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 pet.

Search

More resources

RoverProtect

Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more

Loving pet sitters in your neighborhood

Search Results

Sitter Profile Image: Coretta S.
Verified Enhanced Background Check
Sitter Profile Image: Coretta S.
Verified Enhanced Background Check

1. Coretta S.

Star Sitter
Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
150 reviews
54 repeat clients
Profile image

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!

Availability updated 30 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Danielle B.
Verified Enhanced Background Check
Sitter Profile Image: Danielle B.
Verified Enhanced Background Check

2. Danielle B.

Star Sitter
I'll care for them all big or small
Hyde Park, Chicago, IL, 60615
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
45 reviews
8 repeat clients
Profile image

Danielle was amazing and truly went above and beyond when taking care of my three cats! Super fast communication, sent lots of pictures, and very thorough!! It was a relief to know they were in such great hands while we were away. Highly recommend!

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Samantha E.
Verified Background Check
Sitter Profile Image: Samantha E.
Verified Background Check

3. Samantha E.

RoverGO
Star Sitter
Professional Pet Sitter & Pup Lover
Hyde Park, chicago, IL, 60615
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
71 reviews
40 repeat clients
Profile image

Samantha looked after my cat, home and house plants for a week and all went well. She was great caretaker, very responsive and tidy. I will use her again!

Availability updated 7 days ago
Sitter Profile Image: Beverly B.
Verified Background Check
Sitter Profile Image: Beverly B.
Verified Background Check

4. Beverly B.

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

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!!!

Availability updated 5 months ago
Sitter Profile Image: Delajah G.
Verified Background Check
Sitter Profile Image: Delajah G.
Verified Background Check

5. Delajah G.

Returning Pet Nanny Near You!
Hyde Park, Chicago, IL, 60615
3.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per visit
5 reviews

I believe Delajah would be an amazing dog sitter because she has had experience caring for her own pets in the past. When they make a mess she cleans it up. When they’re hungry she feeds them . If I had a pet I would hire Delajah to care for them because she would make them feel safe and comfortable, while holding them accountable and she would give them unconditional love and always be there for them.

Availability updated 10 days ago
Sitter Profile Image: Marchauna B.
Verified Enhanced Background Check
Sitter Profile Image: Marchauna B.
Verified Enhanced Background Check

6. Marchauna B.

We provide full-time pet services!
Roseland, Chicago, IL, 60620
3.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
55 reviews
13 repeat clients
Profile image

Great sitter!!. She was amazing took great care of my dogs. Made sure they were good and everything. Went above and beyond! Wish i could give more stars.

Availability updated 8 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Moria S.
Verified Enhanced Background Check
Sitter Profile Image: Moria S.
Verified Enhanced Background Check

7. Moria S.

Happy fur babies makes happy life!
South Chicago, Chicago, IL, 60617
2.0 mi. away
Drop-In Visits, Dog Walking
from
$13
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
Profile image

Moria is an amazing person and an even better cat sitter! My boys were so happy with them and I’m grateful for their service!

Availability updated 12 days ago
Sitter Profile Image: Daniela M.
Verified Enhanced Background Check
Sitter Profile Image: Daniela M.
Verified Enhanced Background Check

8. Daniela M.

Different country, same love 🐾🐾
Avalon Park, Chicago, IL, 60619
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
9 reviews
1 repeat client

I am delighted with her work, she has taken care of my little Lukas as if he were the most precious treasure I have. I recommend her with my eyes closed, I know I can count on her. 💕

Availability updated 10 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Nakeisha B.
Verified Enhanced Background Check
Sitter Profile Image: Nakeisha B.
Verified Enhanced Background Check

9. 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
from
$20
per visit
5.0 out of 5 stars
64 reviews
25 repeat clients

Nakeisha took very good care of my baby prince. I was able to call her throughout the day to check on him and she had no problem with me calling. This made me feel good.

Availability updated 3 months ago
Sitter Profile Image: Kai H.
Verified Enhanced Background Check
Sitter Profile Image: Kai H.
Verified Enhanced Background Check

10. Kai H.

Pawsitively passionate about pets!
Hyde Park, Chicago, IL, 60637
2.3 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
Profile image

The visit photos showed that my shy cats were happy to play with Kai. And even though it was a last-minute holiday booking, Kai worked around my schedule to promptly get and return my keys. I would definitely welcome her into my home to care for my cats again.

Availability updated 40 days ago
Sitter Profile Image: Bola A.
Verified Enhanced Background Check
Sitter Profile Image: Bola A.
Verified Enhanced Background Check

11. Bola A.

Star Sitter
Big time dog lover 😄
Hyde Park, Chicago, IL, 60615
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per visit
5.0 out of 5 stars
87 reviews
23 repeat clients
Profile image

Bola’s wonderful! We’re glad to have her support with our dogs.

Availability updated 8 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Elena S.
Verified Background Check
Sitter Profile Image: Elena S.
Verified Background Check

12. Elena S.

Reliable, knowledgeable, loving.
Hyde Park, Chicago, IL, 60615
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5.0 out of 5 stars
1 review

About: I have years of experience caring for dogs in my family, and my own 60 lb golden mix from puppyhood through adulthood. I have experience pet-sitting for community members, family, and friends. I self-trained my own dog as an ESA to exist peacefully in public spaces, including airports and airplanes. I'm well versed in positive reinforcement training, breed specific personality quirks, and how to handle health emergencies. I understand pet body language and will work hard to speak with your pet and become their friend and confidant, just as I would my own. I am a PhD candidate visiting scholar at University of Chicago and my academic forward personality shines through in the way that I engage with pets, always learning, researching, and understanding. Despite having my own dog, I am able to take on overnight house sitting, drop-ins, or walks, because I have a two-person household and my partner can care for our dog in my absence. I work from home on my own schedule, so I am generally flexible to care for pets any time throughout the day. Occasionally I have in-person meetings or seminars on campus that I need to attend for an hour or two. I respect my clients space, ideally leaving it better than I found it. I'm happy to abide by house rules for your pet and myself, such as whether pets are allowed on the furniture or not, etc.

Availability updated over 1 year ago
Sitter Profile Image: Henry M.
Verified Background Check
Sitter Profile Image: Henry M.
Verified Background Check

13. Henry M.

Will work for your pet's approval!
Woodlawn, Chicago, IL, 60637
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client

Henry has taken care of our neighbor’s two dogs on many occasions (twice daily drop-in visits as well as overnights) with great care. He has a real love of dogs, cats, and well, all animals.

Availability updated 15 days ago
Sitter Profile Image: Sol S.
Verified Enhanced Background Check
Sitter Profile Image: Sol S.
Verified Enhanced Background Check

14. Sol S.

Pitt lover since 2012
Woodlawn, Chicago, IL, 60637
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
2 reviews

Sol was truly so wonderful with our dog, Pony, and came through for us in a big way with a last-minute request (for *four* days of sitting!) Also I think it's worth noting that when we returned, Pony was noticeably better behaved on his leash for walks. Pony's pretty big (85 lbs!) and can be rambunctious, but it was so clear from the get-go that Sol had everything totally under control. He came to us highly recommended by another dog/house sitter we love, and now that we've been able to work together, I would recommend him to anyone!

Availability updated 13 days ago
Sitter Profile Image: Cofy W.
Verified Enhanced Background Check
Sitter Profile Image: Cofy W.
Verified Enhanced Background Check

15. Cofy W.

I am passionate about pooches.
South Shore, Chicago, IL, 60649
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per visit
2 reviews

I cannot recommend Cofy highly enough for her outstanding dog-caring services. She is the epitome of responsibility, care, and attentiveness. From the moment we first met, it was clear that she has a genuine passion for animals and a remarkable ability to connect with them. Cofy follows instructions meticulously and is incredibly reliable. Every time Kharter and Lulu see her, they become visibly excited and full of joy, eagerly anticipating the fun times ahead. Even my usually aloof cat has warmed up to her, which speaks volumes about her gentle and kind nature. One of the aspects I appreciate most about Cofy is her proactive communication. Whenever I am out of town, she takes the initiative to provide regular updates, ensuring I have peace of mind knowing my pets are in great hands. I trust Cofy completely with Kharter and Lulu, and I am always confident that they are receiving the best care possible. Her dedication and enthusiasm make a world of difference, and I am so grateful to have found such an exceptional caregiver for my furry family members.

Availability updated 17 days ago
Sitter Profile Image: Shakira C.
Verified Background Check
Sitter Profile Image: Shakira C.
Verified Background Check

16. 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
from
$34
per visit
5.0 out of 5 stars
41 reviews
7 repeat clients
Profile image

Shakira did an awesome job dropping-in on the two girls while we were away. She kept us up-to-date with pictures and let us know when some special needs arose...went above and beyond to take care of them. Highly recommended...we will definitely look forward to booking her again in the future.

Availability updated 3 months ago
Sitter Profile Image: Dominique F.
Verified Enhanced Background Check
Sitter Profile Image: Dominique F.
Verified Enhanced Background Check

17. 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
from
$25
per visit
5.0 out of 5 stars
60 reviews
36 repeat clients
Profile image

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.

Availability updated 88 days ago
Sitter Profile Image: Joshua M.
Verified Background Check
Sitter Profile Image: Joshua M.
Verified Background Check

18. Joshua M.

I love all dogs!!
Chicago, IL, 60649
0.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per visit
6 years of experience

About: I have owned and loved dogs and cats my entire life. I am currently a Canine Handler/Trainer/Decoy for Dunlap Security and Dog Training. I specialize in obedience and personal protection/k9 decoy work. I have also had experience working with Chasing Tails 4 U Inc. as a dog handler/ play supervisor. I especially love the big mastiffs and bully breeds but am comfortable around all dogs big and small. I look forwards to working with your Dogs and Cats At the moment this is my full-time job. 24hrs of my day is dedicated to dogs and becoming a dog trainer and decoy. I’m at your service I am available to take dogs to dog parks beaches etc. of play dates where I come take your pet todo a day full of fun dog activities.

Availability updated 24 days ago
Sitter Profile Image: Wade S.
Verified Enhanced Background Check
Sitter Profile Image: Wade S.
Verified Enhanced Background Check

19. 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
from
$35
per visit
5.0 out of 5 stars
6 reviews

He’s been such a big help with our Rotties. He helped us maintain our kennel and kept our babies busy and active. He’s welcome here anytime.

Availability updated 4 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Titilayo B.
Verified Background Check
Sitter Profile Image: Titilayo B.
Verified Background Check

20. Titilayo B.

Friend to pets big and small
South Shore, Chicago, IL, 60649
0.3 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
2 reviews

Titi is great with animals and people alike. She is kind, patient and dependable. Long before she had a pet of her own she volunteered at dog training classes which is where her love of animals started to blossom.

Availability updated 8 months ago

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Pet Sitting FAQs

Frequently asked questions about Rover

Connect anywhere with the Rover app