Pet Setting & Drop Ins In Near South Side Chicago

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

Confirmed availability
4th of July
1. Megan

Petsitter looking for new clients!

Loop, chicago, IL, 60605

Drop-In Visits, Dog Walking

47 repeat clients

"Megan was awesome! She was very responsive and sent me pics every time she checked in on my dogs. They seemed to have loved her! I will definately use her ag... (more)"

2. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"Karolina has sat and done walks for me 3 times. She is very responsive and sends followup messages to let me know how things are going. Will definitely wor... (more)"

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3. Ivana

College student who loves dogs!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"She was very timely and sent me pictures of the dog which eased my mind while I was gone! I will definitely rebook Ivana! (more)"

Confirmed availability
4th of July
4. Robbie

I’ll have more energy than your pup

Near North Side, Chicago, IL, 60610

Drop-In Visits, Dog Walking

"Robert is an incredibly responsible and reliable dog lover. He absolutely adores his 2 rambunctious dogs, and treats all dogs with the same love and care. As... (more)"

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5. Alexa

Quality care for your fur kids

Near North Side, Chicago, IL, 60654

House Sitting, Drop-In Visits, Dog Walking

"Alexa is extremely intuitive with animals. She is respectful and constantly updates us about our pup. She has help watch our dog Paisley for over a year now.... (more)"

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6. Kelyn

The Dawg Whisperer!

Near North Side, Chicago, IL, 60611

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

"Kelyn is an amazing dog-sitter. He's caring, responsible, and always very attentive to pets. He thoroughly enjoyed playing with my dog and made sure he got h... (more)"

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7. Emily

Student with a love for dogs

Near North Side, Chicago, IL, 60610

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

3 repeat clients

"Emily was amazing. I was a bit all over the place due to last minute travel plans, but she checked-in with me ahead of and during the trip to make sure she c... (more)"

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8. Erika

YAY DOGGIE KISSES!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

About: Hello! My name is Erika. I have been around animals my entire life! Growing up by a farm in Michigan we always had multiple dogs and cats running a... (more)

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9. Addie

22, responsible, good communicator

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Addie really pulled through when I needed a last-minute sitter for my cat! She is responsible and kept me updated throughout her her visit. Your pet will be ... (more)"

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10. Libby

I love dogs and dogs love me

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Libby is such a wonderful person. She is very friendly and outgoing which makes working with her very easy. I can tell she is a hard-worker and loves what sh... (more)"

Confirmed availability
4th of July
11. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Tina is *excellent.* She was wonderful with my 2 large dogs during my first weekend away from home. Her care is extremely reliable, conscientious, and kind.... (more)"

Confirmed availability
4th of July
12. Cara

Experienced Animal Lover

Near North Side, Chicago, IL, 60611

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

7 repeat clients

"Cara was simply amazing! This was our first experience booking a pet sitter through Rover.com and we're SO happy (and relieved) that we found her ;) She wa... (more)"

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13. Kristin

Long walks and lots of love!

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

About: My family was always a huge fan of dogs of all sizes, from German Sheppards to Bull Terriers, and even the stray Bichon Frise! I have been raised a... (more)

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14. Christie

Responsible dog handler

Near South Side, Chicago, IL, 60605

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

2 repeat clients

"She has been walking my dog Zoey for a few weeks now and she has just been amazing at it! I trust her completely with my puppy and she’s always on time and n... (more)"

Confirmed availability
4th of July
15. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Eddie always does a great job with our dogs. He’s sensitive to their unique needs and any questions or concerns we have. (more)"

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16. Tara

Care for your dog like my own

Bridgeport, Chicago, IL, 60616

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

1 repeat client

"Tara took care of my dog Mindy and cat Gonzo over the weekends I was away for work. She sent updates and pictures which I really loved to keep in touch with ... (more)"

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17. Alexandra

Reliable & Loving Sitter

Near South Side, Chicago, IL, 60616

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

3 repeat clients

"Alex took great care of my cat when I was traveling! She sent pics and kept me updated during my trip. I would recommend Alex to anyone who needs a responsib... (more)"

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18. Brendan

Lifetime experience of spoiling!

Near West Side, Chicago, IL, 60608

Dog Boarding, Drop-In Visits, Dog Walking

About: Born and raised Chicagoan, have had a dog everyday of my life (volunteered to get my fix in college). Very sensitive and understanding to needs suc... (more)

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19. Megan

Reliable, Respectful, Responsive

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"We were out of town for four nights and Megan was so great taking care of our cat. She provided us with lots of updates and pictures. She even brought in a c... (more)"

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20. Lauren

Any and all dogs!

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Lauren is very professional and takes great care of our dog. She is patient with our puppy and we greatly appreciate it. I'm so glad to have her as a trusted... (more)"

Dog owners in Near South Side, Chicago, IL love booking pet sitting with sitters on Rover.com. Over 7,915 pet owners have reviewed pet sitters in Chicago, giving them an average rating of 4.9/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Near South Side, Chicago.

Rover.com is the simple, savvy way to find and book Near South Side, Chicago drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Near South Side, Chicago . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Near South Side, Chicago, 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: