House Sitting in South Deering, 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: Cynthia S.
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Sitter Profile Image: Cynthia S.
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1. Cynthia S.

Furry friends are my happy place!
Midlothian, IL, 60445
8.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$50
per night
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She was great!!! Took care of copper like we would!!! Will definitely use her again

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Sitter Profile Image: Claudia O.
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Sitter Profile Image: Claudia O.
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2. Claudia O.

Rover 101
Star Sitter
I hope my cat doesn't get jealous!
East Chicago, IN, 46312
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
225 reviews
58 repeat clients
from
$50
per night
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Claudia is the best! She came to us last minute when my former dog sitter wasn't able sit for our babies due to surgery. She followed all of my very long detailed instructions for my two 12 year old's Boxer Mix and Yorkshire Terrier. They both have special needs and Claudia followed all the instructions to support them at their elderly age. They both needed meds while she cared for them and followed all the instructions. I loved how she continuously kept me updated with messages and I especially loved the pictures and videos. If she wasn't sure about something, she asked, if packages came in the mail, she brought them in. I left for vacation feeling very comfortable with leaving Claudia in my home with Zoey and Kody and came home even happier that my pups were happy.

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
8.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
7 repeat clients
from
$50
per night
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Belicia is the absolute best. We were gone for two weeks for our wedding abroad and were so busy that we barely had time to check in the way we normally would. Yet, Belicia made a daily effort to give us the loveliest updates about her time with our girl, giving us total peace of mind.

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Sitter Profile Image: David R.
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Sitter Profile Image: David R.
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4. David R.

Star Sitter
Caring dog owner with lots of time.
Hammond, IN, 46324
7.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
10 repeat clients
from
$50
per night
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David takes such great care of our two dogs! I can always tell they are very well taken care of and he sends lots of pictures and videos. I highly recommend him!

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Sitter Profile Image: Rob S.
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Sitter Profile Image: Rob S.
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5. Rob S.

Star Sitter
Just like home with a side of love!
Hammond, IN, 46327
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
7 repeat clients
from
$39
per night
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Hi Rob, is a good person and a lifesaver. He came over and Housesat for me in an emergency with only 3hrs notice when I had a last minute cancellation. I would recommend him again to watch my pets anytime

Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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6. Shakira C.

RoverGO
Rover 101
Star Sitter
Your Pup is My Pup
South Shore, Chicago, IL, 60649
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
7 repeat clients
from
$75
per night
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Shakira is the absolute best and just a amazing lady! This was my first time hes I g him with a stranger. Both she and Benzo fell in love with each other and he was looking sad when she left. She took good care of my boy and kept me updated on his activities during the day. Couldn’t ask for a better experience or sitter for my puppy. Do not hesitate ti book her if she’s available; you won’t regret it I promise. She is a dog whisperer!!?

Sitter Profile Image: Sofia P.
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Sitter Profile Image: Sofia P.
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7. Sofia P.

Animal lover + pet enthusiast!!
Chicago, IL, 60615
7.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$50
per night

Sofia has always been an incredible pet sitter. She has watched my families’ dogs for three years, and she is incredibly affectionate and patient with my two dogs. One of my dogs is elderly and suffers with epileptic seizures, but I know I can always rely on Sofia to administer medication and give both my dogs the care and attention they need. I would recommend her to anyone in need of reliable pet care.

Sitter Profile Image: Samantha E.
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Sitter Profile Image: Samantha E.
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8. Samantha E.

RoverGO
Professional Pet Sitter & Pup Lover
chicago, IL, 60615
7.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
49 reviews
22 repeat clients
from
$35
per night
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Sam did an amazing job watching my dog Josie. Josie is blind and requires help getting around and she can be a little stubborn. Sam was very patient with her and made sure she was very well taken care of. I will definitely book Sam again in the future.

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Sitter Profile Image: Alexa B.
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Sitter Profile Image: Alexa B.
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9. Alexa B.

200ccs of love and affection = me
Chatham, Chicago, IL, 60619
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$30
per night

WONDERFUL SITTER!! Alexa has been my pet sitter for a little over a year and she has been wonderful. She is great as a house sitter and very respectful of what your pet needs! One of my two pups is reactive and she's always been very patient and has handled her well (45lbs and a leash puller on occasion).

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Sitter Profile Image: Jayden Phoenix (They/Them) P.
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Sitter Profile Image: Jayden Phoenix (They/Them) P.
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10. Jayden Phoenix (They/Them) P.

Reliable & Inclusive ❤️
Roseland, Chicago, IL, 60628
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
7 repeat clients
from
$50
per night
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Jayden was an extremely reliable sitter. They were very willing to meet us before booking. Jayden was great about providing us with frequent updates on our pets.

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Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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11. Sara J.

Cats, Dogs, Bunnies, Rats, & more!
Beverly, Chicago, IL, 60643
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$55
per night
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Sara did a great job taking care of our pups while we were out of town! Shes great at communicating and we came home to two happy dogs!

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Sitter Profile Image: Kelera W.
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Sitter Profile Image: Kelera W.
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12. Kelera W.

Tender loving care
Morgan Park, Chicago, IL, 60643
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$37
per night

Hello , My name is Raniqua. I have known Kelera Williams for 6 years now. We met at our old job. She is an awesome mother and an even more awesome pet owner and friend. When I lost my job and ended up homeless for a year Kelera watched my dog Lady who was at the time 1 years old. She fostered lady for me until I was able to get a stable job and back on my feet. She watched her for an entire year. I was able to visit at any time and my dog was always fed well and cleaned. She would send photos and videos all the time to reinsure me that Lady was in good hands. Kelera has a loving family which loves animals. If I had to recommend anyone to watch someone’s child ( Animal) the first and only person that would come to mind is Kelera. She is awesome and is truly a Diamond in the rough.

Sitter Profile Image: Jorinee T.
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Sitter Profile Image: Jorinee T.
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13. Jorinee T.

Nurturing and Gentle is my motto!
Calumet city, IL, 60409
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$20
per night
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All my 4 cats warmed up to Jorinee in no time! She was an amazing cat sitter that took her work very seriously. Very puntual and very detailed on her updates. Will definitely use her services again. I completely trust her with my home and fur babies.

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Sitter Profile Image: Dians S.
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Sitter Profile Image: Dians S.
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14. Dians S.

Caring and passionate
South Shore, Chicago, IL, 60649
4.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
from
$70
per night
Profile image

Dians was GREAT. My son loves her and she sent me pictures and let me know he's okay and eating. My son was very comfortable and so was I. It was like I was here. Thank you Dians sooooo much and we appreciate you.

Sitter Profile Image: Crystal A.
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Sitter Profile Image: Crystal A.
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15. Crystal A.

Oh! I wanna walk with somebody! 🥰
Washington Heights, Chicago, IL, 60643
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 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!!

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Sitter Profile Image: Brianna W.
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Sitter Profile Image: Brianna W.
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16. Brianna W.

Home part-time-big fenced backyard
Chicago, IL, 60619
3.1 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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Sitter Profile Image: Myya F.
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Sitter Profile Image: Myya F.
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17. Myya F.

I'm friendly,energetic, & flexible!
South Shore, Chicago, IL, 60649
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
10 repeat clients
from
$45
per night
Profile image

Thank you thank you for the last minute request. Also thank you for putting up with my paranoia with having you stay at my place with Badu. It definitely was the best decor for him! He is so relaxed and happy so I know the time y’all had together was just perfect. Badu will definitely see you again soon?

Sitter Profile Image: Constance M.
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Sitter Profile Image: Constance M.
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18. Constance M.

I put the woof in wonderful service
Avalon Park, Chicago, IL, 60619
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 years of experience
from
$55
per night

About: I have experience raising my own puppies. Two Yorkshire terriers that are very happy and energetic. I have cared for my own cat for 15 years and I love furry felines. I have assisted on a tibetan Mastiff owners home property with his large Mastiffs over 20 of them. I make sure to always nurture and love dogs and cats I am available Monday through Fridays. Unless I have a pre scheduled appointment. If weeks or nights are needed I am available as long as I'm given notice. I believe safety is a first priority I make sure to follow the steps and guidelines left for me by the owners and create a happy playful environment for the pet.

Sitter Profile Image: Darcelle M.
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Sitter Profile Image: Darcelle M.
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19. Darcelle M.

May be cat person But I'm also dog!
Pullman, Chicago, IL, 60628
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$30
per night

Darcelle is great with all animals and has a special talent for getting them to trust her. She pays attention to detail so no matter what instructions you leave her regarding medication, health or play instructions, she balanced everything perfectly. My pet seemed happier at the end of the day, and I never had to worry about her well-being or safety because she updated me via text often. She’s great!

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Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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20. Jasmine P.

Rover 101
Furry Friends' Paradise
Chicago, IL, 60438
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$60
per night

About: Since the age of 12, I've harbored a deep passion for caring for dogs. My journey began with my beloved Cane Corso Mastiff named Pacquiao, who was my faithful companion for five wonderful years until he passed away from Dilated Cardiomyopathy. Though I haven't had a dog of my own since Pacquiao, I've found solace and joy in pet sitting for friends and family, helping to fill the void until I'm ready to welcome another furry friend into my home. Taking walks and frequenting dog parks are among my favorite pastimes, allowing me to nurture my love for these amazing animals while staying active and engaged in their well-being. During my undergraduate years, I worked as a nanny for a family that had both a cat and an English bulldog. Through this experience, I not only cared for the children but also formed a bond with their pets. Spending time with the cat, I discovered a newfound appreciation for feline companionship and the calming presence they bring to a home. Alongside my love for dogs, this experience broadened my understanding of and affection for various animals. It further solidified my commitment to providing compassionate care to pets, whether it be through walks, playtime, or simply enjoying their company. As an aviation teacher and instructor, my schedule offers flexibility, ensuring your fur baby receives exceptional care. Living just 20 minutes from my workplace means your pet will enjoy multiple potty breaks throughout the day. In rare instances where I may be unavailable for a scheduled potty break, drop-off, or pickup, rest assured that my retired father, who lives just around the corner, is eager to lend a helping hand. Additionally, I'm available for weekends and major holidays, providing continuous care whenever you need it With a fenced yard and a location only 5 minutes away from the Hyde Park neighborhood, known for its abundance of dog-friendly parks, your pet will have ample opportunities for exercise and play. I am dedicated to maintaining cleanliness by regularly tending to litter boxes, cages, and any other pet areas. Additionally, I prioritize your pet's well-being by closely monitoring their behavior and health, promptly addressing any signs of distress or illness.

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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