Pet Setting & 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. Jela

Let me watch your fuzzy buddies!

Grand Boulevard, Chicago, IL, 60653

House Sitting, Drop-In Visits, Dog Walking

"Je'la is like a dog whisperer, she has a way with animals that can warm even the heart of a non-animal lover. She gives great love and care to all and her he... (more)"

2. Danielle

Providing and prioritizing your dog

Chicago Lawn, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Danielle Rupert is an absolutely wonderful dog sitter. Very loving and caring spirit. She has a special love for animals and wants them to be treated with th... (more)"

3. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Our pups love Crystal and I can't imagine a better person to be part of our dog team. So grateful Crystal was able to help. (more)"

4. Tom

Passionately Cheerful and Caring

Woodlawn, Chicago, IL, 60637

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

"We went away for a several week vacation, and Tom was amazing with our fearful dog. Our dog has a disability, is fearful of strangers in her home, and can re... (more)"

5. Belicia

I LOVE to play with dogs all day!

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I really enjoy getting to know the dogs, cuddling, and playing with them. I am okay with cleaning up after dogs, because I have been walking my own... (more)

6. Craig

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

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

2 repeat clients

"I have come to know Craig as a good and caring person. I have witnessed him interacting with dogs on several occasions and he has displayed genuine concern f... (more)"

7. Eva

Lifetime Dog Lover & Future Vet!

Kenwood, Chicago, IL, 60515

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"I have known Eva for several of years, we are great friends and there is no other person I would recommend to watch my pet besides her. I would allow her to ... (more)"

8. Aaliyah

Dog Care Chicago

Grand Crossing, CHICAGO, IL, 60621

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

1 repeat client

About: A true mommy dog lover.I have 2 small Maltese Poodles. Going away for the weekend or Holidays. Allow me to take care of your baby like my own. I ... (more)

9. Laura

Teacher by day... Dog lover by life

Kenwood, Chicago, IL, 60615

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

2 repeat clients

About: I have been a dog owner most of my life. I currently am dog mom to a beagle mix named spaghetti! She loves to have other dog friends to play with... (more)

10. Alejandra

College student w/ a love for pups!

Kenwood, Chicago, IL, 60615

Drop-In Visits, Dog Walking

3 repeat clients

"Alejandra is one of the most caring and gentle people I've had the pleasure of knowing, and it's a fact that she spreads her loving nature to fellow humans a... (more)"

11. Holly

Dog lover 1st, law student 2nd!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Holly took great care of my cats, Fisher and Bugaloo. I appreciated the daily updates and photos. They had plenty of food and water when I returned home. Hig... (more)"

12. Jayanna

“Doggy Treats for Good Dogs”

Chatham, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Jayanna is an amazing person, with a lot of love, care, and responsibility. She loves animals with a passion, especially dogs. With her there are no worries. (more)"

13. Angela

Calling All Furry Friends!

Kenwood, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Angela was great with our little Isla! She kept us up to date with how she was doing and made sure to let us know if she did her business. She also took the ... (more)"

14. Kelli

The Diva Dog Whisperer

Hyde Park, Chicago, IL, 60637

Drop-In Visits

"Kelli is amazing! She truly cares for dogs and I can tell that my puppies love her. She is always a pro - on time, treats in her pocket and ready for some fu... (more)"

15. Iris

LG Fence yards, parks/beach,cuddles

South Side, Chicago , IL, 60617

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

About: Hello! I have grown up with animals my entire life. Starting out with cats, dogs, lizards and fish, I also took interest in exotic animals such a... (more)

16. Zachary

Available for you dogs needs.

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Zach is great with animals! He watched my dog for two weeks and when I got back my dog loved him more than me. Would recommend him to anyone! (more)"

17. Alia

bright smile bright attitude

Grand Crossing, Chicago , IL, 60637

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

1 repeat client

"Alia Wilson has always had an genuine love of animals growing every since she was a young girl, I've only ever seen her show nothing but love, care and atten... (more)"

18. Krista

Flexible schedule, love dogs

Hyde Park, Chicago, IL, 60615

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

About: Other dog owners describe me as a caring, responsible, loving dog lover and pet sitter. I'm a current grad student so I have a flexible schedule to... (more)

19. Lily

Diligent student with experience

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"If I would trust anyone with my pet, it would be Lily. She is so responsible and on top of things that I know she would give the utmost care to my dog. Also,... (more)"

20. Katlyn

Consistent & Flexible :)

Hyde Park, Chicago, IL, 60615

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

4 repeat clients

"Katlyn has had her own pets her whole life and has taken very good care of each of the dogs and cars in her care. She gets to know the personality and traits... (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: