House Sitting in Chatham, 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: Olga & Natalia D.
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Sitter Profile Image: Olga & Natalia D.
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1. Olga & Natalia D.

Genuine pet lover
Alsip, IL, 60803
8.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
18 repeat clients
from
$60
per night

Olga is fantastic! She took great care of my 3 dogs and even won over my grumpy old Chihuahua! I definitely want to use Olga’s services in the future.

Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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2. Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
5 repeat clients
from
$33
per night

They were AWESOME! Immediately we hit it off talking about our mutual interests. My dog gets a bit hyper but Levi was able to demonstrate techniques to calm him down and quickly. Once I left they sent me regular updates and I never had to worry about whether or not my kitten and dog were in good hands. I really appreciate the time and effort they put into making sure I was updated. I’ve never used Rover but I definitely will again. I also will definitely be using Levi. Thank you so much for everything!

Sitter Profile Image: Belicia K.
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Sitter Profile Image: Belicia K.
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3. Belicia K.

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

Belicia took wonderful care of Anya while we were away for 8 days. She fed and walked her and sent us numerous photos and updates. Anya fell sick during her stay and Belicia took great care of her. We would love to work with her again!

Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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4. Shakira C.

RoverGO
Rover 101
Your Pup is My Pup
South Shore, Chicago, IL, 60649
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
7 repeat clients
from
$75
per night

Shakira is amazing! I feel like she's part of the family. She did an amazing job looking after my Maltipoo, Dash! She sent plenty of pictures and videos throughout the day. I really appreciate the way she made both me and Dash feel comfortable. Before she left, I had already booked her for another sitting for Dash. She's the best!

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Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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5. Jasmine P.

Rover 101
Beloved dog & cat whisperer, is me!
Chicago, IL, 60615
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
61 reviews
21 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.

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Sitter Profile Image: Lupe M.
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Sitter Profile Image: Lupe M.
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6. Lupe M.

Ready to help out while you’re away
Gage Park, Chicago, IL, 60632
5.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
5 repeat clients
from
$90
per night

Lupe was great! Took really good care of my 13 year old dog! Lupe is very communicative and responsive, she’d send lots of pics of Rockie! Also, our apartment was cleaner when we got back than before we left! Thank you again!!

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Sitter Profile Image: Taylor C.
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Sitter Profile Image: Taylor C.
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7. Taylor C.

Energetic dog lover looking to help
Hyde Park, Chicago, IL, 60615
4.0 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
22 reviews
7 repeat clients
from
$30
per night

Taylor was a great dog sitter for GiGi! She sent photos and made sure she was well taken care of. I would highly recommend Taylor for any pet sitting services!

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Sitter Profile Image: Crystal A.
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Sitter Profile Image: Crystal A.
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8. Crystal A.

Oh! I wanna walk with somebody! 🥰
Washington Heights, Chicago, IL, 60643
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$50
per night

I have one wire fox terrier and one boxer (he's 100 pounds) and crystal stayed with them an entire month and everyday I got pictures, updates, and so my babies having a GREAT TIME! Crystal also took care of my plants, house dusting, and brought in all my mail. It pained me when I moved from the city, because after six months I have not been able to find someone as good as Crystal. You can 100% trust her with your fur babies!!

Sitter Profile Image: Dominique F.
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Sitter Profile Image: Dominique F.
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9. Dominique F.

Caring For Your Pet With Respect❤️
South Shore, Chicago, IL, 60637
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
58 reviews
35 repeat clients
from
$65
per night

About: Hi I'm Dominique, here to get out and walk Dogs or just be a friendly companion for your pets. I understand deeply the responsibility of careing for and loving our furry friends. What's better than knowing your furry friend is happy and healthy especially after being back from a busy day, or just knowing someone is there to help when your just not feeling good! That someone is me! I couldn't have found a better Gig! All animals deserve the attention they desire! They deserve to live a good life and get fresh air. I'll be there as a helping hand so please be detailed as possible with your pets individual needs and I assure a great visit. I'm a full time worker for rover, I have a 1 bed apartment in Pilsen very dog friendly neighborhood. I am available so contact me 😊 thank you. I have been caring for animals my whole life I have their best interest. Thanks for choosing river I am available full time. Contact me anytime!

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Sitter Profile Image: Jayden Phoenix P.
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Sitter Profile Image: Jayden Phoenix P.
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10. Jayden Phoenix P.

Dogs are a humans bestfriend.
Roseland, Chicago, IL, 60628
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$46
per night

Roxy is a very responsible dog walking always on time very dependable she took very good care of my dog when she toom my dog on walks my dog loves her walks with Roxy

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Sitter Profile Image: Jessica S.
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Sitter Profile Image: Jessica S.
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11. Jessica S.

Passionate Pet Care Pro
Chicago, IL, 60649
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$30
per night

Jessica is beyond amazing, I met her walking my dog one night and from that moment I could tell how passionate she is about dogs. She’s super sweet and caring and Dino (my dog) loves her like nobody’s business!

Sitter Profile Image: Cane E.
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Sitter Profile Image: Cane E.
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12. Cane E.

Prior vet tech, now social worker!
Chatham, Chicago, IL, 60619
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
2 repeat clients
from
$28
per night

Cane did a great job with a houseful of pets! We left him with 3 cats and 2 dogs, one very high-maintenance. The dogs were a little slow to warm up to him, but he was patient and turned their attitudes around. He texted updates frequently and left the house tidy, which we really appreciated at the end of a long trip! When we got back the animals seemed happy and well cared for. We would be glad to hire Cane again.

Sitter Profile Image: Shiri B.
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Sitter Profile Image: Shiri B.
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13. Shiri B.

Kind and practical pet lover
Chicago, IL, 60621
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
1 repeat client
from
$50
per night

Shiri was awesome to accept a relatively last minute booking at a good rate, and was communicative and professional throughout her stay. I returned to my home exactly how I had left it for her which I appreciated as well. She was understanding and kind when problems arose which meant a lot for me given my dog is of old age and caring for him can be quite involved. Thanks Shiri!

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Sitter Profile Image: Emily L.
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Sitter Profile Image: Emily L.
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14. Emily L.

Love all pets 🫶
Hyde Park, Chicago, IL, 60637
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$60
per night

About: I’ve had a few pets of my own and I am very detail oriented, if your pets ever need me to go an extra mile I will! I am currently a college students at the University of Chicago. I have free time after classes, on weekends and some holidays. I would love to work as a pet sitter or walker! I won’t be home sitting because I live in a dorm right now, but I can home sit at your homes! I care very much for animals and will give them my undivided attention.

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Sitter Profile Image: Thomas B.
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Sitter Profile Image: Thomas B.
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15. Thomas B.

Dogs love me and cats adore me
Grand Crossing, Chicago, IL, 60619
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 years of experience
from
$50
per night

About: I've spent time with dogs when I visited my aunt. She loved them and so do I. I also have 3 cats of my own and there all healthy boys. I've pet sit my friends house and his two dogs for a week once and it wasnt bad at all. I want to make your pet feel safe even when your not around. I can do all breeds of dogs and cats if you need your lazy feline friends to be watched. If you want someone who knows dogs and cats and want them to be safe I am your guy. You can rest assure they will be played with fed and happy the time your away. I'm ready to lend a paw to you.

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Sitter Profile Image: Angel B.
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Sitter Profile Image: Angel B.
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16. Angel B.

Treat your pet like my own child
Chicago, IL, 60637
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
from
$60
per night

Angel has always been great with our pets. Very reliable when you have to go out of town last minute and the pets seem to like her more than is sometimes! She is really responsible and I’m a happy as long as our pets are.

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Sitter Profile Image: Wade S.
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Sitter Profile Image: Wade S.
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17. Wade S.

The Dog Whisperer 🐾
South Shore, Chicago, IL, 60649
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$60
per night

He took great care of my best friends

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Sitter Profile Image: Jumie T.
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Sitter Profile Image: Jumie T.
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18. Jumie T.

Dogs love me!
Chicago, IL, 60649
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$50
per night

About: I am an artist and former dog owner with experience working as a private dog sitter since high school. I love pets immensely, and am so excited to meet yours! Every dog I get to greet is a gift, and I treat them as such. Through my own experience as a dog owner, and diverse experience with other dogs, I have learned a lot that I get to bring to these new situations. I know how vital calmness can be, and keep myself patient. I know every dog is different, so please share everything you can about your animal and all their quirks! Getting to interact with animals is so much fun and so fulfilling, I wish to spend more of my time doing it when I can. I currently work from home, so my schedule is incredibly flexible! I'm available for walks throughout the week and can stay with your fur baby as need be. I like to keep the care of your pet as close as possible to their normal routine, so please keep that information clearly written out if possible, or we can talk through it together.

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Sitter Profile Image: Stephanie J.
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Sitter Profile Image: Stephanie J.
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19. Stephanie J.

They are special like we are!
South Shore, Chicago, IL, 60649
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$45
per night

Stephanie was wonderful to Layla. She made Layla feel comfortable right away. I also appreciated how attentive Stephanie was to our changing needs. She was also early to arrive which I was happy about since we had an appointment we needed to get to.

Sitter Profile Image: Brianna W.
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Sitter Profile Image: Brianna W.
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20. Brianna W.

Home part-time-big fenced backyard
Chicago, IL, 60619
1.4 mi. away
Boarding, House Sitting
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$56
per night

About: As a dog owner you should pick someone to care for your dog who has experience and loves dogs. Well, that care giver is me. Dogs are super energetic and absolutely loyal and that's what I love most about them. Trying to tire out a dog is fun because they're always ready for a game of fetch. If you choose me to care for your dogs you'll be receiving absolute professional service and a great experience for your dog. I have experience in walking, providing medication, and feeding dogs. Hopefully you pick me to care for your loving, four-legged friends. I work from home part-time so I am available for early morning, afternoon, and evening drop offs most week days and weekends as well. We can arrange a drop off on Mondays, Tuesdays, and Thursdays after 6pm. I have a cat already but they don’t require much attention. I have a big fenced back yard for your fur babies to run around. If you bring the crate I can easily crate them. I have a great neighborhood for dog walking.

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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