Pet Sitting & Drop Ins in Chatham, Chicago

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

1. Andrea Verified Background CheckRover 101

Fun times waiting to be had!

Washington Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Andy did a fantastic job befriending my demanding rescue kitty who doesn’t automatically understand people are his friends. Yet while I was away, Andy patien... (more)"

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2. Janice Verified Background Check

Your dog will be treated as family!

Morgan Park, Chicago, IL, 60643

Drop-In Visits, Dog Walking

"Thank God for Janice!!! She is wonderful with our pup and we will continue to use her services. (more)"

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3. Laura Verified Background CheckRover 101

They will be safe and feel loved!!!

Washington Heights, CHICAGO, IL, 60643

Drop-In Visits, Dog Walking

"So glad I don’t have to worry about Rizzo because Laura has it under control. (more)"

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4. Beverly Verified Background Check

Home full-time, individual care

Chatham, Chicago, IL, 60620

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

"Beverly was great! She was very accommodating for when we could meet her to go over our cat Zoey's needs. She was responsive during our trip and my wife and ... (more)"

Confirmed availability
This weekend
5. Alicia Verified Background Check

Understanding pet’s needs

Washington Park, Chicago, IL, 60637

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

"Alicia was great! Our dog is very high energy and is a bit difficult to walk but Alicia handled him great! Would definitely book with her again! (more)"

6. Samone Verified Background Check

I went to school for this! :)

South Shore, Chicago, IL, 60649

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

"Wow, highly impressed with Samone from start to finish. She did check-ins on my cats while we were out of town. She did amazing job down to locating one of m... (more)"

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7. Jennifer Verified Background CheckRover 101

Architect by day, Dog lover 4 life!

Hyde Park, Chicago, IL, 60615

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

"Jen is awesome, she’s so real and down to earth. She actually cares about my pets (sent me pictures, was willing to work with me when she couldn’t get ahold ... (more)"

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8. Melissa Verified Background Check

I can't wait to meet your dog!

Morgan Park, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"Melissa was super flexible and accommodating! She took such great care of my puppy & put my mind at ease by providing me updates during the check-in! She alw... (more)"

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9. Valerie Verified Background Check

Animal lover with a heart of gold!

South Shore, Chicago, IL, 60649

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

"Valerie is a wonderful, caring, loving, energetic, passionate, animal lover. She owns two pit lab mixed breeds and she treats them like children she birthed.... (more)"

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10. Maeve Verified Background Check

Very open and flexible schedule!

Hyde Park, Chicago, IL, 60637

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

"Maeve was great! Very nice and easy going. You can tell she enjoys animals. Luna love her upon meeting her and her communication was great with photos and vi... (more)"

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11. Ellen Verified Background CheckRover 101

I'll run with you dog!

Beverly, Chicago, IL, 60643

House Sitting, Drop-In Visits, Dog Walking

"Ellen is wonderful and I would recommend her to anyone. She loves dogs and enjoys taking care of them! (more)"

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12. Annie Verified Enhanced Background Check

I'll give your dog lots of love!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits

"Annie was a lifesaver! She took great care of our kitten, and when our flight was delayed home she was able to care for him. We will trust her with our littl... (more)"

13. Dominique Verified Background Check

Hi, I’m Dominique

Washington Heights, Chicago, IL, 60620

Dog Boarding, Drop-In Visits, Dog Walking

"Dominique watched Chewy while I was on vacation She kept me updated with pictures While during the Stay I would definitely Dominique To watch your Pet. (more)"

Confirmed availability
Labor Day
14. Dominique Verified Background Check

Professional tummy rubs & Cuddles

Chatham, Chicago, IL, 60620

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

"Dominique is my niece and she has taken care of my two dogs, walking them, feeding them, and providing plenty of belly rubs. She's very reliable, clean, and... (more)"

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15. Steven Verified Background Check

Self proclaimed pets’ Bestfriend

Washington Heights, Chicago, IL, 60620

Dog Boarding, Drop-In Visits, Dog Walking

"Very loving with both dogs and cats! He will make sure all needs are taken care of; food, water, etc, but definitely spend a lot of time playing with your pup. (more)"

Confirmed availability
Labor Day
16. Mary Verified Background CheckRover 101

Pt AnimalShelter Employee w/BigYard

evergreen park, IL, 60805

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

"Mary has been a foster for me for awhile now and is always amazing with the animals! She is a big part of the shelter and is always on hand if an animal is i... (more)"

Confirmed availability
This weekend
17. Aaliyah Verified Background Check

Dog Care Chicago

Grand Crossing, CHICAGO, IL, 60621

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

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)

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18. Thandaway Verified Background Check

Pre-vet student majoring in cuddles

South Shore, Chicago, IL, 60649

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

"Amazing! Best pet sitter ever. Even my most shy kitty came out to play and for pets. This never happens! So thankful, she went above and beyond. Would hire h... (more)"

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19. Lauren Verified Background Check

Pug lover looking for doggy love!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Looking for a responsible, bright, caring person with a million dollar smile to help care for your pets? Lauren is your gal. Growing up with guinea pigs, a... (more)"

Confirmed availability
Labor Day
20. Velissia Verified Background Check

Warm-hearted Lovable Pet lover

Chatham, Chicago, IL, 60619

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

"Velissia loves animals, especially dogs you can tell by the way she interacts with them. She treats my dog like a child she give him the attention that he ne... (more)"

Dog owners in Chatham, Chicago, IL turn to pet sitters on Rover.com for their pet sitting needs. Over 7,915 pet owners have reviewed pet sitters in Chicago, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Chicago with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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