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House Sitting in Chatham, Chicago

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Margot

Keeping those tails wagging!

Kenwood, Chicago, IL, 60615

House Sitting, 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)"

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2. 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 availability
4th of July
3. Thandaway

Pre-vet student majoring in cuddles

South Shore, Chicago, IL, 60649

House Sitting, Drop-In Visits, Dog Walking

"Thandaway is my daughter and she has been the owner and care taker of two dogs here at home. She has always loved animals and has decided to make veterinaria... (more)"

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4. 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)"

5. Diamond

All dogs welcomed!

South Deering, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

"Diamond currently has a pitbull and she shows extreme compassion and responsibility when it comes to her dog, so I’d say she’s definetly fit for the job! (more)"

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6. Nastia

Loving home for your dog!

Hyde Park, Chicago, IL, 60615

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

About: My family has taken care of dogs since before I was born. I had a beautiful golden retriever for twelve years who unfortunately passed away recentl... (more)

7. Katlyn

Consistent & Loving :)

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Katlyn was great, coming to meet Blue before our trip. Blue loved her and we felt comfortable leaving her to go on our trip. She was very respectful of our a... (more)"

Confirmed availability
4th of July
8. Aaliyah

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)

Confirmed availability
4th of July
9. Paige

I’d love to help care for your dog!

Morgan Park, Chicago, IL, 60643

House Sitting, Drop-In Visits, Dog Walking

"When I took a ten day trip last year, Paige came to my home twice a day to feed and care for my yellow lab. She even sent me text messages and photos on a re... (more)"

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10. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

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

"I love bringing my dog to Noreen! She is an energetic and compassionate dog lover. I know my dog is getting walked, fed, and cared for when she stays at Nore... (more)"

11. Blanca

Large yard, with fence and 4 parks!

Calumet Heights, Chicago, IL, 60617

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

"I have worked with Blanca in the past and she is a very smart, responsible, always positive young lady. She's a nice girl that will always do the job to the ... (more)"

Confirmed availability
4th of July
12. Belicia

I LOVE to play with dogs all day!

Englewood, Chicago, IL, 60621

House Sitting, Drop-In Visits, Dog Walking

"Belicia was an amazing sitter who communicated with us often. She immediately put us at ease by sending us pictures, videos, details regarding every walk, et... (more)"

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13. Mikayla

Energetic dog-lover

Woodlawn, Chicago, IL, 60637

House Sitting, Dog Walking

"Mikayla took good care of our dog alice. She was very responsive to our communications. We would definitely use her again. (more)"

Confirmed availability
4th of July
14. Khat

Pup Nation

South Shore, Chicago, IL, 60637

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

About: Nowadays it's hard to find a genuine pet lover like yourself. Someone that's able to show the same "tlc" and attention that you give your little f... (more)

Confirmed availability
4th of July
15. Jacqueline

Giving Dog Lovin' and Care

South Side, Chicago, IL, 60643

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

About: Greetings, I'm Jackie. I am dog lover with 2 years experience caring for dogs. Walking, sitting, playing, feeding and nursing- I do it. As of no... (more)

Confirmed availability
4th of July
16. Jocelyn

A dog’s best friend!

South Shore, chicago, IL, 60649

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

About: I am very passionate about dogs! I love spending time with them and making sure they are having as much fun as possible while keeping them safe at ... (more)

17. Keneesha

Dog Mom Vicariously

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

"Keneesha is a very loving and giving fur mommy. When she had her dog she took the best care of him. He was so spoiled and well behaved. She loves animal so i... (more)"

18. Mondisa

Dogs are people too!

Woodlawn, Chicago, IL, 60637

House Sitting, Dog Walking

"Mondisa is one of the best dog sitters I know. What I think makes her such a great sitter in that she gives the dog so much attention. She naturally loves ... (more)"

19. Kyler

Full time dog lover of all breeds

Grand Crossing, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

About: I’m home full time and have a dog of my own (one of the many dogs I have owned before) but he currently can’t stay with and I miss loving dogs. I’... (more)

20. Kierra

Full time and energetic!

Avalon Park, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Kiara is awesome! She’s punctual and when I need her to assist me with my dogs I know I can count on her to treat them with love and affection! She’s a natur... (more)"


The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.

Want to learn more? Check out reviews from pet owners who have used Rover.