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.

Confirmed Memorial day Availability
1. Nina

Student & home often, love to run!

Hyde Park, Chicago, IL, 60637

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

"Nina took good care of my two cats while I was on Vacation in Florida for a week! She is very reliable. (more)"

2. Katie

dog-loving student

Hyde Park, Chicago, IL, 60615

Dog Boarding, Drop-In Visits, Dog Walking

About: I'm a grad student with a wonderful, 4yo dog. He loves other dogs more than anything, and so do I. After bad experiences with boarding facilitie... (more)

Confirmed Memorial day Availability
3. Dwight

Work from home - large fenced yard

Woodlawn, Chicago, IL, 60637

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

"Dwight has done a wonderful job with my dog and my best friends dog when he offered to take them both at short notice. The dogs loved him and he sent a phot... (more)"

4. Jela

Let me watch your fuzzy buddies!

Grand Boulevard, Chicago, IL, 60653

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Je'la is like a dog whisperer, she has a way with animals that can warm even the heart of a non-animal lover. She gives great love and care to all and her he... (more)"

5. Alex

We'll exercise play safly and enjoy

Hyde Park, Chicago, IL, 60615

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

"I know Alex has a great experience from past dog walking jobs he had and from taking care of his families dogs. Alex is very energetic and the dogs enjoy it ... (more)"

Confirmed Memorial day Availability
6. Margot

Keeping those tails wagging!

Kenwood, Chicago, IL, 60615

Drop-In Visits, Dog Walking

"Margot did a wonderful job watching my somewhat high maintenance senior dog, Walle. Walle has special needs including scheduled medications, as needed medica... (more)"

7. Frances

Well-trained by dogs in how to play

Hyde Park, Chicago, IL, 60637

Drop-In Visits, Dog Walking

"Frances is an energetic and attentive dog walker. She has taken our rambunctious and opinionated blue healer for many a long and playful walk (blue healers l... (more)"

8. 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)"

9. Adam

Lifelong dog owner & animal lover

Hyde Park, Chicago, IL, 60615

Drop-In Visits, Dog Walking

"Adam has been my best friend for years. He is extremely personable, all around genuine and loves all animals. He has taken care of my pets in the past on mul... (more)"

Available this weekend
10. James

Dogs are my favorite people!

Hyde Park, Chicago, IL, 60615

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

"James is a great dog dad to his puppy. He’s a fun person to work with, patient, and caring. James is a full time counselor so he understands people as well a... (more)"

11. 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)

12. Andrea

Dogs love my peaceful personality!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Andrea is a caring, self-motivated, and efficient person who knows how to work productively in stressful and new environments. She has told be about her pass... (more)"

Available this weekend
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 33yr 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. Lillian

Flexible Schedule - Loves to walk!

Hyde Park, Chicago, IL, 60637

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

About: Hi there! My name is Lily I'm a recently graduated University of Chicago undergraduate. I've got a very open schedule to take care of your best fr... (more)

15. 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)"

Confirmed Memorial day Availability
16. Alexis

I'll sing with your dog

South Chicago, Chicago, IL, 60617

Drop-In Visits, Dog Walking

"Alexis was very good with my dog, took him on long walks , played with him, fed him and made sure he was fine throughout the day (more)"

Available this weekend
17. 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)

18. Craig

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

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

4 repeat clients

"I have come to know Craig as a good and caring person. I have witnessed him interacting with dogs on several occasions and he has displayed genuine concern f... (more)"

19. 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)"

20. 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)"

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: