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House Sitting in Grand Crossing, 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. Rachel

No longer accepting work!

Douglas, Chicago, IL, 60609

House Sitting

"Rachel was extremely professional and provided updates and photos. She took personal attention to making sure my dog was comfortable and doing good. Would de... (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)"

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3. Margot

Keeping those tails wagging!

Kenwood, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Margot is an amazing pup sitter! Our two young lads, golden retriever siblings, thoroughly enjoyed having her come and stay with them. They were always happy... (more)"

Confirmed availability
4th of July
4. Thandaway

Pre-vet student majoring in cuddles

South Shore, Chicago, IL, 60649

House Sitting, Drop-In Visits, Dog Walking

"Thandaway took excellent care of my little guy! He has a lot of energy and opinions, so it is a blessing to find someone who is so good with him. She sent re... (more)"

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5. 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)"

6. Yovana

Full time animal lover!

New City, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"I would trust no one else to take care of my fur-babies other than Yovana! I guess you could say im a "crazy" pet parent, my furbabies are family and mean th... (more)"

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7. 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)

8. 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
9. 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)

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10. Christal

I’m @ home full time

Kenwood, Chicago, IL, 60615

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

About: Hi, I’m Christal and I am looking forward to being your next pet-sitter! I walked dogs professionally for years and have recently picked it back up... (more)

Confirmed availability
4th of July
11. 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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12. 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
13. 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
14. Laaria

I'm a big animal lover

Washington Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"LaariaC. Is great with animals including my lil rowdy cat p he just adore her and she loves him . P can't wait for you to visit again (more)"

15. Andrea

Dogs love my peaceful personality!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"We've had several neighbors and family friends bring their dogs for Andrea to sit over the years, and each time she makes their stay comfortable and fun. She... (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)"

Confirmed availability
This weekend
18. Kyisha

Home full time, large fenced back y

Englewood, Chicago, IL, 60637

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

"It's a blessing having someone like Kesha around, she's very easy going with my dog, most of the time I have a hard time trying to get my dog to leave kesha,... (more)"

19. Craig

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

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

"Craig was very responsive and responsible with a sometimes fluid set of circumstances. We definitely would hire him again. Hi love of dogs makes him a gr... (more)"

20. 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)"


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.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.