Pet Sitting & Drop Ins in Grand Boulevard, Chicago

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

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1. Tamiko Verified Enhanced Background Check

Can't wait to meet your furry pal!

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Tamiko has been a dog owner for as long as I've known her. She is a wonderful person that translates into being a truly caring, responsible, and dedicated do... (more)"

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2. Chloe Verified Background Check

I'm an animal person all around!

Near South Side, Chicago, IL, 60616

Drop-In Visits, Doggy Day Care, Dog Walking

About: I often would pet sit for my friends, their dogs, cats and even hamsters sometimes, however my parents never allowed me to have a pet other than a ... (more)

3. 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)"

4. Crystal Verified Background Check

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"Crystal is so kind, thoughtful and clearly cares deeply for pets. She treats my bunny like she would her own. I am incredibly grateful to have her as a resou... (more)"

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5. Michael Verified Enhanced Background CheckRover 101

Always at Home & Right by Dog Park!

Near South Side, Chicago, IL, 60616

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

"Michael is an honest, responsible, and trustworthy person. Anytime I need someone to watch my two dogs, I always check to see if Michael is available. He is ... (more)"

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6. Michael Verified Enhanced Background Check

I treat your pet like it’s mine.

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Mike is awesome! He came over for a meet & greet and Javi instantly loved him. He’s very kind & it’s clear he truly loves his jobs & all the pups he sees! I ... (more)"

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7. 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)"

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8. christine Verified Background Check

Walk and Bark!

Douglas, Chicago, IL, 60616

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

"Christine was very punctual and professional. I would highly recommend her to look after your fur babies! (more)"

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9. Alyssa Verified Enhanced Background Check

Pet lover looking to help ❤️

New City, Chicago, IL, 60609

Drop-In Visits, Dog Walking

"I had the pleasure of working alongside Alyssa in a pet store & I’ve never met someone more caring about animals. She’s cared for injured animals, gave medic... (more)"

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10. Emily Verified Background Check

Experience with multiple sized dogs

Bridgeport, Chicago, IL, 60616

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

About: I am a student from Chicago currently studying at UIUC. I have lots of free time over the summer and will be able to spend a lot of time and give t... (more)

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11. Jasmine Verified Enhanced Background Check

Plenty of long walks and treats!

Bridgeport, Chicago, IL, 60609

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

"For as long as I've known Jasmine, she has always been loving and caring toward dogs. She goes out of her way to show compassion to the dogs she interacts wi... (more)"

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12. Elliott Verified Background Check

Marketer by day, Dog lover 4 Life!

Washington Park, Chicago, IL, 60609

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

"Elliot was fantastic! He took great care of our Chow Chow for a week while we were out of the country. She's 11 and can sometimes be a bit temperamental but ... (more)"

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13. Sandra Verified Background Check

Ready to meet Pawsome Friends

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Sandra is a very kind, wonderful, responsible person who will take great care of your pets! There are very few people I would trust with my dog Quincy, but I... (more)"

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14. 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)"

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15. 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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16. Katja Verified Background Check

Over 10 years of dog experience!

Grand Boulevard, Chicago, IL, 60653

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

"Very kind and trustworthy. Left detailed messages of what was going on and pictures of my pets while I was away. Will definitely be asking her to watch my ca... (more)"

17. Elias Verified Enhanced Background CheckRover 101

I'll treat your dog as I treat mine

Bridgeport, Chicago, IL, 60609

Drop-In Visits, Dog Walking

About: Hi! I have been surrounded by dogs for more than half of my life. I have had experience with puppies, middle age, and older dogs. My parents got m... (more)

18. Tina Verified Background Check

Our pets become our family <3

Kenwood, Chicago, IL, 60615

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

About: I have always worked with animals ever since I was a child. I enjoy getting to know their personalities and know how difficult it can be to find s... (more)

19. Sam Verified Background Check

Experienced Hyde Park Pet-Sitter!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"This was my fist time using "Rover", so I was a little nervous, but Sam did a great job. My cats are afraid of strangers. Sam sent me pictures of their lumps... (more)"

20. Shannon Verified Background Check

The Trust-Worthy Dog Sitter/Walker

Kenwood, Chicago, IL, 60653

House Sitting, Drop-In Visits, Dog Walking

"Shannon has walked my dog before when i couldn’t. She is an excellent person to dog sit or dog walk. She took pictures of the dog throughout the walk and als... (more)"

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 7,915 owners have reviewed sitters in Grand Boulevard, Chicago, IL, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Grand Boulevard pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Grand Boulevard, Chicago who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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 Grand Boulevard, 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: