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.

Confirmed availability
Labor Day
1. Masheika Verified Background CheckRoverGORover 101

Pupper pamperer :3

Kenwood, Chicago, IL, 60653

House Sitting, Drop-In Visits, Dog Walking

"Masheika began walking my dog shortly after we had moved to a new city and the experience could not have been better. She loved on and took care of my pup as... (more)"

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2. Jennifer Verified Background CheckRover 101

Architect by day, Dog lover 4 life!

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Jennifer was great! She was super responsive, sent photos to keep us updated, and was able to do two extra visits on short notice. Thanks so much, Jennifer! (more)"

Confirmed availability
Labor Day
3. Naadia Verified Background Check

Brighten your pets day with Dia!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Naadia was beyond fantastic with our greyhound. As any pet lover knows, vacation isn't as relaxing as it should be if you have to worry about your pet at hom... (more)"

4. Alyse Verified Background Check

Caring and compassionate pet sitter

Kenwood, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Alyse has always been a caring person connected to animals, i’ve known her for over 9 years now and ever since day one i knew she was a pet lover! Her childh... (more)"

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5. Rita Verified Background Check

Reliable Chicago Dog Sitter!

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hello! My name is Rita and I recently moved to Chicago after I graduated in December 2018 with Supply Chain Management. I'm 25 years old and I have... (more)

Confirmed availability
This weekend
6. Lauren Verified Background Check

Pug lover looking for doggy love!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Looking for a responsible, bright, caring person with a million dollar smile to help care for your pets? Lauren is your gal. Growing up with guinea pigs, a... (more)"

Confirmed availability
Labor Day
7. Heather Verified Background Check

Room to grow and ways to explore

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: As a former dog owner and as a pet sitter for friends,I have a good understanding of what a pet requires when they are away from their owners and e... (more)

8. Alicia Verified Background Check

Understanding pet’s needs

Washington Park, Chicago, IL, 60637

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Alicia was great! Our dog is very high energy and is a bit difficult to walk but Alicia handled him great! Would definitely book with her again! (more)"

9. Samone Verified Background Check

I went to school for this! :)

South Shore, Chicago, IL, 60649

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Wow, highly impressed with Samone from start to finish. She did check-ins on my cats while we were out of town. She did amazing job down to locating one of m... (more)"

Confirmed availability
Labor Day
10. John Verified Background Check

Cozy Studio Next to a Dog Park

Hyde Park, Chicago, IL, 60637

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"John has always been a dog lover! He is extremely responsible and will take care of your dog as if they were his own. There is no one better to trust with yo... (more)"

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11. Cynthia Verified Enhanced Background Check

I've loved dogs & cats all my life!

South Shore, Chicago, IL, 60649

Drop-In Visits, Dog Walking

"Cynthia is a true dog lover. She's also a great mom, wonderful wife and compassionate professional. She has owned many dogs over the years, most recently her... (more)"

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12. Minhyo Verified Background Check

Flexible, caring, and active!

Hyde Park, Chicago, IL, 60637

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Testimonial from Rover user (since March 2019) Minhyo is my partner's little sister, and has watched our now 5-month mini goldendoodle on several occasion... (more)"

Confirmed availability
Labor Day
13. Dominique Verified Background Check

Professional tummy rubs & Cuddles

Chatham, Chicago, IL, 60620

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Dominique is and has always been very good with my dog Bella. She is kind, and patient with Bella and attentive to her needs. Bella loves Dominique and mostl... (more)"

14. Nick Verified Enhanced Background Check

Pup up the Party w/ Nick!

South Shore, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

About: As a pet-care professional I take this job and responsibility extremely serious. One of the greatest things I could’ve ever inherited from my famil... (more)

15. Andrea Verified Background CheckRover 101

Fun times waiting to be had!

Washington Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Andy did a fantastic job befriending my demanding rescue kitty who doesn’t automatically understand people are his friends. Yet while I was away, Andy patien... (more)"

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16. Maeve Verified Background Check

Very open and flexible schedule!

Hyde Park, Chicago, IL, 60637

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Maeve was great! Very nice and easy going. You can tell she enjoys animals. Luna love her upon meeting her and her communication was great with photos and vi... (more)"

Confirmed availability
Labor Day
17. Jill Verified Background Check

I'll run with your dog

Hyde Park, Chicago, IL, 60637

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Jill loves all kinds of dogs. She has a 10 month shiba inu puppy, called Paper, and treats him like her own baby. She walks her regularly, feed him with high... (more)"

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18. Octavia Verified Background Check

Dont Judge Me

South Shore, Chicago, IL, 60649

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: Busy phd candidate, therapiat and consultant who is unable to care for a dog full time, so I choose to live vicariously through you! The South s... (more)

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19. Valerie Verified Background Check

Animal lover with a heart of gold!

South Shore, Chicago, IL, 60649

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Hey my name is Doug me and my wife have two dogs while walking in dog park on lakeshore drive we all met Valerie playing with her two beautiful dogs her dogs... (more)"

20. Rita Verified Background Check

Young athletic college graduate

South Shore, Chicago, IL, 60649

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Rita is a very kind pet-owner. I have seen her relationship with her own dog, and she is very kind and attentive to his needs. Additionally, Rita is always p... (more)"

When it comes to pet sitting, dog owners in South Shore, Chicago, IL love Rover.com. Over 7,915 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.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in South Shore, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including: