House Sitting in East Side, 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: Belicia K.
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Sitter Profile Image: Belicia K.
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1. Belicia K.

Star Sitter
Cats and dogs are my sunshine!
Englewood, Chicago, IL, 60621
8.3 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

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!

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Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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2. Jasmine P.

Rover 101
Star Sitter
Beloved dog & cat whisperer, is me!
Chicago, IL, 60615
7.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
62 reviews
21 repeat clients
from
$75
per night
Profile image

Jasmine did an amazing job house sitting with our pup. She clearly communicated the whole week and left the house spotless. Our dog was well taken care of and very relaxed when we returned. She sent updates and was a pleasure to work with. We would love to rebook Jasmine our next trip and highly recommend her!

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Sitter Profile Image: Rob S.
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Sitter Profile Image: Rob S.
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3. Rob S.

Star Sitter
Just like home with a side of love!
Hammond, IN, 46327
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
6 repeat clients
from
$37
per night
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Rob watched our two pets on a long weekend and was great. We love a lot of communication - and he kept us posted and sent us many pictures. Very professional and our pets loved him. We would definitely recommend!

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

RoverGO
Rover 101
Star Sitter
Your Pup is My Pup
South Shore, Chicago, IL, 60649
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
7 repeat clients
from
$75
per night
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This is the second time I’ve asked Shakira to watch my Doberman, Laila and could not be more pleased. My dog can be super energetic and Shakira does a great job with her. I’ve even received compliments from my neighbors of how good she is when I’m away. Shakira is very responsive , detail oriented and sends daily updates and photos. HIGHLY recommend!

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Sitter Profile Image: Connie C.
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Sitter Profile Image: Connie C.
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5. Connie C.

Responsible, attentive animal lover
Hyde Park, Chicago, IL, 60611
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$45
per night
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Connie was communicative and easily bonded with our dogs! She also sent pictures of them! I felt comfortable leaving my dogs with her and knew they were in good hands. Thank you for taking care of our dogs! Came back to happy puppies!

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

Dogs are a humans bestfriend.
Roseland, Chicago, IL, 60628
4.9 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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Claudia O.
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Sitter Profile Image: Claudia O.
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7. 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
222 reviews
56 repeat clients
from
$50
per night
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Claudia provided amazing care and walks for my beloved pups while I was out of town. It was reassuring to have such a caring, thoughtful and thorough professional taking care of my furry babies and home. I highly recommend her!

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Sitter Profile Image: Cane E.
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Sitter Profile Image: Cane E.
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8. Cane E.

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

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.

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Sitter Profile Image: Juliana R.
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Sitter Profile Image: Juliana R.
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9. Juliana R.

Fetch the Best Care!
Hammond, IN, 46320
7.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$30
per night

Juliana has cared for our dogs (Libby and Lilly) on several occasions, for multiple days, while my husband and I needed to travel. We have been very pleased with Juliana's care of our dogs. Lilly and Libby are not scared or nervous to be left in Juliana's care as they have been with other dog sitters, this is very reassuring to us. We are pleased to give Juliana a strong recommendation and we plan to continue to use Juliana for our dog care needs.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Elizabeth S.
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Sitter Profile Image: Elizabeth S.
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10. Elizabeth S.

Looking to bond with your furry pal
Hyde Park, Chicago, IL, 60615
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
2 repeat clients
from
$60
per night
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Lizzie was great with Arthur. We felt like he was in safe and responsible hands.

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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
5.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$30
per night

Jessica is amazing with pets! She's caring, reliable, and genuinely loves furry friends. If you want someone who'll treat your pet like family, Jessica's the one to call.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dominique F.
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Sitter Profile Image: Dominique F.
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12. Dominique F.

Caring For Your Pet With Respect❤️
South Shore, Chicago, IL, 60637
5.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
59 reviews
36 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jumie T.
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Sitter Profile Image: Jumie T.
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13. Jumie T.

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

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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jorinee T.
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Sitter Profile Image: Jorinee T.
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14. Jorinee T.

Nurturing and Gentle is my motto!
Calumet city, IL, 60409
5.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$20
per night

Jorinee is a great person to be around and definitely trust with your furry pets! I have met Jorinee through volunteering at the animal shelter. She is very caring and hands every pup and kitty with gentle hands. She helps to clean and walk every pup atleast once to twice a day. Every pup loved going out with her to play or walk. Do not hesitate to ask jorinee for care for your fur babies

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Darcelle M.
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Sitter Profile Image: Darcelle M.
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15. Darcelle M.

May be cat person But I'm also dog!
Pullman, Chicago, IL, 60628
4.1 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 a kind and passionate animal lover. She takes her responsibilities seriously and she provides conscientious care and attention to all pets. Her pleasant and upbeat personality helps her to bond easily with the animals in her care.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Wade S.
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Sitter Profile Image: Wade S.
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16. Wade S.

The Dog Whisperer 🐾
South Shore, Chicago, IL, 60649
4.3 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
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He took great care of my best friends

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Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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17. Jasmine P.

Rover 101
Furry Friends' Paradise
Chicago, IL, 60438
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$75
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.

Sitter Profile Image: Brianna W.
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Sitter Profile Image: Brianna W.
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18. Brianna W.

Home part-time-big fenced backyard
Chicago, IL, 60619
3.4 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Myya F.
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Sitter Profile Image: Myya F.
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19. Myya F.

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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ashley U.
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Sitter Profile Image: Ashley U.
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20. Ashley U.

Animals are my bestfriends luv them
Chicago, IL, 60617
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
from
$75
per night

About: I've had dogs my whole life growing up & started pet care in 2016- 2017 I love to help others & provide the best care for my clients. I love animals, all of them i dont discriminate against ANY breed. We have a loving but shy Pitbull. SHE WILL NOT BE HOME WHEN I DO DAY CARE FOR YOUR ANIMAL AT MY HOME.(UNLESS YOU WANT HER TO BE) (( even though she Absolutely LOVES other dogs)) ) i like to provide one on one care to focus on your fur babies. I have transportation also so that's not an Issue. This is what I enjoy doing, most ppl don't like work, but I love it its also great exercise for all of us. I'm energetic when I need to be and if your dog wants to take it slow if they're older that's totally fine I will adapt to any of your pets preferences/needs. I get along with animals so well they are my bestfriends. They are in great hands. I'm currently working part-time & I pick my own days/hours work schedules so I'm very flexible. Same day pet care jobs are acceptable also. I love to be available for your fur babies. IMPORTANT INFO. ( When i care for you animals, my dog is not around, unless you want her to be ) i come to clients home to provide exceptional care. Your preferences and expectations will be respected and met at all times. I will provide care the way you prefer when you request. We have a huge fenced in yard with 7ft tall wooden fences. Your pets are safe with me anytime.

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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