House Sitting in Armour Square, 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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Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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1.

Jasmine P.

Rover 101
Beloved dog whisperer, is me!
Chicago, IL, 60604
House Sitting, Drop-In Visits, Dog Walking
5.0
35 reviews
12 repeat clients
from
$75
per night

Jasmine took great care of our dog, Koji, while Koji was a little sick and we had to be out of the house over the weekend. Jasmine came on time, even when we needed her early in the morning, and proactively took Koji on walks every few hours to ensure she had relief from her upset tummy. Koji was happy and relaxed when we came home after spending the day with Jasmine! I’d highly recommend her.

Sitter Profile Image: Faith L.
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Sitter Profile Image: Faith L.
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2.

Faith L.

The best care for your best friend
Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
10 reviews
2 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: Annie B.
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Sitter Profile Image: Annie B.
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3.

Annie B.

Large or Small - I Love 'em All!
Loop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking
5.0
43 reviews
21 repeat clients
from
$100
per night

Annie was so attentive, flexible and caring for Bristol. She even got the recently picky petulant one to eat her food whole we were away, after me trying with various incentives from extra treats, wet food, etc. Highly recommend!

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Sitter Profile Image: Samantha H.
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Sitter Profile Image: Samantha H.
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4.

Samantha H.

Musician and Dog Lover
Near South Side, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking
5.0
32 reviews
12 repeat clients
from
$60
per night

Samantha was great with communicating and paying attention to the instructions provided. I had comfort leaving my 95lb leash reactive dog with Samantha for a weekend and came home to a happy and healthy pup!

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Sitter Profile Image: Candice B.
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Sitter Profile Image: Candice B.
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5.

Candice B.

Just waiting to play fetch!
Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking
5.0
41 reviews
14 repeat clients
from
$80
per night

Candice was great watching my 2 spunky pups! She sent great pics and updates and even taught them a new trick. They are active and she took them on longer walks to some of their favorite places. She was great and will definitely book her again!

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Sitter Profile Image: Pablo V.
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Sitter Profile Image: Pablo V.
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6.

Pablo V.

Rover 101
Fun walks
Near West Side, chicago, IL, 60661
House Sitting, Drop-In Visits, Dog Walking
5.0
212 reviews
90 repeat clients
from
$59
per night

Pablo was absolutely amazing. Our pups are rescue dogs, and one has high anxiety. However, Pablo made them both feel so comfortable and gave them plenty of exercise. He frequently updated us with photos and videos, and it helped ease our worries with the pups’ quirks. We would certainly request his services in the future!

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Sitter Profile Image: Janette V.
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Sitter Profile Image: Janette V.
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7.

Janette V.

People call me Snow White lol
Chicago, IL, 60609
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
3 repeat clients
from
$75
per night

Janette is awesome! She spoiled my senior girl Lana during a quick outing I had planned. Janette took her for a pup-accino and back to her house so she could sunbathe and people watch. And Janette always provided updates. Lana was happily exhausted when I got home that day!

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Sitter Profile Image: Dalila E.
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Sitter Profile Image: Dalila E.
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8.

Dalila E.

Rover 101
PET SPECIALIST
Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
152 reviews
69 repeat clients
from
$60
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: Otis B.
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Sitter Profile Image: Otis B.
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9.

Otis B.

Dog's Best Friend
Near West Side, Chicago, IL, 60612
House Sitting, Drop-In Visits, Dog Walking
5.0
35 reviews
17 repeat clients
from
$55
per night

Otis was WONDERFUL. We couldn't have higher praise for him. We originally had another Rover scheduled for boarding, and she canceled on us 3 hours before we were supposed to head to the airport. Otis helped us last minute and arrived right on time to save us. Our Bernese Mountain Dog puppy is a highly energetic handful, and Otis kept her entertained and stimulated the entire weekend. Our dogs loved hanging out with him, and he was great about sending us picture updates throughout the day. The house was also in even better condition than when we left it. Otis was the best dog sitter and house guest, and we would 100% always book him if we could.

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Sitter Profile Image: Jessica B.
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Sitter Profile Image: Jessica B.
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10.

Jessica B.

All furry friends are loved!
Near West Side, Chicago, IL, 60661
House Sitting, Drop-In Visits, Dog Walking
5.0
10 reviews
3 repeat clients
from
$55
per night

Jessica was a great sitter! She was so good to our puppy Maple. Our schedule changed the day before the sitting and Jessica was more than willing to stay additional time to make sure Maple wasn’t left alone for too long and that was so sweet of her!

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Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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11.

Crystal R.

My home is where your pet is.
Chicago, IL, 60653
House Sitting, Drop-In Visits, Dog Walking
5.0
37 reviews
11 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: Riss B.
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Sitter Profile Image: Riss B.
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12.

Riss B.

Attentive and enthusiastic care
Loop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking
5.0
55 reviews
17 repeat clients
from
$50
per night

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 so much love and care, even as she started having respiratory issues, staying with her in the ER for hours. She’s one of the best of the best and I can’t thank her enough.

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Sitter Profile Image: Hailey L.
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Sitter Profile Image: Hailey L.
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13.

Hailey L.

Work from home artist
Lower West Side, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking
5.0
18 reviews
8 repeat clients
from
$40
per night

Hailey was amazing — very much appreciate her care for my dog while I was out of town. She was prompt and communicative, and I knew I left my dog in good hands!

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Sitter Profile Image: Mia M.
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Sitter Profile Image: Mia M.
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14.

Mia M.

I love all animals big and small
Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking
11 years of experience
from
$45
per night

About: I have had the privilege of growing up with and caring for two wonderful dogs. Bella, my Great Pyrenees German Shepherd mix, has been a part of my family since 2015, in which I love taking on long walk and car rides. Additionally, I have Max, a Shih Tzu Maltese, who has been a beloved member of our family since 2011, who loves being brushed and relaxing in the sun. I truly emphasize with the challenges of juggling a hectic schedule while ensuring that our furry companions receive the utmost care and attention they deserve As a college student in Chicago, I have available time after classes during the week and on weekends, making it easy to incorporate pet care into my weekly routine I’m exceptionally attentive to pet care. For walks, I maintain keen awareness of my surroundings. When checking in on dogs, I ensure they have ample food and water at the beginning and end of each visit whilst following and analyzing care instructions to be carried out. Furthermore, I’m more than willing to engage with energetic puppies and dogs to help them expend their energy through play and walks. Your pets’ well-being and happiness are my top priorities.

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Sitter Profile Image: Hunter S.
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Sitter Profile Image: Hunter S.
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15.

Hunter S.

Attentive & Friendly Pet Care🐾
Lower West Side, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
3 repeat clients
from
$55
per night

Hunter sent plenty of photos of my little pup, made sure that they had all the necessary info, and kept in contact with me. Highly recommend!

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Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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16.

Emily N.

Experience with multiple sized dogs
Bridgeport, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking
5.0
81 reviews
24 repeat clients
from
$50
per night

Emily is absolutely wonderful!!! Kind, thoughtful, responsible and adaptable. She cared for our pet and our home like they’re her own, went above and beyond what was asked of her, and sent daily updates. She was also very attentive and understanding of our pet’s geriatric quirks. Bonus: she takes incredible photos! We would highly recommend her to anyone and will definitely ask her to come back.

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Sitter Profile Image: Madison H.
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Sitter Profile Image: Madison H.
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17.

Madison H.

No ruff days around here
Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking
5.0
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.

Sitter Profile Image: Ye S.
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Sitter Profile Image: Ye S.
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18.

Ye S.

Cats are family!
Bridgeport, Chicago, IL, 60608
Boarding, House Sitting
1 review
1 repeat client
from
$250
per night

Hi, It’s Evelyn here! It’s my pleasure to have an opportunity to recommend Ye to everyone who loves cat! He is super considerate and I have never seen a cat that does not like him, if only you could hear the purring of my cat on his lap, that’s how lovely he is in the cat’s eyes!

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Sitter Profile Image: Naimah B.
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Sitter Profile Image: Naimah B.
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19.

Naimah B.

Experienced Dog Lover
Near South Side, Chicago, IL, 60616
House Sitting
5.0
9 reviews
from
$94
per night

Naimah was super sweet to my dog and kitty while I was out of town for the weekend. She was flexible and kind enough to make it work even on short notice. She stayed over at our house and took Sola on daily walks to the dog park, sending photos and updates throughout the week.

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Sitter Profile Image: Annie X.
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Sitter Profile Image: Annie X.
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20.

Annie X.

Rover 101
Your 1st kitty/doggy visit FREE ✔
Armour Square, Chicago, IL, 60616
House Sitting, Drop-In Visits
5.0
126 reviews
97 repeat clients
from
$70
per night

Annie watched our French Bulldog, Fiona, for 7 days. It was also a holiday weekend which is a big deal. She did a great job with Fiona! She would send pictures and Fiona looked like she was in her element at home. I felt so comfortable with Annie taking care of Fiona that I didn't feel the need to check in constantly (which is a big thing for me). She also left the apartment just as clean as we had left it! She was great!

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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.

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