puppy who is definitely a handful! Our house is always how we left it and he watches her closely so nothing in our house gets damaged. He does an amazing job with her!

Sitter Profile Image: Saniah I.
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Sitter Profile Image: Saniah I.
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12. Saniah I.

Star Sitter
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
13 reviews
4 repeat clients
from
$50
per night
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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!

Sitter Profile Image: Allison J.
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Sitter Profile Image: Allison J.
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13. Allison J.

Star Sitter
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
53 reviews
24 repeat clients
from
$80
per night
Profile image

Allison is a fantastic sitter! She stayed overnight with our lab-shepherd mix, Luna, while we were out of town for a wedding. She was communicative throughout the process, sending regular text and photo updates, and she did a great job taking care of our rather grumpy old dog.

Sitter Profile Image: Reshunda B.
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Sitter Profile Image: Reshunda B.
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14. Reshunda B.

Paws-itively
South Lawndale, Chicago, IL, 60608
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$30
per night
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Reshunda was amazing to work with. My pup has some allergy issues and she did a great job at checking in and following directions. Thanks so much for taking care of my baby!

Sitter Profile Image: Nicole C.
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Sitter Profile Image: Nicole C.
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15. Nicole C.

WFH, responsible, reliable 🧘🏻‍♀️
Near South Side, Chicago, IL, 60616
1.2 mi. away
Boarding, House Sitting
5.0 out of 5 stars
16 reviews
2 repeat clients
from
$72
per night
Profile image

Nicole went above and beyond what we could've asked for from a sitter. She stayed at our place for a week and looked after our two boys. Our youngest Vinny had started to have a little bit of diarrhea before we left for vacation, but we thought it would pass with some water and a few extra potty breaks. A few days into her stay, it was apparent it was getting worse, so we got in contact with our vet and arranged for testing and meds. Nicole handled everything with the vet and the boys so fast, and was so communicative and organized. And I know Vinny - he's a handful on his own, but with a tummy ache, you need to keep your eyes on him 24/7, and she did just that. I'm so thankful to have had someone take care of him the way I would. We also have this little ritual we keep with our pup Rusty's memorial (he passed a year ago). She kept up our little routine and gave us updates on him too :) We just off-handedly told her it was a thing we do, and the fact that she kept it up meant so much. I could ramble on forever! Bottom line, Nicole is an exceptional sitter/person and I would 10000% trust her with my boys again.

Sitter Profile Image: Taylor M.
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Sitter Profile Image: Taylor M.
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16. Taylor M.

Rover 101
Loving, meticulous sitter!
Loop, Chicago, IL, 60001
1.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
19 reviews
7 repeat clients
from
$50
per night
Profile image

Taylor is a DREAM dog sitter! She exceeded every single expectation by a landslide and left me with zero worries. Taylor was incredibly communicative, sent tons of sweet updates, and genuinely cared about my pup while I was out of town. I could tell in pictures and videos that my pup was having the best time, getting lots of snuggles, and was calm. She even gave my pup a bath before leaving! Taylor also exceeded expectations by taking excellent care of my apartment. On top of Taylor being completely wonderful, her two pups, Sunny and Leo, were adorable and played really well with my dog. I can’t recommend Taylor enough!

Sitter Profile Image: Araceli G.
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Sitter Profile Image: Araceli G.
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17. Araceli G.

caring & responsible pet sitter
Near West Side, Chicago, IL, 60607
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
26 reviews
7 repeat clients
from
$50
per night
Profile image

Araceli is the best!! My dog was recovering from an injury and needed to be watched closely and given medicine while we were gone and she went above and beyond to make sure he was resting and healing and that I felt reassured while being away. She even picked up more medicine when needed. She was responsive and flexible as our travel plans changed. Araceli will take the absolute best care of your pet! She makes a stressful situation much less. Can’t recommend her enough!!

Sitter Profile Image: Jasmine V.
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Sitter Profile Image: Jasmine V.
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18. Jasmine V.

Rover 101
Star Sitter
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
21 reviews
6 repeat clients
from
$60
per night
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Jasmine was terrific! Kept me updated on my girl, Reese, and took such great care of her. Would definitely book Jasmine when I go on a trip again.

Sitter Profile Image: Callie L.
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Sitter Profile Image: Callie L.
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19. Callie L.

I love caring for animals!!
Near West Side, Chicago, IL, 60607
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
6 repeat clients
from
$50
per night
Profile image

Callie was extremely communicative since day 1 of reaching out to her, we did a meet and greet and the dogs seemed instantly bonded with her and she asked a bunch of questions to really get to know their schedules and personalities. During our stay she provided us with updates and pictures and when we came home the house was spotless and the dogs were so happy. She is an extraordinary caretaker and even more talented artist! I’m so glad we went this route instead of the dog hotel this time around because my dogs are so much happier and healthier because of Callie. Anytime I had a special request she was there to help me out. Thank you so much.

Sitter Profile Image: Amanda J.
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Sitter Profile Image: Amanda J.
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20. Amanda J.

Star Sitter
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
31 reviews
11 repeat clients
from
$50
per night
Profile image

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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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.

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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