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.

1. Elizabeth Verified Background CheckRover 101

Animal Loving Family

Grand Boulevard, Chicago, IL, 60653

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

"She was great! Took great care of our big, energetic dog. Would definitely book again (more)"

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2. Beverly Verified Background Check

Home full-time, individual care

Chatham, Chicago, IL, 60620

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

"I used Beverly for the first time for my senior dog. I requested 2 drop in visits with Beverly. We initially set up a meet n greet between the three of us, w... (more)"

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3. Chaya Verified Enhanced Background Check

I'll run with your dog

Kenwood, Chicago, IL, 60615

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

"Chaya is a caring and experienced dog care professional. She has worked as a dog walker and sitter for several years and is a great fit to join the expert Ro... (more)"

4. Kristina Verified Enhanced Background Check

Life is more fun with furry friends

Hyde Park, Chicago, IL, 60615

Drop-In Visits, Dog Walking

"Kristina was a great cat-sitter. This is the first time we've come home from a trip that they haven't been annoyed with us. She sent lots of pictures. It was... (more)"

Confirmed availability
Labor Day
5. Masheika Verified Background CheckRover 101

Crazy cat lady who loves dogs!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"I was nervous about leaving a newly adopted dog and my 12 year old senior with someone so I did drop in visits and walks. Masheika was great with these two. ... (more)"

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6. Khala Verified Background Check

I Might love your dog more !!!

Woodlawn, Chicago, IL, 60637

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

"Khala has been taking care of my pug, Lily Grace, for three years. I trust her completely. Although when I come to pick Lily Grace up, she doesn't always w... (more)"

Confirmed availability
Labor Day
7. Sam Verified Background Check

Experienced Hyde Park Pet-Sitter!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Sam is a great cat-sitter! She took wonderful care of Manchego, was super communicative and responsive, and sent me regular updates on how Manchego was doing... (more)"

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8. Tanya Verified Enhanced Background Check

Your dog will love me!

Hyde Park, CHICAGO, IL, 60615

Drop-In Visits, Dog Walking

"Tanya is a wonderful caregiver to my dog Fitz. He gets so excited when she comes to take him out and walk him. She is very reliable and always comes at the s... (more)"

9. Weléla Verified Background Check

Yoga Sitter / Loving+Gentle+Serene

South Shore, Chicago, IL, 60649

House Sitting, Drop-In Visits, Dog Walking

About: What do you do when you need a gentle + loving sitter, who's caring, a great communicator and loves to do animal yoga then snuggle?  You call me!  ... (more)

10. Lesleigh Verified Background CheckRover 101

THE BEST BELLY SCRATCHES EVER!

South Chicago, Chicago, IL, 60617

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

"I have had the pleasure of having Lesleigh dog sit for me on several occasions. Lesleigh has a very calm and pleasant demeanor making her an ideal dog sitter... (more)"

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11. 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)"

12. Will Verified Background Check

Great with dogs and all animals

Woodlawn, Chicago, IL, 60637

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

About: Ever since I was a young kid I had an unconditional love for dogs. I would bring home stray dogs while I was delivering papers or wandering through... (more)

13. Jarret Verified Background Check

I love pets and they love me

Calumet Heights, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

About: I’ve been around pets all my life. When I was a baby I had a Great Dane and 2 parrots. They meant the world to me. The special bond that my dog an... (more)

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14. Jada Verified Background Check

Your Baby is in Good Hands

South Shore, chicago, IL, 60649

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

"Jada watched our dog, Socrates every Monday morning. It was his favorite part of the week. The care she showed Socrates was way more than we could have asked... (more)"

15. Jasmine Verified Background Check

I love your dog while you’re away

South Shore, Chicago, IL, 60649

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

"Jasmine has always been very loving and attentive with all of our dogs. Never has she ever slacked off or taken a short cut. Always hardworking and concerned... (more)"

16. Dreya Verified Background Check

Safe pet care provider

South Chicago, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

About: I am person who has always loved dogs and other animals. My family has owned pets before so I am familiar in the ins and outs of pet care. I enjoy ... (more)

17. Nicolette Verified Background Check

I’m the Dog’s best friend

South Shore, Chicago, IL, 60649

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

"Nicolette is a MARVELOUS caretaker. She was always punctual, respectful of our home, and a loving caretaker for our dog Bear. He was a medium-large, all ... (more)"

18. Scott Verified Background Check

I love dogs and you can trust me.

South Shore, Chicago, IL, 60649

House Sitting, Drop-In Visits, Dog Walking

"To Whom it May Concern: I am writing this letter on behalf of Scott Lynch. I have known Scott for over forty years and he is a kind and caring person not ... (more)"

19. Moynaie Verified Background Check

Pet lover and groomer

South Shore, Chicago, IL, 60649

House Sitting, Drop-In Visits, Dog Walking

"I’ve personally known Moynaie for a few years now! Whenever I see her she’s always with an animal! True pet lover. From cats to dogs even snakes and ferrets ... (more)"

20. Curtis Verified Background Check

I have a passion for animals

South Shore, Chicago, IL, 60649

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

About: I have many years of experience with pets I use to work at pet smart and had different animals until they found a home I treat pets with kindness a... (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: