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. Smashley

Experienced Care for your Critters!

Humboldt Park, Chicago , IL, 60651

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"She was absolutely amazing with our dog that can be a little hard to handle. The app said they went on some really long quality walks, which both us and our ... (more)"

2. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

8 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)"

3. Jennifer

Hopeful dog owner in training!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jennifer is amazing to have watch my cats. She always sent updates and photos along with any concerns about them. When I came home from my trip the kitty l... (more)"

4. Veronica

Pet Lover with a big heart.

Humboldt Park, Chicago , IL, 60651

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Veronica is great, she's very flexible and sushi loves spending time with her! Will book with her again for sure (more)"

5. Kyla

Fun, upbeat animal lover!

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

"I have used Kyla many times over the last few years to house-sit my pets overnight. We have 3 dogs and 1 cat. Kyla has always been dependable. She is on time... (more)"

6. Yvonne

Greyhound Mom: Loving Sitter/Walker

Lower West Side, Chicago, IL, 60608

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

"Yvonne is an awesome pet owner, she loves her dog Hamilton, she is also great with my dog Disney, I would let her keep watch over my pet any day! Any doggie ... (more)"

7. Mary

dog mommy of 2 + pro puppy parties!

West Town, Chicago, IL, 60622

Dog Boarding, Drop-In Visits, Dog Walking

About: I have always loved my furry friends. I began competing in AKC confirmation shows when I was ten years old. Over the past 14 years, I have trained ... (more)

8. Krystyna

Caring College Student

West Town, Chicago, IL, 60612

House Sitting, Drop-In Visits, Dog Walking

"Full disclosure... Krystyna is my younger sister. So, I've seen her care for several family pets (1 cat, 2 dogs) her entire life! While we're both animal lov... (more)"

9. Maria

I'm a professional dog whisperer :)

South Lawndale, Chicago, IL, 60623

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Maria is a phenomenal dog sitter. She specializes in presumably big dogs, always keeping her composure no matter what the situation. Dogs always feel a certa... (more)"

10. Amelia

I love long walks with a dog.

West Town, Chicago, IL, 60622

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

"Amelia is immensely reliable, kind, and very patient; all of which she easily directs towards the animals she watches. She knows how to connect with dogs and... (more)"

11. Meredith

Your Best Friend's Best Friend

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Meredith was a great cat sitter ? I would love to have her watch Shamrock again. (more)"

12. Anna

Will shower your pets with love ❤️

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Anna was great! I highly recommend her. (more)"

13. Kathleen

Will Love Your Dog More Than Pizza

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Kathleen was awesome! She did a great job keeping me updated and sent plenty of pictures while I was away for the weekend. I will definitely be using her ser... (more)"

14. KC

Loving Pet Sitter/Nursing Student

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"KC was great and sent pictures each day. I really appreciated her amazing communication before, during, and after the pet sitting! (more)"

15. Rona

Your Dog Will Love It Here :)

Near North Side, Chicago, IL, 60611

Drop-In Visits, Dog Walking

1 repeat client

"Rona is a wonderful person and she loves dogs. She took care of my Pomeranian as well as my friends poodle and we are both very happy how she treats our dogs... (more)"

16. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

Drop-In Visits, Dog Walking

5 repeat clients

"Tina did a great job taking care of our two cats while we were out of town for a long weekend! She was very responsive to our requests and was readily availa... (more)"

17. Steven

Trained, reliable dog lover!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Steven watched our dog for the better part of two weeks while we were on vacation. He gave us a lot of pictures and written updates on our our dog Sydney was... (more)"

18. Katy

Knowledgable & reliable caregiver!

Near North Side, Chicago, IL, 60654

Drop-In Visits, Dog Walking

2 repeat clients

"Katy is wonderful! She checked in on my cat while I was out of town for several days and I can tell they had a lot of fun together. Katy was very professiona... (more)"

19. Meredith

GT Engineer, Runner, Traveler, Yogi

Loop, Chicago, IL, 60605

Drop-In Visits, Dog Walking

2 repeat clients

"Meredith is a dog lover!!! I know she took great care of my sweet dog while I was at work. She had the sweetest things to say and kept me updated on her visi... (more)"

20. Dana

Mother of Dogs for Decades!

West Town, Chicago , IL, 60642

Drop-In Visits, Dog Walking

1 repeat client

"Dana was great! Lots of detailed updates and pics, which I love when I'm away. I definately recommend her! (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: