Pet Setting & Drop Ins In Lower 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. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

8 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)"

2. 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)"

3. Patrick

Experienced sitter w/ huge yard

West Town, Chicago, IL, 60642

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

4 repeat clients

"I cannot think of a better dog caregiver than Patrick. Not only has he been an avid dog lover his entire life, he is also incredibly responsible, punctual an... (more)"

4. Hannah

Fun and loving pup lover!

West Town, Chicago, IL, 60622

Dog Boarding, Drop-In Visits, Dog Walking

6 repeat clients

"Hannah was a wonderful help while I was out of town. Very responsive and handled an unexpected issue (possum got in through the pet door) with grace! She was... (more)"

5. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Karolina is the best! She house sitted for a long weekend and I'm pretty sure our pup was sad we were back and she had to leave. She walked him a LOT and sen... (more)"

6. Brittany

Volunteer, Active & Professional

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Brittany was great! We needed someone to check in with our three cats to feed them and take care of the litter boxes. Our often aloof cats were well taken ca... (more)"

7. Samantha

Active and eager animal lover! :)

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I got stuck at work unexpectedly and needed someone to feed and let Bear out to the bathroom and Samantha was able to immediately! She went above and beyond ... (more)"

Confirmed Holiday Availability
8. Natalie

Loop Living and Pup Loving!

Loop, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Natalie is a lifesaver and apparently somewhat of a dog whisperer! She was early and responsible and we are lucky to have found her! (more)"

9. Enoch

Dogs/cats/other pets welcomed!

Bridgeport, Chicago, IL, 60608

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

15 repeat clients

"Enoch was very friendly and personable with both me AND my cats! He was excellent with prompt communication about how much (or little) the cats were eating, ... (more)"

10. Britney

I love animals and they love me!

Loop, Chicago, IL, 60605

Drop-In Visits, Dog Walking

1 repeat client

"Britney did an excellent job with Thor. He takes a lot of patience and she had it to give. She was also very good at sending us updates regularly. I highly r... (more)"

11. Alexandria

Pup Adventures with Alex

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"Alex was great! She took my reservation at the last minute for Thanksgiving weekend to take care of my cat Bean. She stopped by daily to feed Bean and play w... (more)"

12. Jacob

Love to Walk!

Near West Side, Chicago, IL, 60607

Drop-In Visits

2 repeat clients

"Jacob recently cared for my two dogs when I was out of town on a work trip (drop in visits) and I would highly recommend him. In addition to being calm and ... (more)"

13. Adriana

Outdoor enthusiast &avid dog lover!

Lower West Side, Chicago, IL, 60608

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

2 repeat clients

"Adriana did a great job when watching my two dogs last week when I was out of town for work. She was reliable, followed all directions, and was very good wi... (more)"

14. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"Payal was a better dog-sitter than I could have hoped for. It was our first time leaving Zeke alone with a stranger and she was very caring and attentiveness... (more)"

15. Sara

UIC area dog lover, reliable & fun

Near West Side, Chicago, IL, 60607

Drop-In Visits, Dog Walking

"Sara has grown up around dogs her entire life. She has had dogs from breeders and designer breeds ( Shelter dogs). They all love and respect her. She is v... (more)"

Confirmed Holiday Availability
16. Caraline

Experienced & Certified Pet Sitter

Loop, Chicago, IL, 60606

Drop-In Visits, Dog Walking

4 repeat clients

"Caraline was great. She took great care of my kitties. She played with them and even brushed them. Now I can go on trips knowing my kitties are well take... (more)"

17. Ashley

Flexible schedule; long walks

Near North Side, Chicago, IL, 60654

Drop-In Visits, Dog Walking

1 repeat client

"Ashley was absolutely wonderful! She was very thorough in describing her visits with my dog & I almost felt like I was home with them. I returned home from m... (more)"

18. Lorin

Let me love your dog, like my own!

Near West Side, Chicago, IL, 60612

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Lorin was great! Our kitties seemed to love her by the pictures she took. She was consistent with her drop in visits. We came back from vacation to a clean h... (more)"

Confirmed Holiday Availability
19. Simone

Professional Pet Lover!

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"From start to finish, Simone did an incredible job looking after our cats! When she came to meet them, she had already read over the information I provided a... (more)"

20. Christian

PAWS volunteer,rescuer

McKinley Park, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Christian was awesome and extremely accommodating with such short notice! He came to a meet and greet literally the night before we needed him. He was friend... (more)"

Pet parents in Lower West Side, Chicago, IL love dog sitters on Rover.com. 7,915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Lower West 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 Lower West 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 Lower 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: