Pet Setting & 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.

1. Jak

Friendly Guy for Nice Walks.

Lake View, Chicago , IL, 60657

House Sitting, Drop-In Visits, Dog Walking

About: I am a friendly and reliable professional looking to take care of a dog because I cannot currently have my own since I live in a place I cannot hav... (more)

2. Bri

I have an amazing amount of energy!

East Garfield Park, Chicago, IL, 60612

Drop-In Visits, Dog Walking

"Bri is very good friend of mine and she shows me just how responsible she truly is in her everyday life. From seeing her grow into such a mature young woman ... (more)"

3. Sarah

Responsible Fun Loving Dog-Sitter

Logan Square, Chicago, IL, 60647

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

14 repeat clients

"I love how well Sarah communicates with me while I am away. Denali loves her! (more)"

4. Annina

* Outdoor Loving and Active *

North Lawndale, Chicago, IL, 60623

Drop-In Visits, Dog Walking

15 repeat clients

"Annina took very good care of our cats while we were away for a week. From the moment of our meet and greet, we were delighted to have her as our sitter. S... (more)"

5. Kim

Dog (& Cats) our 4-Legged Family

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I'm an animal lover! Since the day I was born (29 years ago) I've always had at least 2 cats and a dog. Currently I have 4 cats (three are 6 years ... (more)

6. Ashleigh

Dog loving student in Chi

Near South Side, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Our dog Babs had emergency surgery over the Christmas holiday, and we needed someone last minute to look after her while at work and give her some medicine d... (more)"

7. Penelope

Loving dogs more than anything

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"Penelope is fantastic!! She took excellent care of our pets. Her communication was great and no reasonable request was denied. We strongly recommend her serv... (more)"

8. Michael

Dog and cat lover extraordinaire

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

21 repeat clients

"Since moving back to Chicago we have had a really hard time finding a cat sitter that fit with our family. After having Michael sit for our kitties, I can fi... (more)"

9. Dalit

I already love your dog :)

Near North Side, Chicago, IL, 60610

Drop-In Visits, Dog Walking

1 repeat client

"My dog Doodles had a great time with Dalit, think they explored more of Chicago than I have yet! Very friendly and quick to respond, plus received plenty of ... (more)"

10. Abby

Experienced Sitter Loves All Pets!

Douglas, Chicago, IL, 60616

Drop-In Visits, Dog Walking

11 repeat clients

"Absolutely excellent! She was available same-day within the hour -- she is awesome. Highly recommended! (more)"

11. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Collin loves animals. He took care of his own dog; walking, feeding, bathing, training, and playing from age 11 until he left for college. When he comes hom... (more)"

Confirmed Easter Weekend Availability
12. Patrick

Pets Are Part of The Family

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Dogs have been an important part of my life since I was young. When I was born, my family had a female Golden Retriever named Kirby. When I was gro... (more)

13. Alex

Active, fun and caring dog lover!

West Town, Chicago, IL, 60622

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

2 repeat clients

"Alex is the best. She has been coming and walking/ checking on our little puppy all week and we are going to continue to book her for daily check ins/ walks ... (more)"

14. Robert

All furry friends welcome!

Near North Side, Chicago , IL, 60654

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

8 repeat clients

"Robert was amazing, and at such short notice. Pudding was walked, fed and taken care of when I had to be out of town for a quick meeting at the last minute. ... (more)"

15. Erin

Friendly girl savin for grad school

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

About: Hello, I have frequently cared for my neighbors' dogs during the summer in high school when they were away on vacation. I listen closely to the ow... (more)

Confirmed Easter Weekend Availability
16. Sidney

Experienced & Active Dog Enthusiast

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I can attest to Sidney's abilities as a responsible and loving dog caregiver. Sidney has cared for my elderly dog, who had many health problems at the time. ... (more)"

Confirmed Easter Weekend Availability
17. Joe

Lover of all dogs! Allergic to cats

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Joe was amazing with my dog. I'd never left him with anyone other than my parents before. Joe watched him for several nights and was a natural. His love for ... (more)"

18. Andrew

River North Pooch Pros!

Near North Side, Chicago, IL, 60654

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Your pups will be in great hands with Allie and Andrew! I've known Andrew 3 years and Allie since we were kids, and they are both caring and responsible peop... (more)"

Confirmed Easter Weekend Availability
19. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Edilberto or Eddie has helped me with my cats when I used to travel he would play with them. Give them love as if they were his own. He fed them cuddled them... (more)"

Confirmed Easter Weekend Availability
20. Maia

Cubby Loves Puppies

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"To say your pet is in good hands with Maia is an understatement. She is an extremely capable and reliable pet sitter. She's caring and very experienced with ... (more)"

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Learn About Premier

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: