Pet Sitting & Drop Ins in South Shore, Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Coretta S.
Verified Enhanced Background Check
Sitter Profile Image: Coretta S.
Verified Enhanced Background Check

1. Coretta S.

Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
0.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
55 reviews
19 repeat clients
from
$17
per visit

Coretta was an amazing caretaker. She was consistent, on time, gave me thorough updates, and provided great care for my pets. 15 out of 10 would recommend!

Calendar Recently Updated
Sitter Profile Image: Taylor L.
Verified Enhanced Background Check
Sitter Profile Image: Taylor L.
Verified Enhanced Background Check

2. Taylor L.

Loving Pet Sitter, Cats & Dogs
Kenwood, Chicago, IL, 60615
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$12
per visit

Taylor went above and beyond, she was super kind and understanding of our dogs needs. She provided lots of updates and we felt assured that our pets were in safe hands!

Sitter Profile Image: Tonisa J.
Verified Background Check
Sitter Profile Image: Tonisa J.
Verified Background Check

3. Tonisa J.

Rover 101
Your pups second home....
Calumet Heights, chicago, IL, 60617
1.9 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
68 reviews
31 repeat clients
from
$13
per visit

She is awesome with our doggy

Calendar Recently Updated
Sitter Profile Image: Beverly B.
Verified Background Check
Sitter Profile Image: Beverly B.
Verified Background Check

4. Beverly B.

Home full-time, individual care
Chatham, Chicago, IL, 60620
3.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
234 reviews
85 repeat clients
from
$22
per visit

Beverly did a fantastic job taking care of our cat! She was attentive with pictures and messages on each visit. She even double checked with us about the cat's food routine to be sure she was giving him enough. Lovely experience with a lovely person!!!

Sitter Profile Image: Dominique C.
Verified Background Check
Sitter Profile Image: Dominique C.
Verified Background Check

5. Dominique C.

Lifelong Dog Lover and Caregiver!
Woodlawn, Chicago, IL, 60637
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$20
per visit

Dominique is excellent with Lily. She is patient, kind, and playful with her. She really goes the extra mile when working with my Lily. She is always on time and reliable. I highly recommend Dominique.

Calendar Recently Updated
Sitter Profile Image: Nakeisha B.
Verified Enhanced Background Check
Sitter Profile Image: Nakeisha B.
Verified Enhanced Background Check

6. Nakeisha B.

Rover 101
Your fur baby will be in good hands
Grand Crossing, Chicago, IL, 60619
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
63 reviews
24 repeat clients
from
$20
per visit

Ms Barber have not watched my pets per say, but I have watched her care for her own pets with the up most love and respect more than anyone I have ever seen. She adhere’s to waste laws and she’s sensitive to aging animals as well. I say she’s a top notch animal lover and care taker.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Chijioke E.
Verified Enhanced Background Check
Sitter Profile Image: Chijioke E.
Verified Enhanced Background Check

7. Chijioke E.

Convenient, Empathetic Care!
Hyde Park, Chicago, IL, 60615
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$18
per visit

Chijioke is one of the most caring and empathetic caregivers I have ever met. My cat easily fell in love and felt safe around them for cuddles and play times. They took extra care to make sure she and her litter space were clean. As well as training her on what are her dedicated spaces versus where she's not allowed like in the bathroom tub lol They have been super helpful in guiding me on how to be a better pet parent every time we meet. Very grateful to have them as my and my cat's best friend!

Sitter Profile Image: Dominique F.
Verified Enhanced Background Check
Sitter Profile Image: Dominique F.
Verified Enhanced Background Check

8. Dominique F.

Caring For Your Pet With Respect❤️
South Shore, Chicago, IL, 60637
0.9 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
$20
per visit

Dominique did a wonderful job! She was the first sitter I hired for my new pet. Her videos and pictures of my little kitten made me feel a lot better about having to leave. I hope to employ Dominique many times in the future, she makes sure our fur babies are safe and loved.

Calendar Recently Updated
Sitter Profile Image: Madeleine G.
Verified Background Check
Sitter Profile Image: Madeleine G.
Verified Background Check

9. Madeleine G.

Dog lover/babysitter for your pup!
Hyde Park, Chicago, IL, 60615
3.0 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
9 repeat clients
from
$16
per visit

Madeleine was great with our dog and was flexible enough to work with our changing schedules. Our dog is used to having someone around all day, so she greatly appreciated the time Madeleine spent with her.

Calendar Recently Updated
Sitter Profile Image: Jessica S.
Verified Background Check
Sitter Profile Image: Jessica S.
Verified Background Check

10. Jessica S.

Passionate Pet Care Pro
Chicago, IL, 60649
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit

Jessica is simply the best when it comes to pet care! She's like a second mom to our furry family members. Always reliable and caring, Jessica goes out of her way to make sure our pets are happy and healthy. We couldn't ask for a better caregiver! Thanks, Jessica, for all you do!

Sitter Profile Image: Alma G.
Verified Enhanced Background Check
Sitter Profile Image: Alma G.
Verified Enhanced Background Check

11. Alma G.

Caring, loving and responsible!
Chicago, IL, 60615
2.9 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$17
per visit

About: My friends, family and neighbors have all counted on me to look after their pets since I was 15 years old. I grew up volunteering in dog shelters and caring for my own pet growing up. I treat all pets as if they were my own! I work full time at a fitness center, but my hours are flexible and I have Fridays and Saturdays off. I typically work later in the mornings and get off in the evenings, but I am able to adjust hours accordingly. I have a cozy apartment with a huge park and dog park 3 minutes away. I make my space work for them and really spend time with them outside and playing as much as they need. My neighborhood is great for those much needed walks!

Calendar Recently Updated
Sitter Profile Image: Mayela E.
Verified Enhanced Background Check
Sitter Profile Image: Mayela E.
Verified Enhanced Background Check

12. Mayela E.

I’d like to be a dog in other lives
Hyde Park, Chicago, IL, 60615
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$20
per visit

Stellar cat-sitter! Absolutely recommend, even for elderly cats with special needs :)

Calendar Recently Updated
Sitter Profile Image: Angel B.
Verified Background Check
Sitter Profile Image: Angel B.
Verified Background Check

13. Angel B.

Treat your pet like my own child
Chicago, IL, 60637
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
from
$20
per visit

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.

Calendar Recently Updated
Sitter Profile Image: Emily L.
Verified Enhanced Background Check
Sitter Profile Image: Emily L.
Verified Enhanced Background Check

14. Emily L.

Love all pets 🫶
Hyde Park, Chicago, IL, 60637
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$20
per visit

Emily was amazing. She was responsive, prompt, and so sweet. We will 100% be hiring her again to come check on our cat!!

Calendar Recently Updated
Sitter Profile Image: Thomas B.
Verified Background Check
Sitter Profile Image: Thomas B.
Verified Background Check

15. Thomas B.

Dogs love me and cats adore me
Grand Crossing, Chicago, IL, 60619
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 years of experience
from
$16
per visit

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.

Sitter Profile Image: Stephanie J.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie J.
Verified Enhanced Background Check

16. Stephanie J.

They are special like we are!
South Shore, Chicago, IL, 60649
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$17
per visit

About: I have done volunteer work from Anti-Cruelty. I had to feed and walk the dogs. It was a great experience! I communicate well with pets. It fits very well. I plan to start part-time then go into full-time or whatever schedule is available first. Full or Part-time, based on availability. I make sure they are fed, walked, have exercise and activities, based on the breed and age of the pet. I will build connections also

Sitter Profile Image: Shakira C.
Verified Background Check
Sitter Profile Image: Shakira C.
Verified Background Check

17. Shakira C.

RoverGO
Rover 101
Your Pup is My Pup
South Shore, Chicago, IL, 60649
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
7 repeat clients
from
$34
per visit

Shakira is very personable and quick-witted. My normally reserved cat came right to her which was a great sign and definitely put me at ease that he was in the care of the right person. I look forward to working with her in the future and highly recommend her service.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Myya F.
Verified Enhanced Background Check
Sitter Profile Image: Myya F.
Verified Enhanced Background Check

18. Myya F.

I'm friendly,energetic, & flexible!
South Shore, Chicago, IL, 60649
0.9 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
$25
per visit

About: For dog walking I have walked 2 dogs at once before. I really like getting outside with any pets and letting them enjoy the fresh air. I always carry my own doggy bags just in case. For House sitting I've sat houses before overnight for family members and it was a great experience. I can clean parts of the house if needed and straighten things up. If wanted I can also bathe the animals. I am also willing to take special requests. I believe what sets me apart from other sitters and walkers is that I am more flexible and easygoing. I don't mind rescheduling things and moving things around, I understand that things come up and things happen. What also sets me apart is my drive and personal care for animals I believe animals should be cared for as if they were family and your pets will be treated as if they were my own. Rover is my main job so I have all the time in the world to give to your animals and I have no children or any of my own personal pets so it would just be me and your lovely pet. I have a few parks near my home and a dog park not too far as well so lots of space to get a good exercise in and maybe other dogs to play with. My home is 100% dog friendly and your dog will have me as the best play mate all the time. Any accommodations your pet may need just let me know and I’ll be happy to oblige.

Calendar Recently Updated
Sitter Profile Image: Jumie T.
Verified Enhanced Background Check
Sitter Profile Image: Jumie T.
Verified Enhanced Background Check

19. Jumie T.

Dogs love me!
Chicago, IL, 60649
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$20
per visit

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.

Calendar Recently Updated
Sitter Profile Image: Wade S.
Verified Enhanced Background Check
Sitter Profile Image: Wade S.
Verified Enhanced Background Check

20. Wade S.

The Dog Whisperer 🐾
South Shore, Chicago, IL, 60649
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$25
per visit

Wade is amazing. He’s helped me with vaccinating my rescues and training our pups. He really has and shows a lot of passion for dogs.

Search Map

Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in South Shore:

When it comes to pet sitting, dog owners in South Shore, Chicago, IL love Rover.com. Over 7915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. The cost of pet sitting in South Shore may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving South Shore 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 pet sitters in South Shore, Chicago, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). 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 South Shore pet sitters and avoid the kennel.

Drop-In Visits