Pet Sitting & Drop Ins In Near West Side 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. 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

"Very impressed with the walk/drop in visit. Updated me with photos throughout the visit. Michael really cares for your puppies overall being. (more)"

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2. Tamara Verified Background Check

Fun and friendly dog lover ❤️

Near West Side, Chicago, IL, 60607

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

"It was my first time using Rover, and the first time for my dog to be watched by someone outside of family. Tamara was amazing at communication, sent the cut... (more)"

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3. Tamas Verified Enhanced Background Check

Dog whisperer at your service!

Near West Side, Chicago, IL, 60607

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

"Tamas was amazing with my very needy cat Miley while we were gone for a week. He also did a great job watering my small garden. Thank you for being an awesom... (more)"

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4. Nautica Verified Background Check

Extra caring pet lover!

Lower West Side, Chicago, IL, 60616

Drop-In Visits, Doggy Day Care, Dog Walking

"Nautica is the best! Very communicative and great with our two cats. (more)"

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5. Jade Verified Enhanced Background Check

Student with flexible schedule

West Town, Chicago, IL, 60622

Dog Boarding, Drop-In Visits

"Jade did an amazing job! She was very friendly and sent regular updates and photos of my furry friends. She was quick to respond to emails/Rover updates as w... (more)"

6. Autumn Verified Enhanced Background CheckRover 101

Gentle, Engaging, and Hard to Faze

Near West Side, Chicago, IL, 60607

Drop-In Visits, Dog Walking

"autumn was professional, punctual and all around showed great attention and patience with beare. i loved the update she gave and appreciate her flexibility a... (more)"

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7. Adriana Verified Enhanced Background Check

Warrior Cat/Dog Fan @ your service!

West Town, Chicago, IL, 60612

House Sitting, Drop-In Visits, Dog Walking

"Another successful week of visits from Adriana. She sends plenty of updates and pictures, and I know my cats are always happy to see her. Don’t hesitate to b... (more)"

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8. Paulina Verified Enhanced Background Check

Accommodating and energetic sitter

Loop, Chicago, IL, 60605

Dog Boarding, Drop-In Visits, Dog Walking

"Paulina did a great job looking after our cats. She was great at communicating and sent cute photos! I would trust her any time. (more)"

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9. Rachel Verified Enhanced Background Check

Can’t say no to a wagging tail

Near West Side, Chicago, IL, 60612

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

"Rachel was great. We had her come over three times in a day to check on our little puppy and she did a great job. She sent pictures and a video and gave stat... (more)"

10. Victoria Verified Background Check

Pets Bring Out My Maternal Instinct

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

"Victoria is so sweet and trustworthy! She sent very timely and detailed updates with great pictures of our two cats. She came over for a meet and greet and m... (more)"

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11. Violetta Verified Background Check

Back scratch, run, love guarantee!

Near West Side, Chicago, IL, 60612

House Sitting, Drop-In Visits, Dog Walking

"Violetta is the best! On time, followed all special instructions, good communication and great photos in the Rover cards! 2nd time booking with her and wi... (more)"

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12. Rachel Verified Background Check

Trustworthy Pet Lover

Near West Side, Chicago, IL, 60607

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

"Rachel has watched my dog multiple times and does such an amazing job. I have her stay at my home and not only is she a great pet sitter, but she leaves my h... (more)"

13. Kayleigh Verified Enhanced Background CheckRover 101

Furry friends are our family :)

Near West Side, Chicago, IL, 60608

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

"Kayleigh does a great job with my cats! I’d definitely recommend her! (more)"

14. Rachel Verified Enhanced Background Check

all dogs are good dogs

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"Rachel was very thorough with her updates and went above and beyond! She did drop in visits for our cat and was the best sitter we’ve had on Rover! (more)"

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Labor Day
15. Tina Verified Enhanced Background Check

In need of some puppy love!

Near West Side, Chicago, IL, 60661

House Sitting, Drop-In Visits, Dog Walking

"Tina is amazing and an animal lover through and through. Tina as a person is lovable and kind. She expresses the same amount of kindness towards animals. Th... (more)"

16. Eric Verified Enhanced Background Check

Ready to walk your pup!

Near West Side, Chicago, IL, 60607

Dog Boarding, Drop-In Visits, Dog Walking

"As always Eric did a fabulous job. I do t know what we would do without him! (more)"

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17. Tylor Verified Enhanced Background Check

Great with Dogs!

Lower West Side, Chicago, IL, 60608

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

"Tylor is such a godsend!! He’s trustworthy, he’s great with my pup, and leaves the most detailed and adorable report cards on what they did on their walks to... (more)"

18. Lexi Verified Background Check

Active dog lover

Near West Side, Chicago, IL, 60612

Drop-In Visits, Dog Walking

"Lexi was a great cat sitter for my 3 cats. She always took time to play with them and let them get some fresh air on the balcony during her visits. Also help... (more)"

19. Elaina Verified Enhanced Background Check

Animals live in my soul

Near West Side, Chicago, IL, 60661

Drop-In Visits, Dog Walking

"I can’t compliment Elaina enough for the outstanding care that she provided to my senior dog, Hugo. Elaina was timely, professional, extremely attentive and ... (more)"

20. Samuel Verified Enhanced Background CheckRover 101

I already love your dog!

Near West Side, Chicago, IL, 60607

Drop-In Visits

"We had a phenomenal experience working with Samuel and could not recommend him more. His updates were prompt, he wasn’t afraid to ask questions if he wasn’t ... (more)"

When it comes to pet sitting, dog owners in Near West Side, Chicago, IL love Rover.com. Over 09 owners have reviewed sitters in Near West Side, Chicago, giving them an average rating of 5.0/5. The cost of pet sitting in Near West Side 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.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Near West Side, Chicago pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Near West Side, Chicago who can provide the care your pet needs, when they need it.

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 West Side, 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: