Pet Setting & Drop Ins in Grand Crossing, Chicago

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

1. Amy

Grad student seeking puppy cuddles

Woodlawn, Chicago, IL, 60615

Drop-In Visits, Dog Walking

"Amy was great when I hired her to walk my dog during the day. My dog Bruno loves to walk but also loves to pull. Amy had no problem handling him during the w... (more)"

2. Erin

Seeking Good Boy to Run with

Woodlawn, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Erin is a lovely, responsible young woman. It's clear that she really enjoys time with my dog. Knowing that Kato is a breed that needs strenuous exercise, sh... (more)"

3. LeAnna

13 years of Professional Pet Care!

Hyde Park, Chicago, IL, 60615

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

3 repeat clients

"LeAnna is very professional, and did a great job looking after our little puppy, Isla. She is friendly, fun, and has tons of experience with caring for pets,... (more)"

4. Samantha + Mac

Looking for new friends!

Hyde Park, Chicago, IL, 60615

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

"I have known Samantha for over 15 years and pets have always been a part of her life, both dogs and cats. Her pets have always been very happy, well-trained... (more)"

Available this weekend
5. Henry

Fun, active, friendly grad student!

Hyde Park, Chicago, IL, 60615

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

"Henry is so great! He has watched my dog Kona many times and I could not speak more highly of him! Absolutely wonderful with dogs and very reliable. (more)"

6. Laura

Teacher by day... Dog lover by life

Kenwood, Chicago, IL, 60615

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

1 repeat client

About: I have been a dog owner most of my life. I currently am dog mom to a beagle mix named spaghetti! She loves to have other dog friends to play with... (more)

7. Sharriah

Active runner - will run with dogs!

South Chicago, Chicago, IL, 60617

Drop-In Visits, Dog Walking

"Sharriah has always been an animal lover. As a child, she rescued a hamster with a deformed hand from a local pet store. She not only looked after her hams... (more)"

Confirmed Holiday Availability
8. Aaliyah

Dog Care Chicago

Grand Crossing, CHICAGO, IL, 60621

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

1 repeat client

About: A true mommy dog lover.I have 2 small Maltese Poodles. Going away for the weekend or Holidays. Allow me to take care of your baby like my own. I ... (more)

9. Krista

Flexible schedule, love dogs

Hyde Park, Chicago, IL, 60615

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

About: Other dog owners describe me as a caring, responsible, loving dog lover and pet sitter. I'm a current grad student so I have a flexible schedule to... (more)

10. Robert

Energetic, Fun ,and Open Scheduled

West Englewood, Chicago, IL, 60636

House Sitting, Drop-In Visits, Dog Walking

"Robert J. is a very dedicated and caring individual. He currently is living with three cats and two dogs, which is also consider family. Robert has been rais... (more)"

Confirmed New Years Availability
11. Eva

Lifetime Dog Lover & Future Vet!

Kenwood, Chicago, IL, 60515

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Eva has a deep passion for dogs, and it is shown in her actions and behavior. Eva has been caring for my dog for three years, and she has such a great relati... (more)"

12. Zachary

Available for you dogs needs.

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Zach is a very responsible and caring guy. He is one of the biggest dog people I know and what a way he has with them! (more)"

13. Shamika

Hello to all my pet parents

West Englewood, Chicago, IL, 60636

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

About: Hi i am a 30yr old pet lover i have always loved animals since i was a child, not to good with bugs, but cats, dogs, snakes, little furry things yo... (more)

14. Lily

Diligent student with experience

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"If I would trust anyone with my pet, it would be Lily. She is so responsible and on top of things that I know she would give the utmost care to my dog. Also,... (more)"

15. Lauren

Puppy paradise-across from big park

Grand Boulevard, Chicago, IL, 60615

Dog Boarding, Drop-In Visits

About: My boyfriend and I LOVE dogs and would love to have yours come and stay with us! We have been dog foster-parents for two years and now have an 8 mo... (more)

16. Jennifer

Love spending time with dogs!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Jennifer is a wonderful dog caregiver. She has experience caring for dogs having owned her own dog. She participated in obedience classes with her dog, took ... (more)"

17. Josie

I love training puppies

Avalon Park, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

About: I am an avid dog lover and have worked in a holistic pet store to learn how to give the best kind of care to dogs. I have experience training my fa... (more)

Confirmed Holiday Availability
18. Belicia

I LOVE to play with dogs all day!

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I really enjoy getting to know the dogs, cuddling, and playing with them. I am okay with cleaning up after dogs, because I have been walking my own... (more)

19. Teresa

Reliable & affectionate!

Woodlawn, Chicago, IL, 60637

Drop-In Visits, Dog Walking

About: I'd like to start by saying I'm a recent stay at home mom who's raised 5 children. We've always had a dog in our family. It's a wonderful addition ... (more)

Confirmed Holiday Availability
20. Chantel

I'll make your dog happy

South Shore, Chicago, IL, 60649

Drop-In Visits, Dog Walking

About: I genuinely love dogs and love taking care of them, I would love to meet your dog and do whatever it takes to make him or her happy. I will treat y... (more)

When it comes to pet care and pet sitting, pet owners in Grand Crossing, Chicago, IL trust their pets with sitters on Rover.com. Over 7,915 pet owners have reviewed pet sitters in Chicago, giving them an average rating of 4.9/5. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

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 Crossing 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 Crossing, 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 Crossing, 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: